Quarterlytics / Financial Services / Insurance - Specialty / Trupanion, Inc.

Trupanion, Inc.

trup · NASDAQ Financial Services
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Exchange NASDAQ
Sector Financial Services
Industry Insurance - Specialty
Employees 1130
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FY2023 Annual Report · Trupanion, Inc.
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2023 Annual Report

1

Table of Contents

To Our Shareholders ............................................................... 3
2023 in Review ............................................................................ 5
Trupanion Subscription Business ..................................... 9
Why We Love Organic Growth ..........................................14
Darryl’s Case Study: UnitedHealth .................................19
New Free Cash Flow Target ................................................21
Our Other Business ................................................................22
Intrinsic Value per Share ....................................................23
Margi’s Conclusion ................................................................ 27

2

To Our Shareholders

“I basically believe in the soldier on system. Lots of hardship  
will come and you gotta handle it well by soldiering through.” 

– Charlie Munger, in his last CNBC interview

Why I Founded Trupanion

Darryl Rawlings
Chief Executive Officer & Chair of the Board

Twenty-six years into this journey, I feel it is appropriate to 
remind our shareholders of the why behind Trupanion. It is 
the story of my childhood dog, Mitzy. Many of you have heard 
this story, but I revisit this story today, because while we are 
nearly 40 years out from losing Mitzy, and 26 years into building 
Trupanion, the problem that faced my parents is still one that 
faces millions of pet-loving families around the world.

The story of Mitzy begins when I was a teenager growing 
up in Vancouver, Canada. We were your typical middle-class 
family, and my parents, looking to give my brother and I all the 
opportunities they could afford, lived paycheck to paycheck. 
One weekend, when Mitzy was only 2 years of age, it was clear she was ill and not obvious to 
us what the issue was. With our local veterinarian closed for the weekend, we headed to a 24/7 
emergency clinic on West 4th in downtown Vancouver. 

The diagnosis was quick. The veterinarian informed us that Mitzy had a twisted stomach, which 
fortunately was operable, and the operation would save her life. With the surgery, we would 
have another decade or so of time with Mitzy. But, then came the discussion of cost. And, 
because my parents, like so many families, lived month to month with no available credit, they 
could not afford the surgery. 

In the end, we left the veterinarian that day without Mitzy, and in the process, everyone was 
devastated. The veterinarians and their staff were available to help, had the knowledge and 
the tools to do so, but also had a business to run. They simply could not operate without being 
paid. My parents were not only devastated that they could not save our beloved dog but also 
embarrassed for their son to discover the impact of his parents not having a way to budget for 
the care that Mitzy needed. I too was devastated, frustrated, and angry. There had to be a better 
way. This horrible outcome is what set the wheels in motion for me to start Trupanion. 

Fourteen years after losing Mitzy, at the age of 28, I sold a cigar business that I had started 
a few years earlier. I used those proceeds to build a company that could solve the problem 
and make it easier for families like mine to budget and care for their pets, while empowering 
veterinarians and their staffs to deliver high quality care effectively. Two years later, I enrolled 
Trupanion’s first pet, my dog, Monty. 

3

Our goal was--and still is--to eliminate the need for “financial” euthanasia, and our mission is to 
help loving, responsible pet parents budget and care for their pets. 

To be successful, we have to help more than a few Mitzies--we need to help millions! We 
measure our impact in the billions of dollars we have spent paying veterinary invoices on behalf 
of our members. It took 20 years for Trupanion to pay out our first billion dollars in member 
invoices. Three years later, we crossed the $2 billion threshold. Later this year, we expect to cross 
$3 billion, and if we continue to grow intrinsic value per share at 20% to 25% year after year, 
within a decade, we will be paying out $5 billion per year in veterinary invoices. This is how we 
define success. By all the Mitzies and responsible, loving pet parents that we get to help. To 
make this happen, everyone in the ecosystem needs to win. Everyone! This includes pets, pet 
parents, veterinarians and their staff, our territory partners, team members, industry partners, 
regulators, and, of course, our shareholders.

Normally, this is where I would pivot my attention to the results of the business over the past 
year. But, those of you who are close to the story know that it is Margi who has been leading the 
execution of the company and of the 60-month plan. For this reason, Margi has been involved 
in the drafting of this year’s letter, and I expect that she will play a bigger role in writing these 
letters moving forward. I will let her introduce herself. 

Margi’s Introduction

Margi Tooth
President

I’ve had the privilege of working closely with Darryl on a number 
of letters in the past, not least a heavy involvement in the writing 
of the 60-month plan letter in 2021. This year, however, our 
approach has been different, giving me time to reflect fully on 
the progress over the last year, as well as step back and assess 
the many learnings collected over the last 12 months. I look 
forward to a more involved role with this unique shareholder 
letter for many years to come. Before we walk you through our 
2023 results, I’d like to share a brief overview of why I am so 
pleased to be here. 

Trupanion is a unique company, and the opportunity in front of us is immense. We are in a 
large, under-penetrated (and now global) market. We have a dedicated and talented team that 
genuinely cares about our mission and is focused on the long term. Our value proposition to 
our members is the best in the industry, and our partnership with veterinarians is deep-rooted, 
aligned, and unique in helping pet parents when it matters most by improving access to care. 
We now have multiple products across various geographies and price points, and to support this 
diverse portfolio, we are developing an organizational and technological infrastructure to be able 
to service our growing pool of members. Finally, we are now building a stronger financial model 
by self-funding our capital requirements and strengthening our balance sheet. The future in front 
of us is brighter than ever. 

4

2023 in Review

2023 was an interesting year for many reasons.  For the first time in company history, we 
generated over a billion dollars in annual revenue. Total revenue grew 22% to $1.1 billion. Our 
core Subscription Business contributed $713 million in revenue, and our lower margin “Other 
Business” contributed $396 million. 

On the surface, crossing a billion dollars with a 22% revenue growth rate could be deemed by 
some as a good year, but these results mask some more distinct challenges.

We have long considered our Adjusted Operating Income (AOI) as the most important metric in 
our business. This is our own self-defined, non-GAAP term, and it is a critical financial metric that 
we use to manage the business. It represents the discretionary profit (pre-tax) that we earn from 
our existing pets before we spend money to acquire new pets or invest in new growth initiatives.

Key Consolidated Financial Metrics

Year

Enrolled 
pets

Revenue

Adjusted 
operatin
g
  income

Invested 
capital to 
acquire 
new pets

Net 
cash*

Net 
income 
(loss)

Fully 
diluted 
share 
count**

Revenue 
per share

YoY 
growth

Adjusted 
operating 
income per 
share

YoY 
growth

Statutory 
capital & 
surplus

Required 
statutory 
capital & 
surplus ***

115.9
147.0
188.2
242.7
304.0
383.9
502.0
699.0
905.2
1,108.6

232,450
291,818
343,649
423,194
521,350
646,728
862,928
1,176,778
1,537,573
1,714,473

2014
2015
2016
2017
2018
2019
2020
2021
2022
2023
Note: Revenue, Adjusted operating income, Invested capital to acquire new pets, Net cash, Net income, Statutory capital shown in $ millions
* Cash, investments, and our building assets minus debt      ** Total share count plus options and warrants granted, which includes outstanding shares plus 
* Cash, investments, and our building assets minus debt      ** Total share count plus options and warrants granted, which includes outstanding shares plus 
   unexercised/unvested options and RSUs, as well as shares granted in subsequent years pertaining to the year's performance    *** Estimate
   unexercised/unvested options and RSUs, as well as shares granted in subsequent years pertaining to the year's performance    *** Estimate

$3.43
$4.30
$5.40
$6.85
$8.03
$10.12
$11.85
$16.32
$21.17
$25.47

(21.2)
(17.2)
(6.9)
(1.5)
(0.9)
(1.8)
(5.8)
(35.5)
(44.7)
(44.7)

$0.03
$0.11
$0.42
$0.66
$0.85
$1.16
$1.35
$1.83
$2.09
$1.92

61.5
45.6
51.6
57.8
135.2
140.2
302.6
294.3
239.0
242.0

23.7
28.1
32.9
40.4
60.1
78.3
98.6
131.7
171.4
241.3

23.7
27.8
29.5
26.5
60.0
62.6
88.5
129.3
158.7
177.2

-82%
267%
282%
57%
29%
36%
16%
36%
14%
-8%

11.1
14.8
14.7
18.4
23.7
33.3
45.1
69.5
80.4
70.4

33.8
34.1
34.9
35.4
37.9
38.0
42.4
42.8
42.8
43.5

0.9
3.6
14.8
23.4
31.9
44.2
57.1
78.5
89.3
83.5

2%
26%
25%
27%
17%
26%
17%
38%
30%
20%

From 2015 to 2021, we experienced strong double-digit growth in AOI and AOI per share 
every year. In 2022, adjusted operating income only grew 14%--a disappointing result that we 
covered in last year’s letter. In 2023, our discretionary income went backwards! AOI per share 
decreased 8%. Entering the year, we had assumed veterinary inflation would jump to 12%, 
more than double the historical rate of 5-6% per year we have seen (nearly) every year for the 
past 20+ years. At the time, we believed 12% to be a reasonable, if not an overly conservative, 
assumption. In actuality, veterinary inflation came in even higher than we anticipated, at 15% 
year over year. Our conservatism was not sufficient, and we got it wrong.

Undoubtedly, the spike in inflation hurt us in the short term. We also wish we had caught it 
sooner and had been poised to react quicker. But, the why behind the 15% inflation is important 
to touch on. For some time, we have been saying that veterinarians need to raise their prices. 
We are part of the animal health eco-system, and the overwhelming stressors within the 
veterinary community are clear to us. We see the ongoing challenges of staffing, compassion 
fatigue, and the hangover of the pandemic directly affecting the once revered relationship 
between veterinarians and their clients. Veterinary teams across North America have been 
struggling, and we have been a very vocal advocate for this heroic profession, championing their 
plight. In fact, in our Q2 2022 conference call, we said it was our expectation that veterinarians 
would need to raise prices by a total of 30-50% over a 3-4 year period in order to build 

5

sustainable businesses and continue to treat and care for our pets. It seems that all the talk 
across the veterinary industry in 2022 finally led veterinarians to increase their prices. Comparing 
prices at the end of 2021 with those in December 2023, the total increase of almost 30% is well 
on the way to our ballpark estimate and on track to give the industry the economic relief it so 
desperately needs.

What is also reflected in this step up is a direct demand among pet parents to access veterinary 
care for their pets. This is our reason for being. We exist so pet parents and veterinarians can 
treat pets the way they deem necessary. We are not here to control cost of care, nor do we 
dictate the type of care provided. We simply ensure pets get the care they need, when they need 
it. With rising cost of care and more demand amongst pet parents for greater access to care, the 
need for Trupanion will only continue to grow.

Now, returning to adjusted operating income. Our goal in our 60-month plan (published in 2021) 
was to grow our intrinsic value per share at 25% a year from 2021 to 2025. Growth in adjusted 
operating income also can act as a simple proxy for our growth in intrinsic value per share. Last 
year, we said that growing intrinsic value per share at 20% year over year is a good result and 
that we are ecstatic when we grow 25%+. 

In aggregate, the total AOI that we would have available to invest at a 20% AOI CAGR versus a 
25% AOI CAGR is as follows: 

(in $ millions)
20% growth
25% growth
Actual & 2024 Guidance

2020 AOI
57.1
57.1
57.1

2021 AOI
68.5
71.4
78.5

2022 AOI
82.2
89.2
89.3

2023 AOI
98.7
111.5
83.5

33yyrr  ttoottaall

224499..44
227722..11
225511..33

2024 AOI
118.4
139.4
100-120

2025 AOI
142.1
174.3

55yyrr  ttoottaall

550099..99
558855..88

If veterinary inflation in 2023 had been at the 12% we had predicted and planned for, we would 
2023 AOI
(in $ millions)
have earned another 3 percentage points on our subscription revenue of $713 million. On that 
83.5
Actual & 2024 Guidance
basis, our AOI would have been approximately $105 million, firmly between the 20% and 25% 
2023 AOI
(in $ millions)
120.3
Subscription @ 15% AOM + Other
3-year CAGR growth rates. Instead, at 15% inflation, we earned just $84 million. The negative 
98.7
20% growth
(36.7)
Deficit
cash impact of our pricing miss and not reaching our subscription AOI margin target of 15% will 
111.5
25% growth
likely be $72 million when it is all said and done ($10 million in 2022, $37 million in 2023, and an 
83.5
Actual & 2024 Guidance
estimated $25 million in 2024 based on our guidance).  

2022 AOI
89.3
2022 AOI
99.4
82.2
(10.2)
89.2
89.3

100-120
130-140
224499..44
(10)-(40)
227722..11
225511..33

2024 AOI
118.4
139.4
100-120

2021 AOI
68.5
71.4
78.5

2020 AOI
57.1
57.1
57.1

2025 AOI
142.1
174.3

550099..99
558855..88

2024 AOI

55yyrr  ttoottaall

33yyrr  ttoottaall

(in $ millions)
Actual & 2024 Guidance
Subscription @ 15% AOM + Other
Deficit

2022 AOI
89.3
99.4
(10.2)

2023 AOI
83.5
120.3
(36.7)

2024 AOI

100-120
130-140
(10)-(40)

Even with the setback in 2023, in which our AOI declined year over year, we are still working to 
have our aggregate 5-year adjusted operating income total exceed $510 million. This is above 
our 20% benchmark but shy of our aspirational goal. If we take into account the guidance range 
for 2024, announced in our year-end earnings release, we would need $139-159 million of AOI in 
2025 in order to reach the $510 million total. Doing so will require that we re-accelerate growth 
in adjusted operating income in the final 24 months of our 60-month plan. This will require us 
to continue the ongoing repair of our margins, which will in turn give us license to increase our 
spending on pet acquisition costs and re-accelerate our growth, while maintaining the realized 
efficiencies noted across our business during the last year. 

6

Subscription Adjusted Operating Margin

Now back to that “interesting year” comment. Our margin compression rippled through the 
company, hurting our year-over-year growth in AOI, year-over-year growth in total pet acquisition 
spending, and the lifetime value of a pet. With most of these key metrics, taking a step back, 
one would expect that this would be considered a disappointment--especially when compared to 
our performance in 2022. Yet, what is reflected in the chart above tells us a different story, one 
that we collectively should be proud of. Here’s why… 

We committed to our cost-plus model and went about the 12-18 month journey to restore 
our adjusted operating margin (AOM). We cut expenses, realizing that this temporary margin 
compression was going to cost us close to $72 million of cash between 2022, 2023, and 2024. 
We reduced our overall pet acquisition spend to lean into the lower margin per pet and focused 
on a return to free cash flow positive. Additionally, we began to monitor and report multiple 
P&Ls across our various products and across different geographies within our core Trupanion 
product. This de-centralized approach is critical when managing the unique lifetime values of our 
pets from different P&Ls, and it resulted in a 21% reduction of our average per pet acquisition 
cost in the year. 

Turning away from margin, the year threw one final challenge in front of of us – this time in the 
form of our audit and the material weaknesses that arose from it. Efforts to remediate these 
material weaknesses are underway, and as a business, we have been taught the lesson that 
rapid growth must come with an equally rapid development of processes and controls. In some 
instances, this did not happen. Ultimately, these findings have stimulated a deeper level of 
discipline, rigor, and operational diligence across our technology and infrastructure processes 
that will undoubtedly make us stronger in the long run. 

Despite it all, the team has shown great resilience and fortitude. The passion borne from a 
company obsessed with its mission and its members is a gift. Motivation to solve the problem of 
how to budget for the cost of unexpected veterinary care has resulted in important lessons and 
learnings as we reorganized, tested, and began to build stronger, more resilient foundations. 

The team has and will continue to soldier on. 

7

Inflation Parallels within Auto Insurance

We have not been alone in our dealings with inflation. According to S&P, in 2020, the US 
automotive insurance sector recorded its lowest claims ratio (loss ratio + LAE ratio) in over 20 
years as people stayed at home and drove less. The industry refunded customers due to this 
significant windfall. When life returned to normal and inflation came through, the cost of new cars 
and car repairs went up. In 2022, the sector reported its highest claims ratio in over two decades. 

US Private Auto Insurance Industry – Total Claims Ratio

While 2022 was a difficult year, the sector is implementing rate increases at levels not seen in 
decades. Revenues across the sector are now hitting all-time highs. Progressive and Allstate 
share prices are currently trading at all-time highs as well. This suggests that investors believe 
that claims ratios will eventually recover and that high inflation is actually healthy for the 
industry. High inflation increases the need for insurance. 

US Private Auto Insurance Industry – Annual Price Changes

When comparing our experience with veterinary inflation to the charts above, the trends 
look eerily similar. This provides us with further confidence that our margin pressures will be 
temporary if we take the right pricing actions.

8

Trupanion Subscription Business

As we have said before, the vast majority of Trupanion’s intrinsic value is derived from our core 
Subscription Business. Today this includes our core Trupanion product; our ‘Powered By’ suite of 
products for Aflac and Chewy; our medium and low average monthly revenue per unit (ARPU) 
products, Furkin and PHI Direct; and our products in Continental Europe. Of our $83.5 million of 
adjusted operating income in 2023, $70.2 million, or 84%, was generated from our Subscription 
Business. We ended the year with over 991,000 total enrolled subscription pets. During the year, 
we earned subscription revenue of approximately $712.9 million. Of this, we spent approximately 
$539.7 million paying veterinary invoices on behalf of our members, $69.2 million providing 
member support (for Trupanion and our ‘Powered By’ products, this support is 24/7/365), and 
$33.7 million on fixed expenses.

Trupanion - Subscription (in $ millions)

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Total Enrolled Pets

215,491

272,636

323,233

371,683

430,770

494,026

577,957

704,333

869,862

991,426

Revenue

YoY Change

$103.5
35%

$133.4
29%

$173.4
30%

$218.4
26%

$263.7
21%

$321.2
22%

$387.7
21%

$494.9
28%

$596.6
21%

$712.9
19%

Minus paying veterinary invoices

($74.0)

($95.2)

($124.4)

($155.2)

($190.5)

($231.7)

($277.9)

($351.9)

($432.8)

($539.7)

Minus paying variable expenes

($10.9)

($14.0)

($16.6)

($21.1)

($24.6)

($29.4)

($35.4)

($48.5)

($58.6)

($69.2)

Minus paying fixed expense

($17.3)

($19.9)

($17.3)

($18.2)

($17.7)

($18.2)

($20.4)

($23.4)

($25.9)

($33.7)

Discretionary Profit (AOI)

YoY Change 

Discretionary Profit Margin (AOM)

$1.3

1.3%

Capital deployed to acquire new pets (PAC)

$10.9

YoY Change

Estimated IRR of PAC

Cash after new pet aquisition

Cash generated / (Cash used)

Capital expenditures

($9.6)
($5.6)

($10.4)
($4.9)

($15.2)

($15.3)

$4.3
231%

3.2%

$14.7
34%

$15.0
249%

8.7%

$14.5
-1%

33%

$0.5
($1.9)

($1.4)

$23.8
59%

10.9%

$18.4
25%

43%

$5.4
($3.1)

$2.3

$31.0
30%

11.7%

$23.3
27%

46%

$7.7
($4.4)

$3.3

$41.9
35%

13.0%

$32.9
41%

40%

$9.0
($5.4)

$3.6

$54.0
29%

13.9%

$44.2
34%

41%

$9.8
($7.5)

$71.0
31%

14.3%

$69.0
56%

$79.3
12%

13.3%

$79.8
16%

$70.2
-12%

9.8%

$70.2
-12%

36%

30%

22%

$2.0
($12.4)

($0.5)
($17.1)

$0.0
($18.3)

$2.3

($10.4)

($17.6)

($18.3)

Below is our monthly per-pet economics, or cash flow prior to new pet acquisition, for our 
average subscription pet in 2023.

22002211

22002222

22002233

AAvveerraaggee  mmoonntthhllyy  ccoosstt  ((AARRPPUU))  **

Less: paying veterinary invoices

Less: variable expenses

==  ccoonnttrriibbuuttiioonn  pprrooffiitt

Less: fixed expenses

==  pprrooffiitt  ppeerr  ppeett  ppeerr  mmoonntthh

Less: capital charge requirement**

$$6633..5566  

($45.27)

($6.25)

$$1122..0044  

($3.01)

$$99..0033  

($0.64)

110000..00%%

71.2%

9.8%

1188..99%%

4.7%

1144..22%%

1.0%

$$6633..8822  

($46.38)

($6.27)

$$1111..1177  

($2.77)

$$88..4400  

($0.64)

110000..00%%

72.6%

9.8%

1177..55%%

4.3%

1133..22%%

1.0%

==  ccaasshh  ggeenneerraatteedd  ppeerr  mmoonntthh  ffoorr  tthhee  aavveerraaggee  ppeett
* Analysis excludes MGA products
** Capital charge is an estimate of capital cost, it does not represent the actual net interest expense in the period

$$88..3399  

$$77..7766  

1133..22%%

1122..22%%

$$6655..2266  

($49.50)

($6.34)

$$99..4422  

($3.10)

$$66..3322  

($0.65)

$$55..6677  

110000..00%%

75.9%

9.7%

1144..44%%

4.8%

99..77%%

1.0%

88..77%%

The decrease in AOI margins in 2023 resulted in our profit per pet, per month decreasing 25% 
to $6.32. Our average monthly retention decreased from 98.69% to 98.49%. This combination 
drove a reduction in the lifetime value of a pet (LVP) from $641 per pet to $419. All else being 
equal, a contraction in LVP requires us to reduce pet acquisition cost (PAC) in order to stay within 
our IRR guardrails of 30-40%. In aggregate, we reduced our PAC spending by nearly $10 million, 
or 12% year over year, and we added 287,000 new pets to Trupanion or 11% more than last year. 

9

 
 
 
 
 
 
 
 
 
 
On a per pet basis, our PAC decreased from $289 per pet to $228, a 21% reduction. In short, the 
team demonstrated an impressive ability to maintain growth discipline, despite lower PAC dollars. 

We have been frequently asked how our PAC has become more efficient–this comes down 
to being more granular in our investments, looking at each P&L (different products and 
geographies) independent of one another, and reducing some areas of spend that act as a 
longer-term halo effect. Throttling back spend is not our long-term aspiration, but we know we 
can do this if we need to.

How We Think About Pet Acquisition Spend

M a r g i ’ s
T h o u g h t s

Our pet acquisition cost consists of every dollar we spend to 
acquire a pet. This includes territory partner commissions, the 
cost of our contact center sales team, the compensation of 
team members involved in pet growth and more traditional 
sales and marketing costs such as paid search, direct mail
and social media spend (to name a few). This all-inclusive approach gives us 
a clear cost base to understand the cost of acquiring a pet. Once we have this 
insight, we can make decisions on how best to deploy our capital.

PAC spend across each P&L is built up in layers with each component driving lead 
volume (market awareness and interest), improving conversion rate, or supporting 
the first 90-day member experience (the point at which our churn is greatest). 
With each layer, the team then considers geography, breed and value proposition 
(if our pricing is right) before investment is made. Each P&L requires a different 
focus; some may be early stages of development, some may have higher lead 
volume with lower conversion and some may have a currently mispriced product, 
leading us to lower spend. In the quirky world of pets, sometimes we see higher cat 
enrollment rates versus dogs and this again influences our decisions. The individual 
P&L growth characteristics can shift quickly depending on key operating metrics. It 
is the role of each P&L growth owner to understand which levers to pull and push. 
When spend is higher, we tend to see the sales funnel widen – raising awareness 
of the need for pet insurance and the rationale behind choosing Trupanion. When 
spend reduces, we double down our focus on the businesses with the highest 
returns and painstakingly work to grow from the ground up. In both instances 
we grow, yet our learnings are less broad – which is good in the short term but 
in an underpenetrated market, we don’t aspire to grow slowly. In fact, if our AOI 
continues to grow at the high rates we aspire to, we will soon have hundreds of 
millions of dollars available each year to grow the business. Over time, I expect we 
will continue to learn, refine and reapply concepts and tactics to drive efficiency. 
While more investment helps to drive faster growth, it’s critical that any step up in 
spend is managed thoughtfully.

10

Retention for Core Trupanion Brand

Amidst the backdrop of unprecedented inflation and hard, but necessary, pricing increases, 
retention remained strong. As you have heard us say before, pets are not discretionary. For our 
members, they are part of their family, and in times of rising cost of care, the need for Trupanion 
is even greater!

In 2023, we retained about 301,000 pets that received a rate change of 20% or more within our 
core Trupanion business. Average monthly retention for this group was 98.28%. While this is 
lower than our average retention throughout our history, it is a high level given the magnitude 
of a 20%+ rate change, and it further illustrates the stickiness of our product. We believe that 
the average subscriber life of a Trupanion member is twice that of the industry average, which 
illustrates the value of our product and service.

22002233  CChhuurrnn

NNoo  rraattee  cchhaannggee

RRaattee  CChhaannggee  <<  2200%%

RRaattee  CChhaannggee  >>==  2200%%

TToottaall

AAccttiivvee  ppeettss  aatt  yyeeaarr  
eenndd
179,511

NNuummbbeerr  ooff  
ccaanncceelllleedd  ppeettss
51,883

441,069

300,551

921,131

64,592

33,728

150,203

DDiissttrriibbuuttiioonn

MMoonntthhllyy  cchhuurrnn

19.49%

47.88%

32.63%

100.00%

2.47%

0.99%

1.72%

1.42%

MMoonntthhllyy  rreetteennttiioonn  
rraattee
97.53%

99.01%

98.28%

98.58%

YYooYY  CChhaannggee

-0.12%

-0.04%

-0.18%

-0.12%

As seen above, improving retention among our members who are new to Trupanion remains 
our biggest area of opportunity. Last year, we took a step back in this regard. The transition to 
our new policy administration and claims adjudication platform has taken time to put in place 
and impacted what historically have been unprecedented service levels. With the migration now 
almost behind us, we look forward to making strides towards once again delivering the service 
levels for which we are known.

New Products and New Geographies

This seems an appropriate time to re-introduce the topic of mix. Recall in our shareholder letter 
last year, we commented: “a pet is not just “a pet”. Ten thousand new pets with an average 
lifetime value of $700 are worth 100% more than 10,000 new pets with an average lifetime value 
of $350. So, although we are agnostic to where we invest to acquire new pets, each channel, 
product, or region must stand on their own and hit our internal rate of return target.” This year 
we took strides towards breaking down our metrics across our various products and channels to 
highlight the influence these new products, channels, and, eventually, geographies will have on 
our subscriber metrics. 

In 2023, approximately 12% of our new pets came from Furkin, PHI Direct and our ‘Powered By’ 
suite of products with Aflac and Chewy. Around 5% of new pets came from our entrance into 
a handful of markets in Continental Europe, where we are still operating through a third-party 
insurance underwriter (Managing General Agent or MGA). These products and geographies 
generally offer lower coverage and generate lower ARPU, lower retention, and a lower LVP. 
Today, the AOM and IRRs on these products are negative, but we expect them to generate 
similar internal rates of return as our core Trupanion offering at scale.

11

Full Year 2023

Total Sub Segment

Trupanion Core

Other North 
American Products

Managing General 
Agent Products

Gross new pets

New pet ARPU

Pet acquisition cost

Retention*

Average subscriber life (in months)*

Estimated profit per pet per month*

Margin per pet*

Pet lifetime value*

IRR (new methodology)**

286,700

$61.92

$228

98.63%

73.0 

$7.48

12.1%

$546

36%

237,800

$65.45

$242

98.66%

74.6 

$7.97

12.2%

$595

37%

34,500

$37.61

$138

94.35%

17.7

Not at scale

14,400

Not included in our 
per pet metrics given 
MGA underwriting 
structure

*Calculated on a trailing 3-year basis, Other North America Products since inception
**New methodology calculates LVP based on new pet ARPU in the period while using a trailing 3-year basis for retention and profit per pet

In Europe, we spent roughly $3 million dollars to add approximately 14,400 new pets in 2023. 
International expansion remains a key part of our 60-month plan, as we have more than doubled 
our addressable market to over 50,000 veterinary hospitals--a key metric in our 60-month plan. 
Our international team has made significant progress, and we expect to launch a Trupanion-
branded product in Europe this year. 

Of course, not every international endeavor has resulted in a direct route to market. After many 
months researching the opportunity in the Japanese market, we made a mutual decision with 
our partner, Aflac, to withdraw our intended market entry. After studying the environment, quite 
simply it was clear to us that such an expansion does not meet our return hurdles--at least not 
today. Japan may well still be an opportunity in the future, and regardless, we remain excited 
about our partnership with Aflac in the US. 

We are often asked why take the international route today if North America is such an 
underpenetrated market. With such a limited upfront investment and already some meaningful 
contributions, we are looking forward to demonstrating what we believe this well-timed 
expansion will bring. We believe we are building a foundation for decades of growth and believe 
the timing is right to move now, not later.

A Quick Update on New Products

In addition to international expansion, we outlined a number of initiatives that we would be 
launching as part of our 60-month plan. Here’s an update on how they’re going so far. 

Insurance Products: It has been three years since we launched our lower cost insurance options in 
Canada. PHI Direct and Furkin have made good progress over the last year and are set to break-
even in the coming 12 months. These two newer, direct-to-consumer market entrants took some 
time to come into their own, with the team learning the discipline of starting up new products on 
a cost basis significantly smaller than the core Trupanion product (as any start-up should). Our 
learnings have spanned from lead generation, conversion improvement, and, most recently, retention 
focus. The most critical part has been adjusting to run a fledgling business efficiently enough to 
make a return within our 30-40% IRR guardrails. Our expectation is that these products will drive an 
increasing portion of our growth rate in the Subscription Business and will be contributing strongly 
within our core operating guardrails of AOM (15%) and IRR (30-40%) over the coming years.

12

Complementary Products: The six building blocks of our 60-month plan include a potential GPS-
device for locating lost pets and our pet food initiative. Progress on the GPS-device was put on 
pause a couple of years ago, as we patiently wait for technology to catch-up with our intent. We 
intend to continue on our GPS journey in good time when the costs and size of the units both 
reduce. We will report on progress when there’s news to share. 

Food: We have been very pleased with progress across this program in the last 12 months. To 
date, our investment in this area has been very modest. We expect to be in development mode 
for many months to come. For competitive reasons, we are not sharing more information on this 
initiative at the moment.

Aligned Partners

We recognized several years ago that for a category to move from early adopter to mass 
market, a brand needs to increase reach; in our case, reach to pet parents. Our partnership with 
veterinarians is symbiotic, and our expectation is consistent for every partnership or distribution 
channel we develop. Our partnerships with State Farm, Aflac, and Chewy are built on that 
premise. We are aligned in our desire to educate the next generation of pet parents about 
the concept of insuring their pets with an endorsement from a brand they know and trust--a 
partnership that helps grow each business, equally, and helps solve our mission. We understand 
that any good partnership works best when there is true alignment, and we work hard with all of 
our partners to ensure a win-win. 

Our distribution strategy is simple. We start with the veterinarian and then layer on channel 
and partners to enhance our reach. In that sense, any partner we introduce is intended to 
complement our distribution and reach to new pet parents (for example home/auto insurance, 
worksite & retail). For each of them, we introduce a new element to their business--expertise in 
high-value medical insurance for pets and sustainable monthly recurring income. There is a less 
tangible benefit to our collaboration; people don’t gamble on the health of their pet. Associating 
a brand with the protection of a beloved family member creates a powerful brand affinity. It is 
hard and takes time. Introducing distribution channels is rarely straightforward. Each one comes 
with a new set of learnings. For competitive reasons, we’ve stayed away from commenting on 
the individual P&L performance, but it’s fair to say that so far we have seen mixed performance. 
That said, our accountability to you, our shareholders, means we are committed to returning 
results at, or close to, our target operating metrics (revenue, adjusted operating income, lifetime 
value, and IRR) for each and every partnership. Over the next 12-18 months, we would expect 
each of these partnerships to be operating close to the margin profile and the returns that we 
see in our core Trupanion product. We look forward to updating you as our growth engines kick 
back in, in full force.

13

Why We Love Organic Growth

There has been a substantial increase in acquisition activity within the pet insurance industry 
over the past 3 years, driven predominately by one multi-billion-dollar investment entity. As of 
December 2023, the JAB Holding Company disclosed that they invested $4.9 billion into acquiring 
over 20 pet insurance brands (source). Since then, JAB closed an additional acquisition, Pets Best, 
a long-time business partner of ours. Based on our estimates, most industry transactions have 
been completed at an approximate cost of $900 per pet or above. While we have no doubt that 
JAB has a plan to organically grow these businesses in an efficient manner and thereby lower the 
final bill on a per-pet-basis, these acquisitions further solidify the attractiveness of our vet-centric 
organic growth model, as the figure below shows. We believe our cost of organically acquiring 
pets is significantly lower than the cost of acquiring a pet insurance company at current market 
values. 

Pet Acquisition Cost

This is especially true when you consider our PAC spend in relation to our per pet lifetime value. 
We believe our retention is industry leading and drives a highly attractive per pet lifetime value.  

Let us review why that might be the case and what makes Trupanion unique. Our approach to 
the market comes through a field team we call territory partners. We fundamentally believe that 
support from veterinarians is critical to driving broader acceptance of medical insurance for pets 
in North America. We have built our success around this belief, making pet owners aware of 
our solution through our territory partners to educate veterinarians about the benefits of high-
quality medical insurance for their clients. Territory partners build relationships and trust with 
veterinarians as the local face of Trupanion. This approach has not changed since our founding. 
Our field team is now 185 strong, and last year we visited an estimated 26,900 hospitals. 
Throughout our history, we have made approximately 1,200,000 face-to-face visits. 

14

Number of 
countries we 
are in
2
2
2
2
2
2
2
3
3
3
7
9

Number of 
hospitals in 
those 
countries
25,000
25,000
25,000
25,000
25,000
25,000
25,000
28,000
28,000
28,000
41,000
58,000

Number of 
territory 
partners and 
associates
34
40
58
84
105
107
123
130
152
161
159
185

2012
2013
2014
2015
2016
2017
2018
2019
2020
2021
2022
2023

Estimated 
number of 
hospitals we 
are visiting 
every 60-90 
days*
15,000
16,200
15,400
19,000
21,300
19,800
20,200
21,600
17,200
17,000
22,900
26,900

Estimated 
aggregate 
number of 
face-
-to face 

visits
262,000
324,000
404,000
490,000
577,000
662,000
751,000
852,000
909,000
971,000
1,066,000
1,191,000

Actual average 
number of 
active 
hospitals**
5,034
5,531
6,098
7,359
7,875
8,242
9,279
10,315
11,517
14,736
15,942
15,914

Actual average 
number of 
new pets per 
active hospital 
per month**
0.918
1.008
1.053
1.093
1.066
1.063
1.133
1.141
1.199
1.260
1.332
1.376

Number of 
hospitals with 
software ***
n/a
n/a
n/a
n/a
n/a
n/a
3,184
4,534
5,442
6,430
7,965
9,504

This veterinary alignment creates further benefits in support of the greatest lifetime value. 84% 
of subscription pets enrolled in 2023 were under the age of 3 and 66% were under the age of 1.

Percentage of 2023 Gross New Pets for Core Trupanion Product

By Age of Pet   

                           From Add a Pet and Referrals 

Our focus on the vet channel supports our intent to bring in young pets. Members with pets of 
this profile have the best possible experience: commonly healthy young puppies and kittens with 
no pre-existing conditions. When matched with our incredibly broad coverage, this combination 
allows us to pay invoices without hesitation and often directly to the veterinarian. This world-
class experience drives our higher retention, and thus our higher lifetime value per pet. It also is 
a key component of our organic member growth through referrals and “Add a Pet”. 

15

 
 
 
 
Tax Efficiency of Organic Growth and Effect  
on Compounding

A further benefit of organic growth is tax efficiency. Our pet 
acquisition costs are fully expensed in our GAAP income 
statements as well as for our taxable income. If we were to 
acquire a pet insurance company, we would not be allowed to 
expense that cost in the same way for tax purposes. As a result, it makes sense 
to think of our PAC on an after-tax basis. Assuming a tax rate of 21%, this means 
that our $228 PAC amounts to $180 on an after-tax basis, further delineating pet 
acquisition cost between our organic growth model and that of a predominately 
acquisition model.

Tax efficiency is even more impactful when combined with our high rates of growth 
and a long-term mindset. Paying taxes every year at a rate of 21.0% will turn a 
25.0% pre-tax CAGR into a 19.8% post-tax CAGR. If one can grow for 15 years 
and delay taxes to the end of that term, it would result in a 23.1% CAGR. If you 
are compounding $100 this way, you will have $2,266 after 15 years when you are 
able to defer taxes, 52% higher than the $1,493 you will have when you pay taxes 
each year. The ability to fully expense our pet acquisition costs allows us to defer 
taxes in a similarly efficient manner.

16

Long-Term Sustainability of Our Growth

Now that we have made a case for the attractiveness of our organic growth model, let us revisit 
our long-term growth plans. As previously discussed, the goal of our 60-month plan is to grow 
intrinsic value per share by 25% per year. Longer term, in our large and underpenetrated market, 
we are happy to grow 20% per year. Historically, growing intrinsic value at 20% necessitated 
revenue growth of 20%. However, in the very long term, this could change. We could provide 
our investors with a total shareholder return of 20% by growing revenue 15%, for example, 
and generating excess cash flow that we return to investors. With that qualification out of 
the way, let us look at how we could get there by growing revenue and AOI at 20%. In such a 
revenue scenario, we can reasonably expect ARPU growth over this timeframe to approximate 
5-6% per year, a conservative assumption given our historical experience. Assuming we agree, 
this requires subscription pet count to grow 14% per year. Let’s look at what this means for 
subscription revenue, ARPU, and net pet growth in 5 years, 10 years, and 15 years.

Subscription revenue @ 20% growth (in $ millions)
ARPU @ 5.5% growth
Implied net pet growth %

2023

713
$65

Year 5
@ 20% CAGR

Year 10
@ 20% CAGR

Year 15
@ 20% CAGR

1,774
$85
13.8%

4,414
$111
13.8%

10,984
$146
13.8%

These assumptions would imply that in 5 years, we would insure an average pet count of 1.7 
million. The same growth rate would imply an average pet count of 3.3 million in 10 years and 
6.3 million in 15 years. In 5 years, we would need to sign up around 500,000 pets per year in 
order to keep growing at 20%. In 15 years, this number would be 1.8 million. We arrived at this 
by assuming monthly retention consistent with our 10-year historical average of 98.6%. This 
provided us with cancellations that were added to our implied net pet count. 

Implied average subscription pets enrolled (excl. MGA)
Implied net new pets
Cancellations @ 98.6% monthly retention
Implied gross new pets

2023

907,874
109,931
162,352
272,283

Year 5
@ 20% CAGR

Year 10
@ 20% CAGR

Year 15
@ 20% CAGR

1,733,197
210,254
291,177
501,432

3,299,832
399,517
554,372
953,888

6,282,547
760,140
1,055,468
1,815,608

Following this methodology, the next logical question is whether it is reasonable to assume 
we can acquire pets at these high rates. To answer this question, we need to look at our 
addressable market.

Starting in North America, we have said that over 12 million puppies and kittens are born each 
year, or 1 million per month. Based on various data sources we have access to, the actual 
number is a bit higher than that, so let us go with 14 million. Assuming we’re able to hit a 25% 
penetration rate for insured pets--or similar rates to that of the UK--this would equate to a 
potential market of 3.5 million new puppies and kittens each year. 

Expanding our addressable market to include the much larger European market (we currently 
operate in Belgium, Czech Republic, Germany, Poland, Slovakia, and Switzerland) would at a 
minimum double our market size, 28 million puppies and kittens annually. Assuming the same 
25% penetration of insured pets, this would result in a market of 7 million puppies and kittens 
per year. Projected growth of 20% over 15 years would necessitate capturing approximately 
26% of this 7 million market by Year 15. That might be ambitious, but we believe these numbers 
showcase that we have a lot of room to grow until we reach a minimum of 1 million new pets 
per year. 

17

Now that we understand what pool of pets we need to bring into Trupanion, let’s discuss how we 
go about acquiring these pets. The core of our acquisition model is, and is expected to remain, 
the veterinary channel. Growth in active hospitals (a veterinary hospital that enrolled at least one 
new pet in the previous 90 days), and same-store sales (new pets per active hospital per month), 
form the basis of our discounted cash flow model. Looking at our gross new pets forecast and 
implied active hospital count is somewhat illuminating.

Implied gross new pets
Active hospitals @ 1.5 same store sales
Active hospitals @ 3.0 same store sales
Active hospitals @ 6.0 same store sales

2023

272,283

Year 5
@ 20% CAGR

Year 10
@ 20% CAGR

Year 15
@ 20% CAGR

501,432
27,857
13,929
6,964

953,888
52,994
26,497
13,248

1,815,608
100,867
50,434
25,217

If we add 1.5 new pets per active hospital per month (slighlty up from our current rate of 1.38), 
we will require about 28,000 active hospitals in 5 years, 53,000 in 10 years, and 101,000 in 
15 years. Our current addressable market is approximately 58,000 hospitals. Thus, hitting the 
levels of growth we aspire to requires that we increase our current same-store sales. One could 
reasonably ask, what gives us the confidence in our ability to do so? The answer to this question 
requires we drill down into our current same-store sales data on a more granular basis. Across 
our 15,900 active hospitals in North America, we rank each hospital based on the number of 
pets that enroll with Trupanion in a given month. We rank our hospitals anywhere from an A 
hospital (enrolling 10 pets per month or more) down to a D hospital (less than 1 pet per month). 
Hospitals that did not enroll a pet in the prior three-month period are not included in our active 
hospital count. 

As you will see in the chart below, our A hospitals are enrolling 14 new pets per month! B 
hospitals are also well over the threshold of 3.0 new pets per month. Hospitals that had direct-
payment software installed for more than 8 years are also close to the 3.0 threshold already. 

2023 Same Store Sales by Vet Hospital Ranking

We believe we will close this gap in same-store sales between the average active hospital and 
our best performing hospitals as we increase awareness of our products and further educate our 
vet partners.

Given the results of the last 20+ years, we have confidence to believe that our goals are both 
ambitious and attainable for many more years. We believe that the low market penetration of 
medical insurance for pets coupled with our vet-centric model allows for 20% revenue growth for 
at least another 10 years. Perhaps we could expect growth to slow once we would need to add 
more than 1 million pets per year. 

18

DARRYL’S CASE STUDY:  
UnitedHealth

Book Value 

Investors sometimes argue that all insurance companies should be valued on book 
value, particularly tangible book value, which excludes goodwill and intangibles. 
Let’s take a look at the second largest insurance company in the US by market cap 
(after Berkshire Hathaway), UnitedHealth (UNH). At the end of 2007, UNH had a 
book value of $20.1 billion and a tangible book value of $1.5 billion. UnitedHealth’s 
market cap at the time was $79 billion, or 53x tangible book value. That seems 
quite high, but perhaps investors in 2007 were expecting tangible book value to 
grow considerably? To the contrary, by the end of 2023, tangible book value had 
gone from $1.5 billion to negative $24.5 billion. If growth in tangible book value was 
the expectation of investors, they got it wrong! And yet, between 2007 and 2023, 
UNH generated a total annualized return of 15.9% for investors. Compare this to 
the total annualized return of the S&P of just 9.8%, and perhaps tangible book 
value doesn’t tell us everything. 

Annualized Total Return from 12/2007 to 12/2023

19

Capital Requirements

Now to my second point on UnitedHealth, capital requirements. Today, pet health 
insurance is supervised by Property and Casualty (P&C) insurance regulators. 
Insured property within this category is often affected by cyclical and secularly 
changing weather events that are difficult to forecast. Because of this, P&C 
insurance companies are required to maintain high capital levels to handle potential 
catastrophes. These events are far less impactful within human and pet health. 
And yet, because of this P&C classification, we are currently held to much more 
stringent capital requirements than our human health counterparts. For example, 
UnitedHealth’s required statutory capital as of December 2023 was $18.3 billion. 
This amounts to only 6% of the $291 billion premiums it earned in 2022. Trupanion’s 
required statutory capital as of December 2023 amounts to 16% of the premiums 
we earned in 2023.

2023 Statutory Capital ÷ Premium Earned 

Over the long term, I expect pet health insurance to grow and demonstrate to 
regulators that its business is different from typical P&C insurance companies. 
Ultimately, I expect this will result in a lowering of our capital requirements.

20

 
New Free Cash Flow Target 

15%

10%

Revenue growth*

% of revenue required to self-fund
capital requirements**

% of revenue held to meet minimum
capital requirements**

In last year’s letter, we shared the table on 
the right, which shows the approximate 
amount of money we need to put aside to 
self-fund our capital requirements with zero 
debt and no re-insurance. As the growth of 
our Other Business segment starts to slow, 
it will lower both our total revenue growth 
and our capital requirements. Remember  
that our goal of growing intrinsic value per share at 20% to 25% heavily relies on our  Subscription 
Business growth. As growth in our Other Business starts to slow, we expect the percentage of revenue 
required to self-fund our capital requirements over the medium term to fall somewhere between the 
1.4% and 3.2%, shown in the table above.

*The risk-based capital calculation is based off of a three-year average revenue growth rate.   
**Assumes risk-based capital target remains the same year over year. Estimated based on  
2022  experience. Minimum capital requirements are subject to change.

5.4%

8.0%

6.7%

2.3%

1.4%

4.3%

3.2%

25%

17%

20%

20%

15%

35%

14%

19%

16%

40%

30%

18%

The reduction of this capital need gives us a little more breathing room and positions us well when 
coupled with our new target for an annual free cash flow margin of 2.5% of total revenue. If we 
achieve this target, we believe we can simultaneously realize our growth plans and self-fund a 
required and consistent risk-based capital level.

While our new free cash flow target represents the margin on our total revenue, it is helpful to first 
look at our Subscription Business to understand how we will achieve this goal. Within this segment, 
the difference between our AOI and our PAC spending is the major determinant of our free cash 
flow (our Other Business has virtually no PAC spending). There are some additional cash flow items 
(development spending, transaction expenses, net interest expense, taxes, working capital changes, 
capital expenditures) that will impact this margin, but they are of lesser significance and some of 
these items offset each other (in most years we have a cash flow benefit from working capital as 
our business grows). To get a sense of how we can reach this new margin target, it makes sense to 
compare our subscription AOI margin to our subscription pet acquisition spending as a percentage of 
revenue. Over the last 3 years, these 2 items have been very close to each other. 

11.7%

8.8%

13.0%

10.2%

13.9%

11.4%

14.3%

13.9%

13.3%

13.4%

9.8%

9.8%

16.0%
14.0%
12.0%
10.0%
8.0%
6.0%
4.0%
2.0%
0.0%

2018

2019

2020

2021

2022

2023

Subscription AOI margin

Subscription PAC Spending ÷ Subscription Revenue

If we are able to reach our AOI margin target of 15% and gradually deploy capital at the higher end of 
our IRR guardrails between 30-40%, we will “save” PAC spend that ultimately can support increases 
in cash flow. This is a trade-off we are prepared to make to strengthen our balance sheet. Cash 
preservation, coupled with the current high inflationary environment driving higher increases in ARPU, 
leaves less pressure on growth in pet count while still reaching our desired 20% growth in intrinsic value 
per share. We are excited about the new free cash flow margin target, as it will lessen our dependence 
on debt financing (“the kindness of strangers”). The challenges of 2023 have convinced us that we 
need this new guardrail to increase the antifragility of our company. A strong balance sheet will make 
our business even more predictable and increase the confidence we have in our intrinsic value.

21

Our Other Business

Our Other Business in 2023 grew revenue 28% year over year. Adjusted operating income 
grew 35% year over year to $13 million. The majority of the business in this segment has been 
driven from a third party, Pets Best Insurance Services, whom we have partnered with for 
several years.

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Trupanion - Other business (in $ millions)
Revenue

YoY Change

Minus paying veterinary invoices

Minus paying variable expenes

Minus paying fixed expense

Discretionary Profit (AOI)

YoY Change 

Discretionary Profit Margin (AOM)

Capital deployed to acquire new pets (PAC)

YoY Change

$12.4
67%

($5.7)

($5.2)

($2.1)

($0.6)

-4.8%

$0.1

$13.6
9%

($7.9)

($4.4)

($2.0)

($0.8)
33%

-5.7%

$0.1
-25%

$14.9
10%

($8.9)

($4.7)

($1.5)

($0.2)
-70%

-1.5%

$0.2
134%

Cash after new pet aquisition

($0.7)

($0.9)

($0.4)

($0.7)

Cash generated / (Cash used)

Other uses of Cash

$24.3
63%

$40.2
65%

$62.8
56%

$114.3
82%

$204.1
79%

$308.6
51%

$395.7
28%

($14.6)

($23.5)

($38.5)

($72.1)

($129.6)

($212.9)

($287.9)

($8.2)

($2.0)

($0.5)
97%

-1.8%

$0.2
0%

($13.1)

($18.3)

($33.1)

($57.4)

($72.5)

($75.8)

($2.7)

($3.6)

($6.2)

($9.6)

($13.4)

($18.7)

$0.9
-305%

$2.4
-157%

2.3%

$0.4
64%

$0.5

3.8%

$0.4
20%

$2.0

$3.0
29%

2.7%

$0.8
70%

$2.2

$7.5
146%

3.7%

$0.5
-58%

$7.0

$9.9
32%

3.2%

$0.6
42%

$9.3

$13.4
35%

3.4%

$0.2
-57%

$13.2

$2.2

$7.0

$9.3

$13.2

In last year’s letter, we outlined the agreement with Pets Best and their decision to move 
business to other underwriters. We expected that the result of this agreement would have 
a negative effect on topline growth. However, their ongoing process with new underwriters 
has taken longer than expected, and the Other Business grew at 28% in 2023. As previously 
discussed, in the midst of this transition, Pets Best was in the process of being acquired by an 
investment company with a large business in the pet insurance space. With the acquisition 
now closed, there remains some uncertainty around the timing of this transition, but we 
believe that 2023 will represent a peak in terms of percentage of revenue coming from the 
Other Business. While this segment is very meaningful in terms of its revenue contribution, 
its AOI margins are significantly lower than the margins within our Subscription Business. 
As growth in the Other Business slows, the corresponding impact on our adjusted operating 
income, and thus intrinsic value, is not overly meaningful. More favorably, the slower growth 
should lessen our capital requirements for the entire company (as discussed in the previous 
Free Cash Flow section). 

22

Intrinsic Value per Share

In our 2019 Shareholder Letter, you’ll recall our discounted cash flow (DCF) analysis, which 
included a 15-year forecast of the total cash generated from our subscription pets and our 
“Other Business” pets. For reference, please see the original table below, updated for our 
actual results thus far: 

You might recall from our 2019 letter that we use a 3-year historical average of our 
subscription gross margin to estimate future cash flows for our intrinsic value per share 
calculation. With our 3-year average subscription AOI margin declining from 13.9% to 12.5%, 
it is fair to say that we did not grow shareholder value last year. In fact, for the first time in our 
company’s history, intrinsic value per share took a step backwards.

While ideally (and indeed in the original planning for this shareholder letter), we would provide 
an update to our intrinsic value per share, as anyone knows when building a discounted cash 
flow model, it requires confidence in the future. While our revenue growth has remained 
consistent, our recent challenges with margin compression make this modeling exercise less 
relevant. We expect our intrinsic value to recover as we restore AOI margins.

23

Dilution

Few people understand dilution better than I do. Consider that 
when I started Trupanion in Canada (then called Vetinsurance), I 
owned 100% of the company. We were a marketing company, 
as we used a third-party underwriter. The value proposition to 
our members was only 60%, as we had to pay 10% to our 
underwriter at the time. Six years later, before making the 

decision to enter the United States, I owned approximately 75%. In 2007, I raised 
$12 million in venture capital and $10 million in debt to expand into the United 
States and to become our own underwriter--absolutely the right call in our mission 
to help more pets and to provide a better value proposition to these pets. This 
move took my ownership from approximately 75% to 20%. 

In 2014, we raised approximately $70 million of capital in our initial public 
offering, in part to invest in our patented software that would allow us to be the 
only company in North America with the capability to pay veterinarians directly 
at the time of checkout, in seconds. Once again, the right call! My ownership 
position was approximately 8% by that time.

In 2018, we issued equity to purchase our headquarter building. Many insurers 
can use the equity in their building towards their capital requirements, which 
lowers the economic cost of such acquisitions. And lastly, in 2020, we received 
the investment from Aflac, which helped power the growth initiatives in our 
60-month plan. At the end of 2025, because of the Aflac investment, we will have 
multiple products, in multiple channels, and in multiple countries. We will also 
have alignment with the largest publicly traded supplemental insurance company 
in the United States. Once again, I believe this was the right call.

At the time of the IPO, I made a decision to create a 10-year plan to diversify 
slowly, so that by 2025, 20% of my family’s net worth would be outside of 
Trupanion. I ran that 10b5-1 plan for 8 years, and only cancelled in 2023, when I 
could not justify selling shares significantly below what I believed to be our intrinsic 
value. The combination of these equity events, and the decision to diversify my 
families’ holdings, has resulted in an equity ownership position in Trupanion today 
of approximately 3.4%.

Expanding Trupanion and improving our value proposition and customer 
experience to help more pet owners and veterinarians was the right decision, and 
I would make it again. Had I not taken any of these actions, I would own a larger 
percentage today of a far less valuable company. We take dilution seriously, as 
dilution can be very expensive if used in the wrong way. The returns I expect 
from building and retaining our fantastic team should vastly exceed the cost of 
dilution of any performance pool that we decide to grant.

24

Our Team

Let’s discuss compensation. We always want to pay team members the maximum we can afford 
to pay, living within our guardrails, based on the value that they create. When the aggregate 
value created exceeds 10% year over year, and in particular, when the value created exceeds 
20% year over year, more is shared back with the teams responsible for driving outsized 
performance. It is also important to note that when we look at value created, we look at it on 
per-share basis to account for the effects of dilution. From 2016 to 2021, our team exceeded the 
threshold (see table below) and benefitted from the distribution of a substantial share pool. Our 
2022 and subsequent 2023 results did not meet the same growth threshold.

Performance Grant Program

Yet, recall earlier we highlighted that our results 
in 2023 don’t tell the whole story. Our margin 
shortfall tested our balance sheet in 2023, and our 
team worked diligently, making tough decisions to 
bring our margins back on track and avoid dilution. 
Because of the team’s efforts, the company is 
back on stable footing with a pathway to meet our 
desired growth targets. We are pleased with the 
progress that has been made and what the team 
has accomplished in the past year. As such, we 
elected to reward them for their efforts by awarding 
a grant pool worth $18 million after not awarding 
any performance grants in 2022. We believe the cost 
of this dilution is outweighed by its returns, which are 
retaining and growing our team, as well as our newly 
strengthened position due to the team’s response to 
unprecedented inflationary pressures in 2023.

We recognize this is a deviation from our historical 
policy where we granted performance-based 
compensation only when our intrinsic value per 
share increased by more than 10%. Yet we believe it 
was the right decision to show our appreciation for 
our dedicated team.

As noted, we take dilution seriously, and as large 
shareholders, we felt it appropriate to reward the 
team for righting the ship. Over the next few years, 
as we anticipate returning to growing our intrinsic 
value per share by 20% to 25% per year, it is our 
intention to deduct this compensation from future 
performance pools to ensure that our long-term 
shareholders only see dilution consistent with our 
previously published table of sharing a percentage  
of value creation with the team if they outperform.  

YYooYY
iinnccrreeaassee  ttoo
iinnttrriinnssiicc
vvaalluuee  @@  tthhee
eenntteerrpprriissee
lleevveell

1 - 10%

11%

12%

13%

14%

15%

16%

17%

18%

19%

20%

21%

22%

23%

24%

25%

26%

27%

28%

29%

30%

OOvveerraallll
ccoommppaannyy
ppeerrffoorrmmaannccee
ppooooll  %%

0.0%

0.3%

0.3%

0.4%

0.4%

0.5%

0.6%

0.7%

0.8%

0.9%

1.0%

1.1%

1.3%

1.4%

1.6%

1.7%

1.9%

2.0%

2.2%

2.3%

2.5%

NNeett
iinnccrreeaassee
iinn  iinnttrriinnssiicc
vvaalluuee  ppeerr
sshhaarree

1 - 10%

10.7%

11.7%

12.6%

13.6%

14.5%

15.4%

16.3%

17.2%

18.1%

19.0%

19.9%

20.7%

21.6%

22.4%

23.3%

24.1%

25.0%

25.8%

26.7%

27.5%

25

Team Ownership

Equity ownership lies at the heart of our compensation philosophy, serving as a link between our 
team members and the long-term interests of our shareholders. As of September 30th 2023, our 
team members, excluding Darryl, collectively held approximately 4% of Trupanion’s outstanding 
shares, a testament to our shared commitment to thinking and acting like owners.

This ethos extends similarly to our board members, whose compensation is predominantly 
structured around equity. Among them are individuals deeply invested in Trupanion’s success, 
such as Max Broden, CFO of Aflac, and Richard Enthoven, who is associated with Tarmac, the 
investment entity holding approximately 8.6% of Trupanion’s shares as of November of 2023. 
Both Max and Richard joined the Board in 2023, as did Paulette Dodson and Betsey McLaughlin, 
adding talent and valuable expertise to this group.

It would be remiss at this point to not make a special call out to Dan Levitan, who after 16 years 
of dedicated service, will not seek re-election in June. Dan has been an integral part of our 
journey since leading our Series A round in 2007, expanding Trupanion from Canada to the United 
States. We express our deepest gratitude to Dan for his unwavering commitment and invaluable 
contributions over the years.

We also want to thank Zay Satchu, who will also be stepping down in June, for her contributions 
as a board member over the years. 

26

Margi’s Conclusion

As I look ahead, I reflect on the lessons we learned in 2023. After a faltering start with 
decreasing margins, the team re-set, reorganized, and grew. This collaboration and almost real-
time adjustment enabled us to close out the year in a far stronger position than we started it. 
As a business that has sustained double-digit growth in subscription revenue and pets for two 
decades, throttling back our growth engine required us to flex the far less developed muscle of 
cash preservation. The teams did this artfully, and the results were commendable. I am proud of 
the team and their response to the challenges of last year.

Considering the lessons of 2023 and the tenacity and spirit of the team, it’s clear that Trupanion 
is coming of age. We have been evolving to become more effective, deliberate, and precise in 
how we operate. 2024 will be the real testament of our learnings, as we continue forward with 
the intent of driving toward our target margin and eventually, when margins allow, a return to the 
velocity of pet growth in service of our mission, closer to that which we have become accustomed.

A market that is heavily under-penetrated and has clear potential for decades of double-digit 
topline growth presents a great opportunity, and it’s one we appreciate our shareholders have also 
recognized. Historically, our growth rate has leaned largely into adding pets. In fact, typically, this 
has been the largest contributor to our growth rate over time, but we understand that 20% growth 
in intrinsic value per share can come in different ways for our shareholders. 2024, for example, 
will lean more heavily on growth in ARPU than has typically been the case, as I expect the rapid 
veterinary inflation to transition from a margin headwind to a tailwind in our business. 

As we continue to grow and mature, we recognize our growth levers will modulate and expand. 
We don’t always anticipate every dollar will be reinvested to add pets (although the majority 
likely will), when we know the longer-term benefit to our mission is to enhance our balance 
sheet, enabled by our new free cash flow target. We are excited to do this for the long-term 
benefit of Trupanion and all of those in our ecosystem. 

On behalf of Darryl and myself, we would like to thank our shareholders who continue to believe 
in the integrity of the company. Prior to the margin compression that we have all endured, our 
top 20 holders owned slightly over 70% of the company (based on S&P data). As of the writing 
of this letter, our top 20 holders own over 90% of the company. After soldiering on through a 
difficult two years, I believe our shareholders will finally experience the benefits from improved 
execution, margin expansion, and strengthened results overall.

I expect the journey forward to be challenging, yet ultimately rewarding. Before the year is out, 
we expect to cross the significant milestone of $3 billion veterinary invoices paid to our global 
member base. Hundreds of thousands of pets are healthy because of what we collectively do 
each day. It’s this very mission that drives us forward and gives us the greatest belief in our 
alignment with the veterinary community and, ultimately, our ability to achieve our bold mission. 

Kuyashii, 

Darryl Rawlings 
Chief Executive Officer  
& Chair of the Board

Margi Tooth
President

27

 
 
 
END NOTES

This letter and other publicly available reports include certain non-GAAP financial measures. 
These non-GAAP financial measures may not provide information that is directly comparable 
to that provided by other companies in its industry as other companies in its industry may 
calculate or use non-GAAP financial measures differently. In addition, there are limitations in 
using non-GAAP financial measures because the non-GAAP financial measures are not prepared 
in accordance with GAAP, may be different from non-GAAP financial measures used by other 
companies and exclude expenses that may have a material impact on Trupanion’s reported 
financial results. The presentation and utilization of non-GAAP financial measures is not meant 
to be considered in isolation or as a substitute for the directly comparable financial measures 
prepared in accordance with GAAP. Trupanion urges its investors to review the reconciliation of 
its non-GAAP financial measures to the most directly comparable GAAP financial measures in its 
consolidated financial statements, and not to rely on any single financial or operating measure 
to evaluate its business. These reconciliations are included within our Supplemental Financial 
Information provided on Trupanion’s Investor Relations website. 

Our internal rate of return is calculated assuming the new subscription pets we enroll during 
the period will behave like an average subscription pet. Cash outflows from an average pet 
include average pet acquisition cost for the applicable period. Cash outflows also include a 
monthly capital charge, which we estimate as 1% of the monthly average revenue per pet 
for the four quarters preceding the period end date. Cash inflows from an average pet are 
calculated based on subscription revenue less cost of revenue from our subscription business 
segment for the 12 months prior to the period end date excluding stock-based compensation 
expense related to cost of revenue from our subscription business segment, sign-up fee revenue 
and the change in deferred revenue, minus fixed expenses related to our subscription business, 
which are the pro-rata portion of general and administrative and technology and development 
expenses, less stock-based compensation, based on revenues. Further details on the calculation 
for 2023 are included within our Supplemental Financial Information provided on Trupanion’s 
Investor Relations website. Because of varying available valuation methodologies, subjective 
assumptions and the variety of equity instruments that can impact a company’s non-cash 
expenses, Trupanion believes that providing various non-GAAP financial measures that exclude 
stock-based compensation expense and depreciation and amortization expense allows for 
more meaningful comparisons between its operating results from period to period. Trupanion 
offsets new pet acquisition expense with sign-up fee revenue in the calculation of net acquisition 
cost because it collects sign-up fee revenue from new members at the time of enrollment and 
considers it to be an offset to a portion of Trupanion’s new pet acquisition expenses. Trupanion 
believes this allows it to calculate and present financial measures in a consistent manner across 
periods. This letter also presents new pet acquisition expense on an after-tax bases, which 
management believes facilitates comparisons to companies that grow inorganically. Trupanion’s 
management believes that the non-GAAP financial measures and the related financial measures 
derived from them are important tools for financial and operational decision-making and for 
evaluating operating results over different periods of time.

28

 
DISCLAIMER 

This letter contains forward-looking statements within the meaning of Section 21E of the Securities Exchange 
Act of 1934, as amended, and section 27A of the Securities Act of 1933, as amended (Securities Act). All 
statements contained in this letter other than statements of historical fact, including statements regarding 
lifetime values of a pet, discounted cash flows and our intrinsic value model, our 60-month plan, our capital 
allocation strategies, effects of inflation, future results of operations and financial position (including ARPU, 
AOM, AOI, IRR, PAC, new pets enrolled, retention and churn, active hospitals, international expansion, 
veterinary invoices, and variable and fixed expenses) our business strategy and plans and our objectives for 
future operations. 

In particular, this letter discusses our internal discounted cash flow model, and you should regard 
substantially all parts of this discussion as forward-looking statements. The words “anticipate,” “believe,” 
“continue,” “could,” “estimate,” “expect,” “intend,” “may,” “model,” “plan,” “potentially,” “predict,” “project,” 
“target,” “will,” “would,” and similar expressions that convey uncertainty of future events or outcomes, are 
intended to identify forward-looking statements. 

These forward-looking statements are subject to a number of risks, uncertainties and assumptions, including 
risks relating to: 

• our net losses since inception, our ability to maintain revenue growth, maintain profitability, obtain returns 
on our investments in pet acquisition, and other financial risks; 
• our ability to attract online visitors, grow or member base, and maintain retention rates; 
• our ability to maintain relationships with Territory Partners, veterinarians and strategic partners; 
• our ability to remain competitive and maintain brand recognition; 
• our ability to scale our infrastructure, manage our growth, budget for veterinary invoice expenses, and 
other business risks; 
• our other business; 
• security breaches, payment processing, and related technology and intellectual property matters;
• compliance with risk-based capital and other regulations;
• litigation or regulatory proceedings; 
• dependence on key personnel; 
• compliance with covenants in our credit agreement; 
• international operations, including exchange rates;
• investments or acquisitions, owning an office building, and other strategic matters; 
• tax, accounting and general economic matters; 
• being a public company; 
• ownership of our common stock; and 
• those described under the heading “Risk Factors” in our Annual Report on Form 10-K and other filings we 
make from time to time with the Securities and Exchange Commission. 

Moreover, we operate in a very competitive and rapidly changing environment, and new risks emerge from 
time to time. It is not possible for our management to predict all risks, nor can we assess the impact of all 
factors on our business or the extent to which any factor, or combination of factors, may cause actual results 
to differ materially from those contained in any forward-looking statements we make. In light of these risks, 
uncertainties and assumptions, the forward-looking events and circumstances discussed in this letter may 
not occur and actual results could differ materially and adversely from those anticipated or implied in the 
forward-looking statements. 

You should not rely on forward-looking statements as predictions or guarantees of future events. Although 
we believe that the assumptions and expectations reflected in the forward-looking statements are 
reasonable based on our historical experience, these assumptions and expectations involve significant 
judgment and uncertainty, and in some cases these assumptions and expectations (and therefore the 
judgment and uncertainty) have been projected over an extended period of time. Future results, levels of 
activity, performance or events and circumstances reflected in the forward-looking statements may not be 
achieved or occur. We undertake no obligation to update publicly any forward-looking statements for any 
reason, except as required by law.

29

 
2020 Shareholder Letter

To our shareholders

By the numbers, 2020 was a strong year for Trupanion. 

Total revenue grew 31% over the prior year to $502 million. 

Adjusted operating income grew 29% year-over-year to $57 million. We 
deployed $44 million of these funds within our subscription business at an 
estimated internal rate of return of 41%. Free cash flow, after pet acquisition 
and strategic investments, was $14.1 million. 

Table 1. Key Metrics

2014

2015

2016

2017

2018

2019

2020

Revenue

$115.9M 

$147.0M 

$188.2M 

$242.7M 

$304.0M 

$383.9M 

$502.0M

Year over Year 
change

Discretionary Profit 
(AOI)

Percentage of 
revenue

Pet Acquisition 
Spend 

Development 
Costs*

Internal Rate of 
Return (from new 
subscription pets)**

38%

27%

28%

29%

25%

26%

31%

$0.9M 

$3.6M 

$14.8M 

$23.4M 

$31.9M 

$44.2M 

$57.1

1%

2%

8%

10%

10%

12%

11%

$11.1M 

$14.8M 

$14.7M 

$18.4M 

$23.7M 

$33.3M

$45.1M

N/A

N/A

N/A

N/A

N/A

N/A

$0.3M

N/A

N/A

33%

43%

46%

40%

41%

Free Cash Flow***

($16.4M)

($15.3M)

$3.1M

$6.5M

$8.3M

$10.8M

$14.1M

*Development expenses are costs related to product exploration and development that are 
pre-revenue and historically have been insignificant. We view these activities as uses of our adjusted 
operating income separate from pet acquisition spend.

**In 2019, we modified our calculation of IRR to reflect the per pet unit economics of our subscription 
business. We have restated all prior periods in this table to reflect this change in approach. For the 
calculation of our internal rate of return for 2020, please see page 6. 
***2018 free cash flow of $8.3 million reflects free cash flow of ($44.3) million, adjusted to exclude the 
$52.5 million used to purchase our building.

In the fourth quarter, we significantly strengthened our balance sheet, 
issuing an additional 3.6 million shares of our common stock to Aflac in a 
strategic financing and alliance worth approximately $200 million under a 
3-year lock-up. 

01

Financial Metrics / Performance

Table 2. Financial Metrics/Performance 2012-2020

Year

Enrolled pets

Revenue

2012

2013

2014

2015

2016

2017

2018

2019

127,704

$55.5M

182,497

$83.8M

232,450

$115.9M

291,818

$147.0M

343,649

$188.2M

423,194

$242.7M

521,326

$304.0M

646,728

$383.9M

2020

862,928

$502.0M

YoY revenue 
growth

Adjusted 
operating 
income  

Invested 
capital to 
acquire new 
pets

IRR on an 
average 
pet

Cash, short-term 
investments, our 
building assets, 
minus debt

Earnings 
(Net Loss)

50%

51%

38%

27%

28%

29%

25%

26%

31%

$3.0M

$4.3M

$0.9M

$3.6M

$14.8M

$23.4M

$6.7M

$8.4M

$11.1M

$14.8M

$14.7M

$18.4M

$31.9M

$23.7M

$44.2M

$33.3M

$57.1M

$45.1M

N/A

N/A

N/A

N/A

33%

43%

46%

40%

41%

$5.1M

($8.1M)

$7.9M

($8.2M)

$60.6M

($21.2M)

$43.2M

($17.2M)

$48.8M

($6.9M)

$54.4M

($1.5M)

$134.7M

($0.9M)

$139.4M

($1.8M)

$297.8M

$(5.8M)

02

$160.00

$140.00

$120.00

$100.00

$80.00

$60.00

$40.00

$20.00

$0

$160.00

$140.00

$120.00

$100.00

$80.00

$60.00

$40.00

$20.00

$0

Total Revenue by New vs. Existing Pets*
(dollars, in millions)

$141.5

Existing Pets       New Pets

$105.5

$82.6

$66.6

$51.3

$40.2

$31.9

$24.0

$6.3

$10.7

$15.9

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

2020

*Excludes miscellaneous revenue.

Quarterly Revenue by Policy Start Year Cohorts*
(dollars, in millions)

Other Business       Pre-2010       2010       2011       2012       2013       2014
2015       2016       2017       2018       2019       2020

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

2020

*Excludes miscellaneous revenue.

03

Business Segments

Today, the majority of Trupanion’s business and intrinsic value is derived 
from our direct-to-consumer, monthly subscription business.

Of our $57 million of adjusted operating income in 2020, $54 million of this 
was generated from our subscription business, which is a 29% increase 
over 2019.

We ended the year with over 577,000 total enrolled subscription pets. During 
the year, we earned subscription revenue of approximately $388 million. 
Of this, we spent approximately $278 million paying veterinary invoices on 
behalf of our members, $35 million providing 24/7 support and $20 million 
on fixed expenses. 

Our business segments as a percent of revenue in 2020:

Table 3. Business Segments as a Percent of Revenue 2020

Revenue

Less: Paying Veterinary Invoices

Less: Variable Expenses

Less: Fixed Expenses

= Adjusted Operating Margin 
(AOM) or Income (AOI)

Subscription 

Business Other Business

Total 
Business

Subscription 

Business Other Business Total Business

100%

72%

9%

5%

100%

100%

$387.7M

$114.3M

$502.0M

63%

29%

5%

70%

14%

5%

$277.9M

$72.1M

$350.0M

$35.4M

$33.1M

$68.5M

$20.4M

$6.0M

$26.4M

14%

3%

11%

$54.1M

$3.0M

$57.1M

04

Per Pet Economics

Below is our monthly per pet economics, or cash flow prior to new pet 
acquisition, for our average subscription pet in 2020. 

Table 4. Per Pet Monthly Economics 2020

Average Monthly Cost (ARPU)

$60.37 

100.0%

2020

Minus paying veterinary invoices (COGS)

($43.26)

Minus variable expense (fast 24/7 service)

($5.51)

Contribution Profit

$11.60 

Minus fixed expenses (G&A + IT)

($3.17)

Profit per pet per month

$8.43 

Capital charge for money we are required to hold in cash or assets  

($0.60)

Cash generated per month for the average pet

$7.83 

71.7%

9.1%

19.2%

5.3%

13.9%

1.0%

13.0%

In total, we added approximately 166,000 new subscription pets in 2020—
year-over-year growth of 17%. Net pets, accounting for churn, increased 
33% in the year.

Table 5. Pet Growth 2018-2020

Year

Gross New Pets

YoY Growth

Churn

Net New Pets

YoY Growth

2018

2019

2020

126,182 

141,283 

165,738 

N/A

12%

17%

(67,095)

(78,027)

(81,807)

59,087 

63,256 

83,931 

N/A

7%

33%

In 2020, we extended the average pet’s life with Trupanion to 78 months, 
up from 70 months in 2019. Retention, as broken down by our three buckets:

Table 6. 2020 Churn By Rate Change

Active Pets at 
Year End

Number of 
Cancelled Pets

Distribution

Monthly 
Churn

Monthly 
Retention

YOY Change in 
Monthly Retention

No rate change 
(1ST year pets)

Rate Change < 20% 
(Post 1ST year pets)

Rate Change > 20% 
(Post 1ST year pets)

114,846

28,814

19.87%

2.29%

97.71%

382,021

40,567

66.10%

0.97%

99.03%

81,090

12,429

14.03%

1.40%

98.60%

Total

577,957

81,810

100.00%

1.29%

98.71%

0.41%

0.03%

0.01%

0.13%

05

When analyzing the three buckets, pets that are newly enrolled, and have 
yet to experience a rate change, have the lowest level of monthly retention. 
Therefore, if you were to accelerate the percentage of pets in that bucket, 
the overall blended rate could go down even if the retention rates by 
bucket remain the same. 

Expansion in subscription adjusted operating income, coupled with 
improved retention, drove a 25% year-over-year increase in lifetime value 
of a pet, less fixed expenses in 2020.

Table 7. 2020 IRR Calculation

TTM Retention

98.71%

Year

Months

77.5

Months

Full Year Pet Aquisition 
Cost (PAC)

 247 

Profit per Pet 
per Month

0

6

$8

Profit per Pet

 $7.83 

Profit per Pet

$47

1

12

$8

$94

2

12

3

12

$8

$8

$94

$94

4

12

$8

$94

5

6

12

 11.5 

77.5

$8

$8

$94

$90

 607 

Capital Charge

1%

FY ARPU

$60.37

PAC

-$247

-$200

$94

$94

$94

$94

$94

IRR

$90

41%

Growth in lifetime value of a pet increases our allowable pet acquisition 
spend (PAC), while still operating within our targeted internal rate of return. 
Expansion in allowable PAC increases our ability to successfully execute our 
growth plans. Consider the following:

Table 8. Discretionary Cash Available for Acquisition Spend, Per Pet

Contribution profit 
over the life of an 
average pet

Fixed expenses 
over the life of an 
average pet

Total profit over 
the life of the 
average pet

PAC

Lead* Convert*

Retention*

Retention

$631

$727

$710

$753

$899

$341

$318

$261

$230

$246

$290

$123

$409

$152

$449

$164

$523

$212

$653

$247

85%

75%

60%

50%

50%

15%

25%

40%

50%

46%

0%

0%

0%

0%

4%

98.60%

98.63%

98.60%

98.58%

98.71%

Year

2016

2017

2018

2019

2020

*Historically, we have not tracked the attribution between our lead generation, conversion and 
retention costs. Therefore, the percentages in the table above are internal management estimates.

06

Veterinary Metrics

We ended 2020 with 152 territory partners and their associates in the 
field “visiting” an estimated 17,200 hospitals in North America.

Table 9. Veterinary Clinic Metrics

Number 
of territory 
partners

Estimated number of 
clinics we are visiting 
every 60-90 days*

Estimated 
aggregate 
number of face-
to-face visits

Actual average 
number of 
active hospitals

Actual average 
number of new 
pets per active 
hospital per month

Number of 
partnered clinics 
with software & 
account manager

34

40

58

84

105

107

123

130

152

15,000 

16,200 

15,400 

19,000 

21,300 

19,800 

20,200 

21,600 

17,200 

262,000 

324,000 

404,000 

490,000 

577,000 

662,000 

751,000 

852,000 

909,000 

5,034 

5,531 

6,098 

7,359 

7,875 

8,242 

9,279 

10,315 

11,517 

0.918 

1.008 

1.053 

1.093 

1.066 

1.063 

1.133 

1.141 

1.199 

n/a 

n/a 

n/a 

n/a 

n/a 

n/a 

2,908 

4,426 

5,220 

Year

2012

2013

2014

2015

2016

2017

2018

2019

2020

*Per the data available, this represents hospitals that have been visited at least once during the year. 
Given we don’t have perfect tracking of visits, this is the definition used to approximate visits every 
60-90 days.

In a year where care moved curb-side and in-person visits were limited, 
overall engagement was solid, but compared to the prior year, the growth 
in face-to-face visits declined.

We averaged 11,517 active hospitals during the year—a number that has 
since continued to climb. As a reminder, we define active hospitals as those 

07

that have had at least one pet enroll with Trupanion in the prior three month 
period. We were able to deliver this 12% increase in active hospitals, while 
increasing the number of pets that enrolled per active hospital to 1.2, up 
from 1.1 in 2019.

Active Hospitals

New Pets per Hospital Per Month

14000

12000

10000

8000

6000

4000

2000

0

2
1
0
2
/
1
/
3

3
1
0
2
/
1
/
2
1

5
1
0
2
/
1
/
9

7
1
0
2
/
1
/
6

9
1
0
2
/
1
/
3

0
2
0
2
/
1
3
/
2
1

1.2

1.15

1.1

1.05

1

0.95

0.9

0.85

0.80

2012 2013 2014 2015 2016 2017 2018 2019 2020

We ended the year with our software and a partnered account manager 
in approximately 5,200 hospitals, up from approximately 4,400 at the end of 
2019. We had hoped to make more progress with our software deployments 
in 2020. COVID presented a challenge to doing so.

Increasing the deployment and utilization of our software is important. It 
allows us to pay hospitals directly, and in an automated way. It’s also an 
important part of our customer value proposition.

Members who experience the brand and our product this way are more 
likely to add-a-pet or refer-a-friend. In 2020, 0.82% of our subscription 
book of business was from our add-a-pet, refer-a-friend channel, up from 
0.73% in 2019.

The Importance of Key Metrics

Higher ARPU, more active hospitals, improved same-store-sales, expansion 
in adjusted operating margin, reduced churn, greater member referrals 
and new pets added are the metrics that when we outperform relative to 
our expectations, drive outsized growth in intrinsic value.

08

Team

Trupanion’s culture is unique. 

Some might call it a moat—I do. Maintaining 
our culture as we grow will be important 
and is an area I am personally focused on. 

We have several feedback mechanisms at 
Trupanion, but one of my favorites is what 
I’ve historically called the Stupid Box (now 
re-branded TruSolutions). The Stupid Box is 
available to all team members in order to 
identify policies, actions or behaviors in our 
organization that are, well, stupid. It’s also 
one way I maintain a pulse on our culture. 
I personally review and assign an owner for 
each and every submission. 

Earlier this year, the Stupid Box received a 
submission from a new team member, Cami, 
on one of my favorite topics—Nirvana. I’ll let 
you read her passage:

“After hearing about Trupanion’s usage of 
“nirvana” in today’s session, I wondered if 
anyone has suggested that this term and 
the context in which this term is being used 
may be considered culturally insensitive? I 
understand the casual usage of the term, 
as well as the pop cultural reference to 

09

the Seattle-born band, Nirvana. However, I 
feel that it must be recognized as a more 
meaningful term for some. As a Buddhist 
myself, I have to admit that I was a little 
taken aback when I first received emails 
about “reaching Nir vana”. The usage of 
“Nirvana” in this context does not necessarily 
offend me; rather, it indicates a cultural 
ignorance or disregard. I know I am new to 
the company, but it is precisely because of 
the transparency and welcoming attitudes 
I have encountered during my first couple 
of weeks that I feel comfortable speaking 
about  this.  I  believe  changing  the  term 
“Ni r vana”  will  create  a  more  inclusive 
atmosphere for employees and prospective 
employees. If I were told about “Nirvana” 
during my inter viewing process, I think I 
would’ve thought of Trupanion in a more 
negative light. Thank you.”

Following her feedback, I had the chance 
to talk with Cami and understand her point 
of view. Cami’s submission was courageous, 
her perspective valuable and the take-
away  clear.  Our  term  “Nir vana”  had  to 

change. From here on, when you hear me 
refer to the state of self-sustaining growth, 
in which members adding pets or referring 
friends is offsetting churn, it will be under our 
newly coined term, “TruTopia”. Thank you 
Cami. 

Eric. Eric grew up in Texas, is a father of two, 
pet guy, lawyer and the Mayor of Dallas. 
We appointed Eric because of his character 
and life experiences. We interviewed Eric 
because of a strong recommendation and 
because he increased our diversity. 

I’ve always believed that diversity makes 
Trupanion stronger, more effective. Simply 
put, diversity provides better outcomes for all 
our constituents, pet owners, veterinarians 
and  thei r  co -wo r kers,  Tr upanion  team 
m e m b e r s ,   s t r a t e g i c   p a r t n e r s   a n d 
shareholders. Diversity also provides the 
oppor tunity  to  learn  from  one  another. 
Cami’s  submission  is  a  perfect  example 
of that. 

In some areas of diversity we’ve done well, 
and in other areas where we’ve fallen short, 
we’re making changes. Currently, Trupanion 
is focused on ensuring gender and racial 
diversity. This will be a goal in every team 
within the organization and it begins with 
our board of directors.

First, I’ll give you some history of how the 
board was comprised. At the beginning 
of 2020, we had 8 board members, myself, 
Dan, Murray, Hays, Howard, Mike, Robin and 
Jackie. 6 males, 2 females, all Caucasian. 
I am on the board because I founded the 
company.  Dan,  Murray,  Mike  &  Hays  all 
led  investments  to  finance  Trupanion  in 
2007, which enabled our expansion from 
Canada to the United States. At this point, I 
acknowledge that while important, diversity 
was not at the top of my priority list. Howard 
joined the board in connection with his 
ser vice  as  Trupanion’s  Chief  Operating 
Officer. Our post IPO board members were 
Robin and Jackie, adding much needed 
gender diversity.

Over  the  past  year,  as  we  were  looking 
to add a new Board member, I chose to 
inter view  candidates  only  if  they  would 
increase our diversity. Recently we added 

As  board  members  retire,  we  are  being 
deliberate in appointing new non-Executive 
board members who add to our diversity. 
My goal, that I would be personally proud 
of, is to achieve at least 1/3 representation 
across race, gender and age (including 
over 60 & under 50) among independent 
board members.

This  means  we  will  not  advance  board 
candidates unless they meet the diversity 
requirements.  At  the  same  time,  we  will 
o n l y  a d d  b o a rd  m e m b e r s  w h o  m e et 
our  standards  based  on  their  individual 
character.

More broadly, diversity should be a focus in 
teams across the company. All managers 
need to access the diversity of their team 
and build upon it with new hires. This needs 
to be deliberate and thoughtful but also 
practical. 

Once a team has racial and gender diversity, 
we want to continue our never ending goal 
of becoming diverse in even more ways. 
The dimensions of diversity are vast. Age, 
nationality,  physical  ability,  languages 
spoken — we  want  ou r  o rgani zation  to 
increasingly  represent  all  these  facets 
and more! 

Trupanion’s culture prioritizes individuality 
a n d  i n c l u s i v it y.  We  wa nt  to  fos te r  a n 
environment where all voices are heard, 
and where team members feel empowered 
to bring their truest self to work. Our entry 
way hall holds the quote by Oscar Wilde, 
“Be yourself, everyone else is taken.” 

Once  an  individual  is  on  the  Trupanion 
team, their success should be 100% based 

10

on their achievements and contributions 
at  Tr upan ion.  E x i sti ng  team  mem be r s 
should never be promoted because of their 
diversity. Nobody wants to second guess if 
the advancements of one’s career are due 
to their gender or skin color.

E q u it y  i s  i m po r ta nt.  O u r  po l i ci es  a nd 
prog rams  were  designed  to  ensure  all 
team members have the same benefits, 
access to resources, and opportunities to 
build  meaningful  careers  at  Trupanion. 
This  approach  extends  throughout  the 
way we work together; for example, each 
team member has the same size desk. We 
want every employee to think and act like 
an owner of the Company. To build this 
alignment, each team member is granted 
equity in Trupanion at the time of hire. 

Trupanion is a mission driven organization, 
and our team of over 1,100 individuals (and 
growing!) unifies around our collective goal 
of helping pets. No year is a better example 
of that than 2020.

It is hard to succinctly explain how I feel 
about the team and what we accomplished 
together in 2020. During one board meeting, 
I  found  myself  literally  brought  to  tears 
when describing the efforts of the team. 
At the time, I had no words to describe my 
gratitude. In fact, there is no word in the 
English language that succinctly captures 
this sentiment. Fortunately, there is one in 
Japanese: Kanrui.

As we cross over the one year mark— in 
which we transitioned all team members 
to a remote work environment—I believe 
that our culture is healthy and vibrant. Team 
member retention is strong, nearly 15% of 
team members advanced their careers 
inter nally,  and  we  increased  the  level 
and quality of our communications. I look 
forward to seeing what we can accomplish 
together  in  the  days,  months  and  years 
ahead.

11

Intrinsic Value & 
Per Share Performance

In 2020, we calculated an increase in Trupanion’s estimated intrinsic 
value per share of 88% before stock grants. 

As a reminder, our calculation of intrinsic 
value  is  based  on  our  discounted  cash 
flow model. 

Our intrinsic value model is informed by 
historical metrics—metrics we work hard to 
improve upon. Higher ARPU, more active 
hospita l s,  i m p roved  same - sto re - sa l es, 
expansion in adjusted operating margin, 
reduced churn, greater member referrals 
a nd  new  pet s  added  a re  the  m et r ics 
that when we outperform relative to our 
expectations,  dr ive  outsized  g row th  in 
intrinsic value.

Each year, in addition to updating our inputs 
for another year of performance, we also 
evaluate other assumptions in our model 
such as the discount rate. For example, as 
we become a larger, more dependable 
company, we believe a lower risk premium 
is appropriate, resulting in a slight decrease 
to our discount rate. 

T h i s   c h a n g e,   a l o n g   w i t h   o u r   s t r o n g 
performance in 2020, resulted in the 88% 
increase in our estimated intrinsic value per 
share stated above.

In addition to highlighting what  metrics 
have a material impact on the value of 
our company and informing how we run 
the  business  and  make  decisions,  ou r 
intr insic  value  model  helps  guide  how 
we  compensate  our  team — with  some 
adjustments discussed below. 

Although our discounted cash flow model 
evolves over time, with the goal of becoming 
more  and  more  accurate,  for  purposes 
of team member compensation and the 
calculation of our overall stock pool, we 
apply an apples to apples comparison. 
Inputs like discount rates, that can go up or 
down based on interest rates and risk profile, 
and are outside of the control of employees, 
a re  not  factored  in  when  deter mining 
compensation.

Under this approach, which isolates proven 
performance within the control of team 
members,  we  calculated  an  estimated 
increase to intrinsic value per share of 29% 
in  2020.  Fur ther,  when  determining  the 
overall stock pool, we use  the  two-year 

12

compounded annual growth rate (CAGR) in 
calculated intrinsic value per share, rather 
than a single year, to better reflect long-
term sustainable performance. For the 2020 
performance year, the two-year CAGR of 
our calculated intrinsic value per share was 
31%.

In  accordance  with  our  Intrinsic  Value 
Incentive Plan, a portion of this intrinsic 
value growth is shared with team members. 
Please see my 2016 shareholder letter for 
additional details.

In 2020, our fully diluted share count, which 
includes options and unvested restricted 
stock units, increased by 4,406,975 shares to 
42,358,814. Of this increased share count, 
app rox imately  8 0 %  was  based  on  the 
capital raise with Aflac, and the remaining 
20% balance was shared with the team 
based on our results. 

Given the calculated increase in intrinsic 
value of 31% (based on a two-year CAGR 
for compensation purposes), we were able 
to share 2.6% of the increase with the team, 
with the remaining benefitting shareholders. 

In order to share 2.6% with the team, the 
total  size  of  the  grant  pool  was  850,608 
sha res.  202,668  sha res  were  allocated 
d u r i n g   t h e   ye a r   fo r   n ew   h i re   g ra nt s , 
individual performance awards and board 
compensation, leaving 647,940 shares that 
were issued in 2021 for our performance 
grant program related to the 2020 year. 

50,350 shares within our performance pool 
were set aside as a charitable contribution 
to  Might yVet.org,  which  is  a  non -profit 
founded to support veterinary professionals 
and aligns closely with our mission. 

Our key financial metrics on a per share 
basis:

Table 10. Key Financial Metrics Per Share

Total share count 
plus options & 
warrants granted*

Revenue 
per share

YoY 
growth

Adjusted 
operating 
income per 
share

Cash, short-term 
investments, our 
building assets, 
minus debt per share

YoY 
growth

YoY 
growth

Earnings 
(loss) per 
share**

22,467,205

$2.47 

24,889,316

$3.37 

33,813,736

$3.43 

34,138,237

$4.31 

34,879,610

$5.40 

35,444,460

$6.85 

37,862,667

$8.03 

37,951,839

$10.12 

42,358,814

$11.85 

53%

36%

2%

26%

25%

27%

17%

26%

17%

$0.13 

$0.17 

-7%

31%

$0.23 

-30%

($9.76)

$0.32 

39%

($6.23)

$0.03 

-82%

$1.79 

459%

($1.64)

$0.11 

267%

$1.27 

-29%

($0.62)

$0.42 

282%

$0.66 

$0.85 

$1.16 

$1.35 

57%

28%

37%

16%

$1.40 

$1.53 

10%

9%

($0.24)

($0.05)

$3.56 

133%

($0.03)

$3.67 

$7.03 

3%

91%

($0.05)

($0.16)

Year

2012

2013

2014

2015

2016

2017

2018

2019

2020

*Share count includes outstanding shares plus unexercised options and unvested restricted stock, 
as well as shares granted in subsequent year pertaining to the year’s performance. In addition, total 
outstanding shares increased by 3,636,364 shares in 2020 due to Aflac’s common stock purchase.

**Loss per share is calculated using the GAAP basic weighted-average shares at year-end.

13

Looking Ahead

Over the last 20 years, we have worked hard to build the foundation 
of our company and bring it to operating scale. 

We’ve forged our own path, and we’ve led the industry. 

2020 marked the completion of our 5 year plan, the vision for which was 
laid out in my 2014 Shareholder Letter. For those interested in assessing our 
performance, I encourage you to go back and re-read the 2014 Shareholder 
Letter. Every year since then, I’ve attached the 2014 Shareholder Letter to 
that of the current years’ letter. Beginning 2021 and through 2025, you can 
expect I’ll do the same with our 2020 letter. 

2021 marks the start of our next 5 years—or as we at Trupanion call it—our 
60 month plan. 

Included herein are the contents of our 60-month plan. For competitive 
reasons, select information has been edited out, but I’ve left much of the 
document in its original form. Unlike prior shareholder letters, the content 
of our 60-month plan was not written solely by me, nor was it originally 
intended for an external audience. Rather, it was written by my team, 
led by Tricia Plouf and Margi Tooth, who were recently promoted to Co-
Presidents, and will be closely overseeing the execution of the plan—with 
team members as the intended audience, to share our vision of where we 
are headed over the next 60 months. 

In totality, our 60-month plan describes how we intend to increase the 
value proposition for our members while dramatically increasing our service 
levels over the next five years. It describes how we plan to add distribution 
channels, and expand on our partnerships with State Farm and Aflac, and 
access the 1 million puppies and kittens that are visiting the veterinarian for 
the first time every year. 

14

Our 60-month plan details how we plan to expand our insurance product 
lines to include PHI Direct and Furkin (our low and medium ARPU products, 
respectively), expand our geographies by entering Japan and Europe, as 
well as add a new monthly subscription pet food where we hope to verify 
our hypothesis that pets eating a healthy diet in the right amount of calories 
will be healthier. 

In addition to all of the above, we outline how we are going to organize our 
existing “Trupanion” subscription business into distinct regions, how we will 
continue to drive high rates of growth in the breeder channel; and how we 
are continuing to harness the benefits of social media and other direct-to-
consumer marketing channels. 

If we achieve the goals in our 60-month plan, we’ll grow revenue to over 
$1.5 billion, reach over 3.5 million pets and deliver growth in intrinsic value 
of over 25% per year. Doing so will not be easy—it will require a lot of hard 
work, decent execution and perhaps a bit of luck. But as one shareholder 
recently observed, at Trupanion we just work harder than most. We do not 
shy away from tough goals!

In totality, our 60-month plan sets the stage for an exciting growth story at 
Trupanion. I hope that in sharing this 60-month plan, you’ll be as excited as 
we are about where we are headed.

Kuyashii,

DARRYL RAWLINGS

Founder & Chief Executive Officer

15

2021-2025
Our 60-Month Strategic Plan

OUR MISSION

To help loving, responsible pet owners budget and care for their pets.

What you will read in this document is our plan for the next 5 years for Trupanion. 
It follows a very successful 20 years, during which time a significant effort by 
the team enabled us to achieve operational scale—growing to a size where 
we can operate efficiently. We’ve done a good job in this respect—thank you! 
That work has laid the foundation for us to take Trupanion forward and given 
us more opportunities than ever before. To reflect this, we’ve refreshed our 
mission statement. 

What has not changed since Day 1 is our singular focus on helping pets. We 
remain committed to this, and we hope that as you read this document and 
see what Trupanion aspires to become by the end of 2025, you will be as excited 
and motivated as we are about what lies ahead. 

Today Trupanion is a monthly subscription business grown primarily through the sale of our core 

product, “Trupanion,” which is sold through the veterinary channel. Our strength to date has been 

our collective ability to create, market, sell and service an intangible product that does what it says, 

both from the pet owner and veterinary perspective. 

Trupanion Inc. (the company consisting of all our brands and entities) is a high-growth company, with 

revenue consistently increasing around 25% each year. As a team we have continued to be nimble 

and determined—it’s this agility from our people that will set us up well for the future. 

Between now and 2025, we will redefine many of our working practices. We will need to create new 

teams and new processes. We will learn new techniques and rise to new challenges. We will grow, 

evolve and reorganize. We will look very different in 5 years!

Our way of working and areas of focus that we know today will evolve to take on different meanings 

or play new and different roles in the company growth. This exciting phase will present more 

opportunities than ever before and we invite you, our team, to immerse yourself and make the most 

of this thriving company that we’ve created together. We will only be successful if our entire team is 

driving towards the same goal: achieving our mission. 

  For a seed to achieve its greatest expression, it must come completely undone. 

The shell cracks, its insides come out and everything changes. To someone who doesn’t 

understand growth, it would look like complete destruction.

–CYNTHIA OCCELLI, 

Author, Mentor, & Entrepreneur

By 2025 we plan to create new growth initiatives to help us expand the reach of our core Trupanion 

product globally and begin the growth of new pet care brands in the animal health arena. Each of 

these initiatives will be underpinned by world-class subject matter experts supported with technology 

that will enable more effective solutions across the business. Combining operational excellence and 

growth-focused business units will enable us to help millions of pets and pet owners.

At all times we shall remain committed to our mission, our people, and our stakeholders; pets, 

pet owners, veterinarians, team members, territory partners and associates, strategic partners 

and investors.

We also remain dedicated to being bold, being nimble and being determined. We look forward to 

building our next 5 years together.

KUYASHII

The Japanese concept of being fueled by the doubting of others.

01

THE BOTTOM LINE—TARGETED GROWTH RATE & INCREASE IN INTRINSIC VALUE

Our 5-year goal is to achieve a consistent annual revenue growth rate of 25% or greater. This would 

equate to annual revenue for Trupanion Inc. of $1.5 billion by December 31ST, 2025. This revenue 
growth will also enable us achieve another goal: to increase our intrinsic value1 per share by 

approximately 25% each year. 

To achieve a collective annual growth rate of 25% we will target higher growth rates for each 

individual business segment–building in some room for error. This will help give us a higher degree 

of confidence that we can consistently grow our revenue at a rate of 25% or more each year. While 

some areas, such as the core Trupanion product in North America, may be seeking a 25% growth 

rate, others that are smaller or just beginning, such as Worksite Benefits or PHI Direct, will likely have a 

faster rate of growth. In aggregate, if every business unit achieves their goal, our overall growth may 

be much larger than 25%. This “building block” approach allows us to be more certain of success as 

it increases our likelihood of achieving our collective goal. 

Nothing, however, will be more important than the combined effort of our people—the cement 

between our building blocks. Our strength to date has been our team and as we look to nurture, 

grow and add to Team Trupanion, we feel confident that we are creating an organization built 

for brilliance.

OUR 6 BUILDING BLOCKS

These building blocks are our planned areas of growth over the next 5 years. Some of these build 

on our current business model and expertise, and others leverage the same skills and knowledge to 

expand into new and exciting opportunities. Now that we have reached operational scale, not only 

can we continue to hone our existing member experience, we can also look to add more ways to 

support loving, responsible, and informed pet owners and their pets, for life. Here’s the list we plan 

to focus on:

1. INSURANCE

•  Grow our core “Trupanion” product in North America

2. INSURANCE

•  Introduce PHI Direct and Furkin to North America. These are new pet medical insurance 

products designed to be offered primarily online. They will offer the same high value 

proposition as the Trupanion product but at different price points (we call these Low and 

Medium ARPU products)

3. INSURANCE

•  Expand our sales of pet medical insurance to countries beyond the US, Canada and 

Australia—both with and potentially without the Trupanion brand 

1 

   Intrinsic Value is the value an informed and educated individual or entity would typically pay for a company under stable market 
conditions. We are always looking to increase this at a rate faster than 20%.

02

4. FOOD

•  Introduce Landspath (a high-quality monthly subscription wellness diet, sold exclusively 

via veterinarians) in North America to try to prove our hypothesis that feeding pets a high 

quality diet, in what their veterinarian believes is the appropriate number of calories, will 

lead to healthier lives and therefore justify lower premiums for their medical insurance 

5. PET CARE

•  Introduce a GPS-based device that is perpetually powered to immediately locate lost 

pets—a global opportunity

6. TECHNOLOGY

•  Enhance and expand our technology solutions, including through acquisitions, to 

dramatically expand our technology capabilities. As we become experts in technology 

in the pet space, we may also enter into a technology re-sale space (global opportunity). 

THESE BUILDING BLOCKS ARE NOT LISTED IN ORDER OF PRIORITY–EACH BLOCK WILL HAVE OWNERS 

DEDICATED TO GROWING THEIR BUSINESS UNITS AND AS SUCH, EACH ONE SHOULD BE CONSIDERED 

AS IMPORTANT AS THE NEXT. AN IN-DEPTH DETAIL OF EACH BLOCK FOLLOWS.

BUILDING BLOCK 1—INSURANCE-GROW OUR NORTH AMERICAN TRUPANION PRODUCT  2

We believe that any informed, responsible pet owner would want to buy Trupanion for their pet. Being 

well-informed removes the uncertainty and confusion around product selection, and Trupanion 

ultimately becomes the obvious choice for those that are knowledgeable. Our flagship product is 

widely acknowledged as having the best and the broadest coverage available and it is our goal to 

grow the adoption of this comprehensive product and the associated revenue by 25% each year 

from 2021 to 2025. 

Historically, the entire company has worked together to support the growth of this product. This has 

been an effective way of working over the past 20 years, however our size and scale mean that 

it is no longer sustainable to take such a broad market approach and expect to be as effective, 

especially as we start to introduce new products and channels into our eco-system. 

Therefore, during our next 5-year chapter, we will adjust our organizational structure to provide a 

dedicated focus on all markets our core and much loved Trupanion-branded product is present in. 

We will build upon the framework of the Market Leader model to create alignment, ownership and 

depth of regional understanding to drive the best experience for all stakeholders. The Market Leader 

role will evolve to become a General Manager. By 2025 we expect to have up to 5 North American 

markets, each with a General Manager.

These General Managers will be responsible for the growth in their geography in support of the 

Territory Partners and their Associates. They will work across business units and partner with support 

2 

   In 2020, Trupanion is our core product. It is the one product the business hinges 
around and it is where we are all focused. By 2025, this will dramatically change 
as other business areas around us grow and expand.

03

teams to drive lead growth, conversion improvements and achieve TruTopia. They will own the 

expansion and reach of the Trupanion product, Landspath (see page 11) and, most critically, 

support Territory Partners in maintaining close relationships within the veterinary community. These 

relationships are essential to our success and have created immense barriers for our competitors to 

overcome—sustaining them will be critical to achieving our growth plans. 

Key aspects of our core Trupanion product strategy remain essential within the General Manager 

construct. We must: expand our reach to every new pet owner (lead growth), find new ways to 

educate and sell Trupanion (convert) and deliver on an exceptional member experience (keep). 

Over the next 5 years we will strive to maintain a state of TruTopia—where the number of pets 

enrolling through friend recommendation or pets added by existing members offsets the number of 

pets that are cancelled each month. 

To successfully achieve these goals in North America, we will need to (A) strengthen our moats3, i.e. 

things we have or do that would be really hard for any competitor to have or do as well as us, (B) 

increase the distribution of the Trupanion brand, and associated brands, (C) increase the rate at 

which we convert these pet owners and, (D) continue to enhance our member experience. We’ll 

explore these goals over the following pages before picking back up with our building blocks.

A) Strengthening our moats

Trupanion moat—low-cost operator with high value proposition. To be clear, “low-cost” certainly 

does not mean low quality or lowest price. Being a low-cost operator means that we are operating 

with efficiency, enabling us to provide exceptional service at a cost that helps us to enhance our 

competitive advantage by being able to give more back to our members. Our goal by 2025 is to pay 

over 90% of veterinary invoices within 5 minutes. In 2020, we paid approximately 24% in 5 minutes.

This exceptional member and hospital experience will primarily be delivered through our software. 

We also plan to significantly increase the rate of claims automation for those hospitals that, for reasons 

outside of our control, do not or cannot have access to our software. In 2020 our automation rates 

are around 18% of all claims, by 2025 we are targeting 80% of claims handled through automation.

Automation, which importantly includes our software and non-software claims, allows us to pay 

invoices faster without sacrificing accuracy due to our post-claim audit process by our claims team. 

Automation will mean we are spending less per claim overall to deliver outstanding service. Today, 

we target spending 71% of our members’ monthly cost on paying invoices. In addition, we spend 9% 

of members’ monthly costs to offer our high-quality service. 

Our goal is to dramatically increase our service levels and to do so, we will leverage our automation 

and software patents. Our investment in technology will ensure we can continue to support our claims 

team members and allow them the time to focus on more complex claims, coverage summaries, 

and supporting our new products. We are committed to providing this group with the tools they 
need to carry out exciting, technical work—all of which will improve our member experience.4

3 

4 

   Trupanion Moat: A feature of our business that would take a competitor over 3 – 5 years to replicate. They require deep sustained level 
of effort and time to build and maintain and often can hinge on deep relationships.

    Note that lowering our average cost per claim by increasing claims automation does not mean we will be eliminating our claims 
department or reducing the size of the team. In many cases it will enable current processes to be more efficient and also allow team 
members to have more time to focus on the more complex work as well as coverage summaries and new products.

04

When we use our patented software and claims automation to pay directly, our total cost to process 

a claim is reduced. This reduction in cost will allow us to pass this money back to the pet owner in the 

form of an even greater value proposition.

By 2025 we want to improve our total claims ratio (claims payments + cost to process a claim) for all 

members from 71 to 72%.

SOFTWARE

Our patented software is a key part of our low-cost operator moat. Over the past five years we have 

been learning how to streamline installing our software in hospitals, or to have hospitals frequently 

use the software after installation. We realize it’s not easy.

At the start of 2021 we anticipate that close to 6,000 hospitals will have our software installed—a 

little under 25% of the total hospital population. These 6,000 hospitals provide a good foundation 

for the next five years as the benefits of direct and immediate payment become known to more 

pet owners. By the end of 2025, we expect the penetration rate of our software to be over 90%. Our 

approach to generating demand for our software will need to adjust to reach this milestone; here’s 

how we plan to achieve this:

We will increase our investment in the software to fund a product redesign—both in terms of look 

and feel as well as functionality. Our software will become the “bee’s knees” of hospital software 

providing real-time opportunities to engage with the hospital team to create an increase in utilization. 

We will launch a robust awareness campaign with our existing member base. Now that we have 

approximately 600,000 pets enrolled, we will connect with our hundreds of thousands of pet owners, 

to develop awareness of our unique ability to pay their invoice for them. We plan to create ways for 

our members to initiate conversations with their hospitals about direct payment. We believe many of 

our members do not even know this service exists and we see this as a huge opportunity to grow our 

software penetration while increasing the number of members and veterinary teams experiencing 

the benefits. 

In meeting this goal we anticipate it will result in us achieving a 99.00% member retention rate, which 

is a critical element for achieving TruTopia with our core Trupanion product. 

TRUPANION MOAT—PRICING OF OUR SUB-CATEGORIES 

As with any moat, it takes hard work and sustainable effort to build and maintain it (if it was easy, it 

wouldn’t be a moat)! A core tenet of our business model is our pricing promise to treat all pet owners 

fairly. This means the owner of a retriever in Seattle should pay a different amount AND receive the 

same value as the owner of a poodle in Phoenix. No matter the species, breed, age or location, 

the value returned to our members when they make a claim should be consistent if their pet is 

“average”. It’s important to note that our intangible product provides value by helping a pet owner 

budget and care for their pet in the event it’s needed. The amount we return is the average amount 

we spend paying our members’ invoices, currently 71% and targeting 72%. 

Said another way, imagine that for every $1 we receive, we spend 71 cents (targeting 72 cents) 

to pay invoices. Every time we can improve our efficiency, more of that $1 can be spent paying 

invoices, which increases the value to the member. The better the experience, the happier 

our members. 

05

The more accurately we can price, the more we can deliver on this pricing promise. The better we 

can do this up-front (rather than having to make dramatic changes later) the more likely members 

will remain members. 

We are proud that we already have more focus and talented, 

dedicated actuaries than any of our competitors. 

We believe that rate increases should reflect the 

trend in a given geographical area where the 

cost of care and overall inflation increases 

between 5-8% each year. We have learned 

that when our members experience rate 

increases over 20%, retention is lower. 

We know retention reduces further if 

a  member  receives  20+%  increases 

year after year. To provide exceptional 

member experience we will smooth out 

our rate adjustments with an enhanced 

approach to pricing. To do this we will 

become more focused on the expansion 

of our neighborhood pricing approach, an 

approach  star ted  with  the  launch  of  our  2.0 

product in Florida. 

Neighbo r hood  p r icing  ensu res  we  have  bet ter  p r icing  data  to  develop  rates  that  a re 

appropriate—ultimately helping to avoid large swings in pricing due to changes in the data that 

could have been anticipated. We are able to do this more effectively due to data that we can pull 

from our software, through information shared through our partnerships with practice management 

system providers and analysis of cost trends of pet owners in general, not just Trupanion members.

Our goal between 2021 and 2025 is for our members to experience rate increases in-line with local 

inflation in their neighborhood. This will likely be an increase between 5-12% each year as we learn 

to adjust and sharpen our approach. In the event that we need to increase rates more, this will be 

as a result of changes shown in our data that are driven by the market (e.g., significant increase in 

cost of care in a neighborhood). In any situation, our pricing and member-facing teams will partner 

to craft deeper communication and training moments to help support and guide our members and 

partners through proactive rate adjustment conversations. 

Having more data sources allows us to target 98% pricing accuracy across our top 5,000 sub-

categories by 2025 (up from 50% across our top 100 subcategories in 2020).

B) Increasing Our Reach to New Pet Owners—Our distribution strategy 

One great benefit to having built the Trupanion brand into what it is today is that we attract the 

interest of potential new strategic partners and distribution channels. These companies want to be 

involved in the growth of the category, and they recognize the value of our brand and our expertise. 

Over the next five years we will have big opportunities to dramatically increase the number of pet 

06

owners learning about Trupanion as a brand, the core Trupanion product, and in some instances 

the assurance of quality the Trupanion brand represents. These opportunities include entering into 

new or enhancing existing partnerships with other industry leaders to expand the distribution of the 

Trupanion brand. 

Between now and 2025, we will look to significantly increase the infrastructure and support dedicated 

to growing our channels and as such will look to build out a new area of our business related entirely 

to maximizing distribution. Each of our distribution channels will be operated as a business unit 

with a clearly defined owner—resourced with dedicated teams—focused on delivering the best 

returns. This ownership will be critical to success. The owners will operate as partners to the General 

Managers, creating new channels of distribution for each market to support mutual growth. They 

will also be responsible for driving growth through partner brands, such as Aflac, helping to reinforce 

the assurance the Trupanion brand presents when in partnership with others. 

The biggest distribution opportunities for new or incremental lead growth can be summarized 

as follows:

E-LEADS

Trupanion has exclusive relationships with IDEXX and Covetrus, the owners of over 75% of practice 

information management systems (PIMS) used in North America today. PIMS are important for us 

because they can provide us with access to the new pet owners who make their first visit with their 

pet to a hospital each month. This is approximately one million people—potentially one million 

leads per month! We refer to these as e-leads.

A core part of our 5-year strategy is to understand how to operationalize the e-leads channel to 

reach this group of one million new pet owners every month. 

We are confident that the combination of our current partnerships—and the opportunity of new 

partnerships ahead of us—will help us to maximize our reach to new pet owners during the next 

5 years.

STATE FARM

We are proud of our exclusive relationship with America’s largest insurance brand, State Farm. With 

access to over 18 million homes—and likely 9+ million pet owners—we have huge opportunity for 

growth. We have started to make progress in 2020 with the launch of Trupanion across the State 

Farm website, yet still have to develop a robust agent engagement program to fully appreciate the 

value of this huge US brand. 

With such a large addressable market, we feel this target is distinctly achievable with partnership 

buy-in. To do this, we will need to enhance our resourcing and support of this major potential channel 

in 2021. As with all major distribution channels, we will be scaling our support and working cross-

functionally with subject matter experts to provide the necessary resources in terms of infrastructure 

to excite State Farm agents and grow this business unit to meet its potential.

07

BREEDER

As our fastest-growing channel over the last 5 years, our goal for the next 5 will be to continue to 

expand our reach across the breeder community. Breeder has proven to be a fantastic channel for 

the Trupanion product with strong lead growth, the highest conversion rates and exceptional lifetime 

value. These three components indicate a very strong future for the breeder channel.

WORKSITE BENEFITS (FORMERLY CORPORATE BENEFITS)—AFLAC—POWERED BY TRUPANION

This is a distribution channel that enables employers to offer pet medical insurance to their team 

members as a benefit. We believe that Worksite Benefits can exceed $100m in revenue by 2025. 

In 2020, we have seen solid growth generated by our internal team, but to be successful long-term, 

we believe that strategic partnerships in the worksite space are essential. With that in mind, we are 

very excited to be beginning our relationship with the leading provider of worksite benefits, Aflac. 

As a key shareholder in Trupanion, Aflac will be a committed partner with full alignment, eager to 

support the growth of medical insurance for pets as a Worksite Benefit. 

We will look to Aflac to be our catalyst for growth in this space. We will need to think differently 

and will leverage their extensive knowledge and partnerships with all leading benefit platforms 

to help redefine our product offering to take advantage of a market currently dominated by our 

competitors. We don’t yet know the details around how this will look but we do know that our 

Worksite Benefit product, starting in 2021, will be very different. It will be one of the first products to be 

launched to market as “Powered by Trupanion”. We’re excited to launch into a several-year growth 

plan incorporating Aflac’s extensive broker network, partnering with their new direct to consumer 

brand and ultimately, joining forces with the 20,000 strong ‘Aflac Army’ of agents. 

We are confident that with Aflac alongside us, we can increase this emerging channel to achieve 

$100m in revenue by 2025.

SOCIAL MEDIA

Facebook and other digital platforms are shifting from conversion tools to fast becoming lead 

generation channels. These channels have the ability to target responsible, loving pet owners with 

a new pet at home, to initiate conversations about the need for high quality medical insurance.

08

As we continue to mature as a business, some of the skills we have been learning will start to become 

further embedded into our business units. Converting our leads and retaining our members will be 

essential skills needed across all business units: geographies, product lines, and distribution channels. 

While we are currently dedicated to supporting the core Trupanion product, we will adjust to support 

our new products and partners, speed up the learning process, and ultimately help these new lines 

of business to grow faster. We’ve spent 20 years learning how to do this for Trupanion; now we can 

take that learning and apply to other products and brands.

C) Conversion

Growing our ability to educate and inform pet owners “Why Trupanion” will continue to be a major 

focus for many teams in the business.

Conversion is measured as a blend of pet owners converting both online and over the phone. 

Our phone conversion rates have been consistently strong in past years and we have come to 

expect more than 1 in 2 pet owners will enroll this way. As we look to continue to grow the core 

Trupanion product, phone conversion will play a key role in establishing the first “brand cuddle.” We 

are committed to call-driving initiatives to maximize our opportunities. This high-touch experience 

gives us a rare chance to connect directly with our members and to hear about their pets! This will 

remain a key part of our strategy. It’s why we love what we do!

Online conversion is more challenging. We have made good progress to improve this—most 

significantly in 2020—and will continue to focus in this area. We will adjust our lens further to fully 

support complete digital conversion to encapsulate all device-type experiences that a future 

member may have access to—text, mobile, chat, email, web, tablet, etc. We intend to increase our 

digital conversion rates from 11% to well over 20% by the end of 2025. 

This increase in digital conversion will significantly increase our blended conversion—web and 

phone conversion rates combined—from over 15% in 2020 to over 25% by 2025. We set this goal 

because we believe that 1 in 4 pet owners is a potential Trupanion member, and we are targeting 

a blended conversion rate that is representative of that. 

As well as supporting the core Trupanion product, our conversion skills will be applied to support new 

geographies, products, and distribution channels. We will inevitably require growth in this space to 

support so many new business partners across the company. 

09

D) Enhance our member experience

In addition to increasing access to our software, paying invoices faster, and pricing more accurately, 

we will continue to invest time and resources into further enhancing our member experience. 

Developing technologies and finding ways to engage, surprise, and delight our members will be key 

to create an increase in lifetime value, referrals, and pets added to support TruTopia.

While we look to grow our Trupanion-brand product substantially, our target Adjusted Operating 

Margin (AOM) will remain at 15%. We expect to miss this target at the end of the current 5-year Plan 

by about 1%. For the next 5-year chapter, we anticipate achieving the 15% goal as follows by 2025:

Targeted Adjusted Operating Margin

9%

72%

4%

15%

   Value Proposition—Claims payment and processing cost

   Variable Expenses—Amount we spend to provide excellent customer service

   Fixed Expenses—General and Administrative, Technology and Development

   Adjusted Operating Margin (AOM)

To support this operational efficiency, we will look to invest more in our financial systems and teams, 

such as introducing a new accounting and human resources information system and working with 

leading technology providers to give access to tools that allow for quicker decision making and 

easier reporting for all. As we increase the need to support a growing number of brands, countries 

and products, we will invest in our people and technology to do this the right way.

ANCILLARY PRODUCT GROWTH 

As well as driving the growth of the core Trupanion product, we will look at expanding our expertise 

to support the development and launch of new products. The products below will be focused in the 

North American markets initially. Depending on launch metrics and growth acceleration, we may 

choose to deploy these in other geographies before the end of 2025 too—time will tell.

BUILDING BLOCK 2—INSURANCE-PHI DIRECT AND FURKIN

Over the next 5 years we are excited to launch two new subscription products—PHI Direct and 

Furkin—into the North American market. Our ability to operate at scale means that we are now able 

to support the development of new brands and accelerate their growth curve—which also allows 

the broader Trupanion family to grow. Many of our operational teams will be involved in bringing 

these two brands to life—we will be expanding our contact center, claims, finance, communications, 

marketing, IT, people ops, legal and facilities teams in support of these product additions. 

10

       
            
                
These new pet medical insurance products will offer pet owners different price point choices. 

Critically, each will offer the same high value proposition as our Trupanion-brand product (the 

targeted 72% spent paying invoices). The brands will not be marketed together but by being 

available, they will help pet owners to clearly understand the difference in coverage. 

We believe that when we can educate pet owners about the real differences between high, medium 

and low ARPU products—Trupanion (high ARPU = broadest and most comprehensive coverage), 

Furkin (med ARPU = mid-level coverage) and PHI Direct (low ARPU = lowest level coverage)—we can 

grow penetration of the industry and Trupanion Inc.’s overall share of market. In short, we know that 

some consumers may enroll in brands other than Trupanion, which is OK if they are informed and 

understand the difference in coverage. If that occurs, we want them to make an educated decision 

and enroll with a brand that we own that provides high value and is not misleading. 

We plan to launch these products in Canada and then the US. The products will be marketed as 

direct-to-consumer brands and will not be sold through our Territory Partners and Associates, nor will 

they be Powered by Trupanion. 

BUILDING BLOCK 3—INSURANCE: INTERNATIONAL GROWTH-HOSPITALS & PET GROWTH

The more hospitals we partner with, the more pets we help. Over the next 5 years we intend to take 

advantage of opportunities to expand into countries other than the U.S, Canada and Australia. 

Our partnership with Aflac presents us with a direct opportunity to enter into Japan where Aflac 

has customers in 1 in 4 households! We have plans to explore this early into our next 5-year chapter. 

In addition to Japan, we don’t know exactly which countries we’ll move to next. We anticipate 

potential expansion into countries such as the UK, Brazil, and potentially parts of Western Europe. In 

keeping with our approach in the North American market and Australia, we will create leadership 

positions to oversee the general management and growth for each of these new geographies. 

Our goal for entering into these additional markets is to double the number of hospitals where pet 

owners can learn about our Trupanion-branded product from about 25k today to 35k by the end of 

2025, and then to 50k by the end of 2030.

For each hospital we enter, we will use the same unit of measurement for success—striving for 

consistent growth in same-store-sales to maximize our reach to each new pet entering a hospital. 

Naturally, the core elements of a growth model to drive leads and increase conversion and member 

retention will be critical ingredients for sustainable brand growth and increased contribution to the 

Trupanion Inc. growth curve.

We may also move forward with international partners and use our expertise to grow non-Trupanion 

brand products as well, should an appropriate and meaningful opportunity arise. 

BUILDING BLOCK 4—FOOD-LANDSPATH

Our wellness food initiative is based on the theory that pets who are fed portion-controlled, high-

quality food will live longer, healthier, and happier lives. We have a hypothesis based on third-party 

health and nutritional studies that these pets could have up to 2 years extended life. We are very 

excited to launch this new product—named Landspath—which will be sold directly through the 

veterinary channel. 

11

In 2021, after over two years of research, we anticipate launching this venture in partnership with 

leading therapeutic food company, Rayne Clinical Nutrition. We will initially launch to our member-

base and expect to begin working with partner hospitals across North America within the first 6 

months of the year.

If our hypothesis is true, members with pets eating Landspath will enjoy the benefits of savings on our 

insurance products because we will have data to demonstrate that they are less prone to illnesses. 

This integrated product approach will be a fantastic member benefit and experience. 

Landspath creates a much-needed source of recurring revenue that supports the veterinary channel 

and creates additional value for our members. 

The market for pet owners who want to invest in their pet’s health via high quality food is substantial: 

We aim to be selling $100m in revenue of food each year by the end of 2025. 

BUILDING BLOCK 5—PET CARE-GPS TRACKER

There are around 180 million cats and dogs in North America. About one third will go missing at some 

point in their lives. Eighty percent will not be recovered. Rather than anxiously waiting and hoping 

someone takes a lost pet to a shelter or veterinarian to scan a microchip that may or may not be 

there, our solution is to enable pet owners to instantly locate their pet using an app on their phone 

through a self-charging, patented GPS unit which attaches to the pet’s collar. 

We will create a GPS team that will operate as a start-up business unit, separate to the core Trupanion 

business. We feel we can leverage our operating scale to support this business to accelerate growth, 

but acknowledge that it is equally important for the GPS owner to be able to move with pace 

outside of the core business. 

BUILDING BLOCK 6—TECHNOLOGY SOLUTIONS

To help the growth of Trupanion and associated brands we will be making investments to significantly 

bolster our internal—and external-facing technology systems in direct support of our ever-expanding 

IT team. The value of this incremental technology investment will be a key advantage to drive 

support, efficiencies and a smarter way of working for the entire business. 

We anticipate that through acquisitions of leading pet health technology companies such as 

Aquarium and BabelBark, we will be able to rapidly increase our pace of technology growth across 

Trupanion Inc. 

In addition to adding value internally, we will also consider how technologies can be shared and 

re-sold to others in the pet space—building on the infrastructure and expertise we have already 

developed through our patented software while also ensuring the technology that we consider a 

competitive moat is maintained. As with all opportunities, the revenue target will be $100m with an 

AOM of 15% or $15m of adjusted operating income.

Much like GPS, the technology support for the Trupanion brand and associated products is our 

biggest motivation and the main value-driver for this initiative.

12

TRUPANION INC. & OUR BRAND FAMILY

The next 5 years will open up a whole new approach to the way we think about ‘Trupanion’, our 

much loved brand. 

Historically, the vast majority of our company has been focused on the growth of one product 

and because of this we have referred to our entire business as Trupanion. Through the hard work 

and strong execution of our team, we have earned the right to represent far more of the brands in 

the insurance market and the broader pet space. The core Trupanion product will continue to be 

the largest and biggest revenue generator for the next 5 years. However, as we grow we have the 

opportunity to extend that reach and to help more pets. 

We believe Trupanion Inc. (our parent company 5) can drive the growth of products outside of 

insurance such as GPS, Food and Technology. As experts in the pet world, we are confident in our 

ability to help support our mission in more ways than just insurance and we’re excited to do so!

OUR BRAND & PRODUCT ECOSYSTEM

With the introduction of so many brands into our family, it’s important to be clear when we are talking 

about our core Trupanion product versus things the Trupanion Inc. team might be involved in. The 

visual below demonstrates the consumer facing brands that will exist in our ecosystem between 

2021 and 2025.

“Powered by Trupanion”

A brand mark applied to products that 

carry the following features:

•  Payment, direct to the veterinarian 

at the time of check-out

•  24/7 customer support

•  TP Nation support

“Trupanion” 1.2, 2.0, 3.0...

We  should  expect  our  core  product, 

referred to as “Trupanion” to always be 

the best possible product avilable. We 

will continue to iterate on the features 

and coverage and allow our product to 

evolve and grow as the pet, pet owner 

and veterinarian needs adjust.

It will have the highest Lifetime Value and 

the highest allowable Pet Acquisition Cost.

“TRUPANION” 
BEST 
COVERAGE 
1.0 & 2.0

“POWERED BY 
TRUPANION”

PHI 
DIRECT

Mission

To help loving, responsible 
pet owners budget and 
care for their pets.

GPS

LANDSPATH

FURKIN

5 

   All brands and entities roll into Trupanion, Inc. overall and our stock and shareholders are in the parent company.

13

POWERED BY TRUPANION

As our brand grows and our referral rates increase, we are becoming more widely recognized as 

providing pet owners and veterinarians with a quality and unrivalled member experience. As this 

positive brand association gains momentum we will begin to allow use of our brand in support of 

new entrants to the insurance market—brands looking for the best possible association with an 

expert partner. This approach unlocks the power of Trupanion for many other products. The tagline 

“Powered by Trupanion” will sit proudly alongside brands in the future—starting with Aflac in 2021.

“Powered by Trupanion” will become a brand reference serving as a hallmark of quality indicating 

to pet owners and veterinarians that whenever Trupanion is involved, the pet owner should expect 

a best-in-class experience. This will include:

•  Payment direct to the hospital at the time of invoice and access to our world-class 

claims team

•  24/7/365 customer care and support 

•  Retention support from TP Nation to help drive greater retention at the hospital level (This 

is for retention only. Brands will not be leveraging TP Nation as a sales team but as an 

ongoing resource of support. TPs help to create the brand assurance for which Trupanion 

has become known).

Some brands may also look to us to offer services in addition to the core “Powered by” elements, 

such as sales, marketing and communications. Unlike the three core elements, other support services 

can be provided on an individual basis and decided on by the brand. Think of it like a continuum 

where our brand partners can choose the level of involvement they have to suit their needs.

Third-party Partners Service Level Spectrum
“Powered by Trupanion”

Light Service

Custom Service

Full Service

“ Powered by Trupanion” 

Core attributes:

 Vet Direct Pay

 24/7 Customer Care*

 Claims processing

 TP Nation (Retention)

Other support services 
can be provided on an 
individual basis 
and decided on by 
the Partner

“ Powered by Trupanion” 

Core attributes plus:

 All Sales

 All Marketing

 All Communications

*24/7 Customer Care must be avilable for all brands carrying “Powered by Trupanion” but it 
does not mean it needs to be conducted by Trupanion. 

We are looking forward to expanding the reach of the Trupanion brand into new product lines to 

help provide assurance to more pets, pet owners, and veterinarians around the world. 

14

 
 
 
 
 
 
 
HOW WE MAKE GROWTH DECISIONS

Aside from reinforcing our moats and working on creating our building blocks to growth, there will 

continue to be many opportunities to grow our current business or to expand into new areas. To 

ensure we remain focused and committed to our strategic plan, we have outlined key decision 

criteria that will be applied ahead of moving forward with an opportunity: 

•  We will not move forward with an initiative unless it benefits all of our key stakeholder groups: 

 - Pets

 - Pet Owners

 - Veterinarians

 - Team Members, Territory Partners, and Associates

 - Strategic Partners

 - Investors

•  The opportunity must be worth our time and investment. Specifically, after 5 years we want 

it to be able to generate $100m + in annual revenue with Adjusted Operating Income of 

at least $15m. (These financial results could be generated directly from the opportunity or 

indirectly by benefitting an existing brand). 

•  We have and are willing to invest the resources (people, funds) in order to be successful. If 

something is worth doing, we will do it the right way. 

•  We have alignment with a potential partner regarding their approach to diversity, equity 

and inclusion.

•  We will consider the impact to our current business and create a clear roadmap and 

prioritization framework to help our teams to understand the “why.” We want people to 

enjoy these opportunities and to feel ready and able to execute on them.

•  We won’t move forward with an opportunity if it’s going to negatively impact one of 

our moats.

•  We won’t move forward with an opportunity if we believe it will negatively impact one of 

our brand tenents or core beliefs (such as selling our data or adding wellness to the core 

Trupanion product).

To set ourselves up to handle new products, new geographies, and new distribution channels our 

core operational teams will receive significant investments in systems, people, infrastructure, and 

training. Some of these investments will be made in enterprise technologies such as accounting 

and human resource information system (HRIS), policy administration, BI platforms, digital asset 

management, training and communication platforms, remote working advancements, financial 

reporting, and many more. 

15

OUR PEOPLE AND OUR CULTURE

Our 5-Year Plan would not be complete without talking about our best asset: our people. A lot will 

determine whether we achieve the goals in this Plan, none more so than whether we have the right 

people in the right roles, whether we help them be the best they can be, and whether we offer an 

environment that makes Trupanion the destination to build a career. 

We are committed to establishing a company-wide diversity, equity, and inclusion strategy to create 

an increasingly fulfilling and engaging workplace for everyone. We believe that diversity, equity, 

and inclusion are critical to supporting our team members and improving our ability to achieve our 

mission. We will define key corporate goals to ensure these ideals become fully embedded in who 

we are. 

For our team members, the work reflected in this 5-year Plan should mean many career growth 

opportunities and the benefits that come from being a part-owner of a successful growth company. 

To help so many more pets with more products in more places, we know our organization will look 

very different at the end of 2025. We will be a lot bigger and we will need to develop more leaders 

to keep us moving forward. Doing this well will be the single biggest driver of our success. 

Finally, while this Plan is devoted to looking forward, we also want to preserve the great parts of how 

we got to this place where we can even contemplate these ambitious goals. We want everyone 

who joins us in the future to know the first pet we insured, about how the conference rooms got their 

names, about why we ring the bell, and all the other things that make us who we are.

We look forward to sharing your energy and enthusiasm for this next generation of Trupanion and 

your commitment to bringing this plan to life. 

Thank you for being with us.

16

2023
Form 10-K

UNITED STATES 
SECURITIES AND EXCHANGE COMMISSION 
Washington, D.C. 20549 
FORM 10-K 
(Mark One) 
☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 
For the fiscal year ended December 31, 2023 
or 
☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 
For the transition period from ____ to ____ 

Commission File Number: 001-36537
TRUPANION, INC. 
(Exact name of registrant as specified in its charter) 

Delaware
(State or other jurisdiction of incorporation or 
organization)

83-0480694

(I.R.S. Employer Identification Number)

6100 4th Avenue S, Suite 200

Seattle,  Washington

98108

(855)  727 - 9079

(Address, including zip code, and telephone number, including area code, of registrant’s principal executive offices) 
Securities registered pursuant to Section 12(b) of the Act:

Title of Each Class

Common stock, $0.00001 par value per share

Trading Symbol

TRUP

Name of Exchange on Which Registered

The NASDAQ Stock Market LLC

Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. ☒ Yes ☐ No 

Securities registered pursuant to Section 12(g) of the Act: None.

Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act.  ☐ Yes ☒ No 
Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during 
the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for 
the past 90 days. ☒Yes ☐ No 
Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of 
Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). 	 
☒ Yes ☐ No 
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an 
emerging growth company. See the definitions of "large accelerated filer," "accelerated filer," "smaller reporting company," and "emerging growth company" 
in Rule 12b-2 of the Exchange Act. 

Large accelerated filer ☒
Non-accelerated filer ☐

Accelerated filer ☐
Smaller reporting company ☐
Emerging growth company ☐

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or 
revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.  ☐
Indicate by check mark whether the registrant has filed a report on and attestation to its management's assessment of the effectiveness of its internal control 
over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its 
audit report.  ☒
If securities are registered pursuant to Section 12(b) of the Act, indicate by check mark whether the financial statements of the registrant included in the filing 
reflect the correction of an error to previously issued financial statements. ☐ 
Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation received by 
any of the registrant's executive officers during the relevant recovery period pursuant to §240.10D-1(b).   ☐ 

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). ☐ Yes ☒ No 
The aggregate market value of the registrant’s common stock held by non-affiliates as of June 30, 2023, the last business day of the registrant’s most recently 
completed second fiscal quarter, was approximately $622,812,960 using the closing price on that day of $19.68. 

As of February 19, 2024, there were approximately 41,814,768 shares of the registrant’s common stock outstanding.

DOCUMENTS INCORPORATED BY REFERENCE Part III incorporates certain information by reference from the definitive proxy statement to be filed by 
the registrant in connection with the 2024 Annual Meeting of Stockholders (Proxy Statement). The Proxy Statement will be filed by the registrant with the 
Securities and Exchange Commission pursuant to Regulation 14A not later than 120 days after the end of the registrant’s fiscal year ended December 31, 2023. 

TRUPANION, INC. 
Annual Report on Form 10-K
For the Fiscal Year Ended December 31, 2023 
TABLE OF CONTENTS

Business
Risk Factors

Unresolved Staff Comments
Cybersecurity
Properties
Legal Proceedings
Mine Safety Disclosures

PART I

PART II

Market for Registrant's Common Equity, Related Stock Holder Matters and Issuer Purchases of Equity 
Securities
Reserved
Management's Discussion and Analysis of Financial Condition and Results of Operations
Quantitative and Qualitative Disclosures about Market Risk
Financial Statements and Supplementary Data
Changes in and Disagreements with Accountants on Accounting and Financial Disclosure
Controls and Procedures
Other Information
Disclosure Regarding Foreign Jurisdictions that Prevent Inspections

PART III

Directors, Executive Officers and Corporate Governance
Executive Compensation
Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters
Certain Relationships and Related Transactions, and Director Independence
Principal Accountant Fees and Services

PART IV

Exhibits, Financial Statement Schedules
Form 10-K Summary
Signatures
Parent Company Financials

Page

3
11

34
34
35
35
35

36
38
39
59
60
94
94
97
97

98
98
98
98
98

99
101
102
105

Item 1.
Item 1A.

Item 1B.
Item 1C.
Item 2.
Item 3.
Item 4.

Item 5.
Item 6.
Item 7.
Item 7A.
Item 8.
Item 9.
Item 9A.
Item 9B.
Item 9C.

Item 10.
Item 11.
Item 12.
Item 13.
Item 14.

Item 15.
Item 16.

Note About Forward-Looking Statements

This Annual Report on Form 10-K contains forward-looking statements within the meaning of Section 21E of the Securities 
Exchange Act of 1934, as amended (Exchange Act), and Section 27A of the Securities Act of 1933, as amended (Securities 
Act). All statements contained in this Annual Report on Form 10-K other than statements of historical fact, including statements 
regarding our future results of operations and financial position, our business strategy and plans and our objectives for future 
operations, are forward-looking statements. The words “believe,” “may,” “will,” “potentially,” “estimate,” “target,” “continue,” 
“anticipate,” “intend,” “could,” “would,” “project,” “plan” and “expect,” and similar expressions that convey uncertainty of 
future events or outcomes, are intended to identify forward-looking statements. 

These forward-looking statements are subject to a number of risks, uncertainties and assumptions, including those described in 
Part I. Item 1A. “Risk Factors” and elsewhere in this Annual Report on Form 10-K. Moreover, we operate in a very competitive 
and rapidly changing environment, and new risks emerge from time to time. It is not possible for our management to predict all 
risks, nor can we assess the impact of all factors on our business or the extent to which any factor, or combination of factors, 
may cause actual results to differ materially from those contained in any forward-looking statements we may make. In light of 
these risks, uncertainties and assumptions, the forward-looking events and circumstances discussed in this Annual Report on 
Form 10-K may not occur and actual results could differ materially and adversely from those anticipated or implied in the 
forward-looking statements. 

You should not rely on forward-looking statements as predictions of future events. Although we believe that the expectations 
reflected in the forward-looking statements are reasonable, we cannot guarantee that the future results, levels of activity, 
performance or events and circumstances reflected in the forward-looking statements will be achieved or occur. We undertake 
no obligation to update publicly any forward-looking statements for any reason, except as required by law. 

Unless otherwise stated or the context otherwise indicates, references to “we,” “us,” “our” and similar references refer to 
Trupanion, Inc. and its subsidiaries taken as a whole.

2

Item 1. Business 

Our Mission

PART I

Our mission is to help loving, responsible pet owners budget and care for their pets.

Company Overview

We provide medical insurance for cats and dogs in the United States, Canada, Continental Europe, and Australia. Through our 
data-driven, vertically-integrated approach, we develop and offer high value medical insurance products, priced specifically for 
each pet’s unique characteristics and coverage level. Our growing and loyal membership base provides us with highly 
predictable and recurring revenue. 

We operate in two business segments: subscription business and other business. We generate revenue in our subscription 
business segment primarily by subscription fees from direct-to-consumer products. We operate our subscription business 
segment similar to other subscription-based businesses, with a focus on achieving a target margin prior to our pet acquisition 
expense and acquiring as many pets as possible at our targeted average estimated internal rate of return. Within our subscription 
business, we also provide "Powered by Trupanion" pet insurance product offerings marketed by third parties and, in Canada, 
low and medium average revenue per unit (ARPU) products marketed under the brand names Furkin and PHI Direct. We 
provide a full suite of services and support for these products and they are designed to align with the target margin profile of 
our subscription business segment. Within our subscription business segment we also offer products in Continental Europe, 
which are currently underwritten using third-party underwriters. 

Our other business segment is comprised of revenue from other product offerings with third parties with whom we generally 
have a business-to-business relationship. This business segment has a different margin profile than our subscription segment 
and includes revenue from writing policies on behalf of third parties and revenue from other products and insurance software 
solutions. 

Our Business

It is very difficult for pet owners to budget for veterinary expenses when their pets become sick or injured.  Pet owners do not 
know whether their pet’s health will be “average,” “lucky,” or “unlucky.”  Over the life of a pet, veterinary expense for a lucky 
versus unlucky pet can vary from $500 to more than $50,000.  Even if a pet ends up being “average” over its life, the timing of 
accidents or illnesses may not align with the pet owner’s budget. Further, many pet owners do not know how to budget for the 
“average” cost of medical care for their pets.  Average veterinary expenses often greatly exceed the expectations of pet owners 
and vary dramatically based on a multitude of factors, including the availability of care by region and the types of treatments 
advisable for specific pet breeds.  Consequently, self-insuring is not an effective solution for many pet owners as the cost of pet 
medical care has been outpacing inflation for over 20 years due to advancements in medical procedures and technology and due 
to increased availability of high-quality care.  

Our monthly subscription products, priced specifically for each pet’s unique characteristics and coverage level, help pet owners 
budget for unforeseen medical expenses. Through our high quality medical insurance products, pet owners are able to ensure 
coverage for the best care for their pet and avoid decisions being made due to financial constraints. Our monthly subscription 
business model also provides us with high quality predictable and recurring revenue. 

Our subscription business’s cost-plus model is designed to spread the risk evenly within categories of pets so our members can 
better budget for unexpected veterinary costs. We have been collecting comprehensive pet health data for over 20 years.  We 
believe our data and approach to pricing is unmatched by other pet insurers and provides us with a greater understanding of 
anticipated veterinary costs. We leverage this to price our subscription plan for each pet based on their specific circumstances 
such as breed, age (at enrollment), geography, desired deductible or co-payment and coverage level, so that, in aggregate, the 
amounts paid by owners of lucky pets helps to cover the veterinary costs incurred by unlucky pets. We believe our actuarial 
team, working with our granular data, is able to price our subscription plan much more accurately than any other players in the 
pet health insurance industry, enabling us to provide our members with the most accurate cost and highest value proposition 
relative to coverage level. 

Our core “Trupanion” product was designed by veterinarians to enable them to practice the best medicine – thus recommending 
the optimal treatment for the pet. As a result, we believe our Trupanion-branded products enable veterinarians to establish 
stronger ties and better alignment with their clients. Members with a Trupanion-branded product visit their veterinarian more 
frequently and spend more money on the best course of treatment for their pet.  This results in better health outcomes for pets, 
which we believe creates a flywheel effect that has been the key driver of growth for our subscription business.

3

Through the use of our proprietary, patented software designed to communicate directly with a veterinary hospital’s practice 
management system, we are able to offer a differentiated experience to pet owners. Using our software, veterinary hospitals can 
receive payment from us directly for approved invoices in seconds, with their clients (our members) only paying their 
deductible or co-payment for covered treatments. We believe this unique and patented solution, which is offered free to 
veterinarians and pet owners, transforms the insurance experience.

Through our "Powered by Trupanion" suite of products, which are marketed by third parties, we are broadening our distribution 
in the retail and corporate worksite channels. Our "Powered by Trupanion" products offer the same differentiated experience 
Trupanion pet owners receive but with options for varying levels of coverage to meet budgetary requirements. Our Furkin and 
PHI Direct products are currently distributed direct-to-consumer in Canada.

Our other business segment is comprised of other product offerings with third parties with whom we generally have a business-
to-business relationship, and this business segment has a different margin profile than our subscription segment. Products in this 
segment include providing pet medical insurance policies on behalf of the U.S. Department of Veterans Affairs program, 
employer sponsored programs, and underwriting policies on behalf of third parties that do not carry reference to the Trupanion 
brand. Additionally, our other business segment includes the sale of insurance software solutions. 

Our target markets are large and under-penetrated, as measured by insured pets: 

Household dogs and cats (in thousands)

Pet insurance market penetration

North America1
210,000 

 3.0 %

Continental Europe2

Australia3

160,750 

 8.4 %

8,900 

 9.0 %

1According to IBIS World and Canadian Animal Health Institute, there are approximately 210 million household dogs and cats in the United States and 
Canada. North American Pet Health Insurance Association estimates that the penetration rate for medical insurance for cats and dogs in North America is 
approximately three percent. We believe that over the long-term, the North American penetration rate can reach levels comparable to the U.K., where, 
according to Global Market Insights, approximately one in four cats and dogs has medical insurance. 

2According to FEDIAF European Facts & Figures, GfK Czech consumer panel, and KVL Czech Republic, there are approximately 161 million household 
dogs and cats in Continental Europe. The estimated penetration rate for medical insurance for cats and dogs is approximately eight and a half percent. 

3According to PetKeen, there are approximately 8.9 million household dogs and cats in the Australia. The estimated penetration rate for medical insurance for 
cats and dogs is approximately nine percent.

Our total enrolled pets grew from 31,207 pets on January 1, 2010 to 1,714,473 pets on December 31, 2023, which represents a 
compound annual growth rate of 33%. As a result, our revenue has grown from $19.1 million in 2010 to $1,108.6 million in 
2023 which represents a compound annual growth rate of 34%.

4

 
 
 
Our Strategy

We are focused on attracting and retaining members by providing a best-in-class value and member experience. In particular, 
we concentrate on the following:

Increasing leads from veterinary hospitals. We intend to increase the number of veterinary hospitals that help their clients 
learn about high quality medical insurance, and to increase the rate at which active veterinary hospitals refer leads to us by 
leveraging our outside sales team of Territory Partners who interface directly with veterinarians. 

Increasing referrals from members. We seek to grow the number of existing members that add a pet or refer their friends and 
family to Trupanion. We do so by focusing on improving the member experience, including increasing the percentage of 
veterinary invoices that are paid directly to veterinarians through our patented, proprietary software. 

Improving conversion. We are investing to increase the rate at which we convert pet owners receiving quotes for our 
subscription plan into enrolled members.

Targeting a 71% value proposition.  We aim to return to our members 71% of premiums we collect in the aggregate, which we 
believe is the highest targeted value proposition in our industry. Our ability to target the highest sustainable value proposition 
stems from our low cost operating model. Achieving our targeted value proposition requires we grow our ARPU in-line with 
the cost of veterinary care. 

Improving retention.  Member retention is a key part of our strategy.  Historically, members in their first year of membership 
have the lowest retention rate.  We are investing in the education process for our members and improving initial member 
communication and experiences in order to increase our retention rates. 

Automating payment of veterinary invoices. We use artificial intelligence and machine learning to leverage data to automate 
the payment of a portion of our veterinary invoices.  We intend to increase the percentage of veterinary invoices paid without 
human intervention with the goal of ensuring that we can process veterinary invoices in seconds, at a lower cost and without 
reducing the quality of service.

Expanding additional member acquisition channels. We are growing new member acquisition channels including employee 
benefits, point-of-sale, retail and direct-to-consumer, for the sale of our pet medical insurance products. We also continue to 
pursue new channels that we believe could, over time, deliver our desired return on investment.

Aligning with strategic partners. We maintain relationships with players who are leaders in their field, have long-term 
alignment, and recognize the value of our brand and expertise. These companies generally have well-developed distribution 
channels but do not have our expertise in pet medical insurance. 

Expanding internationally. While the majority of our revenue is derived from the sale of insurance products in the U.S. and 
Canada, we have operations in Europe and operate in Australia through a joint-venture. We continue to explore other 
international expansion opportunities.

Expanding our product offering. We have introduced additional monthly subscription products, maintaining what we believe 
to be the highest value pet medical insurance, but with reduced coverage that is less expensive.  

Pursuing non-insurance revenue offerings. We intend to continue pursuing opportunities to provide pet owners with 
complementary products and services. For example, we have invested in a pet food initiative to explore whether pets on a 
calorie-controlled, high-quality diet have improved health outcomes that can justify a decrease in the cost of their medical 
insurance. We also sell software solutions to third parties.

Sales and Marketing (New Pet Acquisition)

We generate leads through a diverse set of member acquisition channels, which we then convert into members primarily 
through our contact center, website and other direct-to-consumer activities. These channels primarily include leads from third-
parties such as veterinarians, strategic partners and referrals from existing members. 

We build awareness of our core Trupanion product predominately through the veterinary community, engaging our team of 
“Territory Partners."  Our Territory Partners are independent contractors who market our product and are paid fees based on 
activity in their regions. Their role is to create meaningful, long-term relationships with veterinarians and to educate those 
veterinarians about the benefits of high quality medical insurance for pets. We believe this structure aligns our interests and 
provides a platform that we can leverage over time. Our Territory Partner approach is unique and unmatched in our industry.  
We believe that it would be extremely difficult, costly and time consuming for a competitor to replicate this model. 

5

Competition

We compete primarily with pet owners who choose to self-fund their veterinary costs, mainly via credit cards, as well as new 
and existing pet medical insurance brands. We view our primary competitive challenge as educating pet owners on why high-
quality medical insurance for pets is a better alternative to self-insuring.

The vast majority of pet owners in the markets in which we operate do not currently have medical insurance for their pets and 
those that do have medical insurance for their pets do not typically move from one insurance company to another because pre-
existing conditions would likely not be covered following a move. As a result, we are focused primarily on expanding the 
overall size of our markets by providing pet owners with high value, transparent medical coverage designed for each pet's 
unique characteristics and coverage level. 

We have been competing against numerous brands at any given time in our operating history. In our experience, competing pet 
medical insurance companies generally fall into one of two segments: (a) traditional providers with low target price points and 
narrow coverage that is unlikely to cover things most likely to go wrong, like congenital and hereditary conditions, and 
(b) higher-value providers that offer some form of an annual plan designed to increase the cost of the plan as the pet ages.  

In recent years, there has been significant consolidation in the pet medical insurance industry resulting in many brands being 
controlled by a small number of companies. 

We believe that we have competitive advantages that position our product offering favorably compared to other brands offered 
in the marketplace. These include: 

•

•

•

•

broader coverage and a superior value proposition due, in part, to our vertically integrated structure that reduces 
frictional costs,

a unique member acquisition strategy that leverages the relationships our Territory Partners have developed in the 
veterinary community, 

a proprietary database containing over 20 years of comprehensive pet health data enabling us to be more precise in our 
pricing and pet acquisition expense, and 

our patented, proprietary software which allows us to pay veterinary invoices directly at time of treatment.

Intellectual Property

We rely on federal, state, common law, and international rights, as well as contractual restrictions, to protect our intellectual 
property. We control access to our proprietary technology, software, and documentation by entering into confidentiality and 
invention assignment agreements with our employees and partners, and confidentiality and, in some cases, exclusive 
agreements with third parties, such as service providers, vendors, individuals and entities that may be exploring a business 
relationship with us. We also rely on a combination of intellectual property rights, including trade secrets, patents, copyrights, 
trademarks, and domain names to establish and protect our intellectual property. We seek to protect our proprietary position by 
filing patent applications in the United States and in jurisdictions outside of the United States related to our technology, 
inventions, and improvements that are important to our business. We hold six U.S. utility patents and one U.S. design patent 
related to our proprietary software, and we have multiple additional patent applications pending in the United States. We also 
have three issued utility patents and two issued design patents in other jurisdictions, as well as multiple additional patent 
applications pending. We additionally rely on data and market exclusivity, and patent term extensions when available. Our 
ability to protect and enforce our intellectual property rights is subject to risk and our failure to do so may adversely impact our 
business.

Human Capital Resources

Our Team

We are a mission driven organization with a diverse team united by a shared passion for pets. Our team members are our 
greatest asset, and we focus on attracting great people to our team and offering high-quality experiences to all team members. 

As of December 31, 2023, we employed 1,142 people across the U.S., Canada and Europe.  Our team is further supported by 
185 field sales Territory Partner business owners and their associates who represent Trupanion. We also contract with team 
members in the Philippines through a third-party service provider, and we operate in Australia through a joint venture. 

Our team is increasingly global with team members working in our Seattle headquarters in the United States, in our offices in 
the U.K., Germany, and Czechia, and virtually across the U.S., Canada, and Europe. Our Seattle headquarters is pet friendly.  

6

Benefits

We offer each team member substantially the same benefits, regardless of role or level in the organization (with appropriate 
variations due to the country in which they reside). We also recognize the importance of family and design our benefits plans to 
support the physical, financial, and emotional wellbeing of team members and their families.

The benefits available to all team members regardless of role include:

•

•

•

•

•

Childcare & Support for Parents – We understand the importance of family and offer benefits to support working 
parents. Most notably, we offer onsite childcare at our Seattle headquarters. Trupanion pays 100% of the tuition costs 
for one child per Trupanion team member, when space is available.  

Resources for Wellbeing – We offer a variety of benefits to support wellness at and away from work, including free 
access to our onsite gym and an Employee Assistance Program for confidential support to navigate life's challenges. 
We also offer to our team members globally a virtual healthcare concierge service through a leading third-party 
provider specializing in the field of virtual medicine.  

Sabbatical – For every five consecutive years of service at Trupanion, team members are eligible for a paid five-week 
sabbatical.

Paid Volunteer Time – The TruGiving Volunteer Program offers one paid work day per year to volunteer with an 
organization of each team member's choice.

Paid Time Off – At least four weeks of paid time off is granted to team members each year in January, and increases 
with tenure. 

• Medical Insurance for You – Trupanion pays 100% of the premiums for team members’ medical, dental, and vision 

coverage and offers options to enroll eligible family members.

• Medical Insurance for Your Pet – Team members have the option to enroll one dog or cat in 100% company paid 

Trupanion medical insurance at the highest coverage level we offer.

• Health Savings Account – Team members enrolled in our eligible medical plan have access to a Trupanion funded 

Health Spending Account. 

•

•

•

Flexible Spending Dollars – Team members receive flexible spending dollars each year on benefits of their choice, 
including contributions to dependent premiums, fitness and nutrition, childcare, and personal development. 

Leave of Absence & Salary Continuation – We provide all team members that are too ill or injured to work with 
access to time off through leave of absence at a reduced percentage of their salary through our disability pay programs.

Severance and Change in Control Policy – We have a Severance and Change in Control policy that applies equally to 
all team members, regardless of their role at Trupanion.

Diversity, Equity, and Inclusion

We believe that diversity, equity, and inclusion (DEI) is critical to supporting our fellow team members and enhancing our 
ability to fulfill our mission and achieve our goals. We strive to foster an environment where diversity of people with different 
perspectives and backgrounds can thrive. A core tenet of Trupanion is that we offer a work experience that applies equally to all 
team members, regardless of role, as noted for example with respect to our Benefits offerings. This approach extends 
throughout the way we work together; for example, team members that come into any of our offices work in an open 
environment where the size of working space is the same for everyone regardless of role or seniority. 

We have multiple employee-led resource groups that celebrate aspects of our team’s diversity and help foster a welcoming and 
safe space for support, education, professional development, and networking. Our DEI Committee is also employee-led and 
focuses on cultivating a culture of inclusion and belonging by supporting DEI activities, fostering effective DEI 
communications with Trupanion employees and advising on ways to improve progress in Trupanion's commitment to DEI. We 
have also developed a DEI curriculum that is required for all team members, and we continue to develop accessibility 
enhancements to both our physical and digital spaces. 

We have a large representation of women at Trupanion including 61% of leadership positions. Our culture of inclusion at 
Trupanion is in part reflected by, in 2023, 39% of our US new hires self-identifying that they are from an underrepresented 
group. 

Trupanion is committed to paying equitably for equal work, regardless of gender or race/ethnicity, and conducts pay equity 
analyses as part of our efforts in furtherance of this commitment.

7

Career Development

At Trupanion we are committed to helping everyone grow and thrive along with the company. We are proud to continually see 
approximately 15% of our team members transitioning to new roles within Trupanion each year.  Team members have access to 
ongoing development designed to help them succeed in their roles today, develop skills for the future, and build a career at 
Trupanion. 

A sampling of our development opportunities include:

•

Trupanion Embark! – All team members participate in company orientation to learn about our history, culture, product, 
business model, and operations.  

• Mentorship – Our TruMentor program creates connection across departments, so team members can learn from and 

•

•

support each other in their development.
Professional skills – Our continuing education course catalogue includes a wide variety of topics related to our 
business, the animal health industry, and professional skills.  
Leadership Development – Our Leadership Unleashed program offers development for aspiring, new and experienced 
managers to drive ownership and growth for the future of our business.

Regulation

For further information, refer to the Regulation section included in Part II Item 7 of this report.

United States Regulations

U.S. federal law and the laws and regulations of each United States state, territory and possession apply to companies licensed 
to transact insurance business in these jurisdictions. Our primary insurance subsidiary and underwriter, American Pet Insurance 
Company (APIC), is domiciled in New York State and the New York Department of Financial Services (NY DFS) serves as its 
primary regulator. APIC is currently licensed to do business in all 50 states, Puerto Rico and the District of Columbia. As such, 
APIC is also subject to comprehensive regulation and supervision under laws and regulations of each U.S. state, territory, and 
possession. 

Because APIC is domiciled in New York, APIC is subject to laws governing insurance holding companies in New York. These 
laws, among other things, require that we file periodic information reports with the NY DFS, including information concerning 
our capital structure, ownership, financial condition and general business operations; limit our ability to enter into transactions 
between APIC and our other affiliated entities; restrict the ability of any one person to acquire certain levels of our voting 
securities without prior regulatory approval; and restrict APIC’s ability to pay dividends to its holding company parent.

Other state regulators also have broad authority to perform on-site market conduct examinations of our management and 
operations, marketing and sales, underwriting, customer service, claims handling and licensing. Regulators may perform market 
conduct examinations by visiting our facilities for a period of time to identify potential regulatory violations, discuss and 
correct identified violations, or to obtain a better understanding of how we operate in the marketplace. Further, U.S. state 
insurance laws and regulations require APIC to file financial statements with state insurance regulators in each state where it is 
licensed and its operations and accounts are subject to examination at any time. APIC prepares statutory financial statements in 
accordance with accounting practices and procedures prescribed or permitted by these regulators. The National Association of 
Insurance Commissioners (NAIC) has approved a series of uniform statutory accounting principles (SAP) that have been 
adopted, in some cases with minor modifications, by all state insurance regulators. As a basis of accounting, SAP was 
developed to monitor and regulate the solvency of insurance companies. When developing SAP, insurance regulators were 
primarily concerned with assuring an insurer’s ability to pay all its current and future obligations to policyholders. As a result, 
statutory accounting focuses on conservatively valuing the assets and liabilities of insurers, generally in accordance with 
standards specified by the insurer’s state of domicile. The financial statements included in this document are prepared in 
accordance with U.S. generally accepted accounting principles. The values for assets, liabilities and equity reflected in these 
financial statements are usually different from those reflected in financial statements prepared under SAP.

In 2021, we established two new wholly-owned insurance subsidiaries, ZPIC Insurance Company (ZPIC) and QPIC Insurance 
Company (QPIC), domiciled in Missouri and Nebraska, respectively. ZPIC is currently licensed to do business in 41 states and 
the District of Colombia. QPIC is currently licensed to do business in 30 states and the District of Colombia. We have funded 
required statutory capital to these new subsidiaries, however, neither subsidiary has begun underwriting insurance policies as of 
December 31, 2023.  

U.S. federal law generally does not directly regulate the insurance industry. However, from time to time, various federal 
regulatory and legislative changes have been proposed. Among the proposals that have in the past been, or are at present may 
be under consideration, are the possible introduction of federal regulation in addition to, or in lieu of, the current system of state 
regulation of insurers. 

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In August 2022, members of the National Association of Insurance Commissioners (NAIC) passed a pet insurance model act to 
establish appropriate regulatory standards for the pet insurance industry. It standardizes how insurers enforce waiting periods, 
certain policy conditions, and the sale of pet insurance in general. Since then, 7 states (DE, LA, ME, MS, NE, NH, and WA) 
have adopted the model act, some with slight variances, and 10 additional states (CA, DC, FL, MD, NY, NJ, OH, PA, RI, and 
VT) have draft legislation in progress for 2024. Trupanion is proactively engaged in the drafting and passage of the pet 
insurance law in these states through the North American Pet Health Insurance Association (NAPHIA). 

In July 2010, the Dodd-Frank Wall Street Reform and Consumer Protection Act (Dodd-Frank Act) established a Federal 
Insurance Office within the U.S. Department of the Treasury. The Federal Insurance Office initially was charged with 
monitoring all aspects of the insurance industry (with exceptions for certain types of insurance), gathering data and conducting 
a study on methods to modernize and improve the insurance regulatory system in the United States. It is not possible to predict 
whether, in what form or in what jurisdictions any of these proposals might be adopted, or the effect federal involvement in 
insurance will have, if any, on us.

Industry Regulations

The NAIC adopted risk-based capital requirements for life, health and property and casualty insurance companies. APIC is 
subject to these risk-based capital requirements that require us to maintain certain levels of surplus, specifically $137.6 million 
as of December 31, 2023, to support our overall business operations in consideration of our size and risk profile. If we fail to 
maintain the amount of risk-based capital required, we will be subject to additional regulatory oversight. To comply with these 
regulations, we may be required to maintain capital that we would otherwise invest in our growth and operations. Refer to Item 
1A. “Risk Factors” for additional details of these requirements.

Further, NAIC developed a set of financial relationships or tests known as the Insurance Regulatory Information System, or 
IRIS, to assist state regulators in monitoring the financial condition of U.S. insurance companies. As of December 31, 2023, 
APIC had one IRIS ratios outside the usual range relating to net premiums written to surplus. While a ratio outside the usual 
range is not considered a failing result, regulators may investigate or monitor an insurance company if its IRIS ratios fall 
outside the prescribed usual range. ZPIC and QPIC will be subject to similar regulations after they begin underwriting 
insurance policies. 

Other Jurisdictions Regulations

In Canada, our insurance is written by an unaffiliated Canadian-licensed insurer, Omega General Insurance Company (Omega). 
Under the terms of our agreements with Omega, we retain any financial risk associated with our Canadian business. In October 
2023, Omega was acquired by Accelerant. Omega’s Canadian insurance operations are supervised and regulated by Canadian 
federal, provincial and territorial governments and Omega is a fully licensed insurer in all of the Canadian provinces and 
territories in which we do business. In addition, we are required to fund a Canadian trust account in accordance with Canadian 
regulations. As of December 31, 2023, the account held CAD $15.7 million. 

In 2022, we incorporated a new wholly-owned insurance subsidiary, GPIC Insurance Company (GPIC), domiciled in Canada. 
GPIC is currently licensed to do business in all provinces and territories in Canada except for Nunavut. We have funded 
required statutory capital to this new subsidiary; however, GPIC has not begun underwriting insurance policies as of 
December 31, 2023.

We have a segregated cell business called Wyndham Segregated Account AX (WICL), located in Bermuda. WICL is regulated 
by the Bermuda Monetary Authority (BMA). Insurance companies with a presence in Bermuda are subject to solvency and 
liquidity standards, certain restrictions on the declaration and payment of dividends and distributions, certain restrictions on the 
reduction of statutory capital, and auditing and reporting requirements. In addition, BMA has the authority to supervise and, in 
certain circumstances, investigate and intervene in the affairs of insurance companies. Most significantly, Bermudan law 
restricts WICL’s ability to declare or pay dividends and the value of WICL’s assets must remain greater than the aggregate of 
its liabilities, issued share capital, and share premium accounts. 

Corporate Information 

We were founded in Canada in 2000 as Vetinsurance Ltd. In 2006, we effected a business reorganization whereby Vetinsurance 
Ltd. became a consolidated subsidiary of Vetinsurance International, Inc., a Delaware corporation. In 2007, we began doing 
business as Trupanion. In 2013, we formally changed our name to Trupanion, Inc. Our principal executive offices are located at 
6100 4th Avenue South, Seattle, Washington 98108, USA, and our telephone number is +1 (855) 727-9079. Our website 
address is www.trupanion.com. Information contained on, or that can be accessed through, our website is not incorporated by 
reference, and you should not consider information on our website to be part of this Annual Report on Form 10-K. 

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Available Information 

We are required to file annual, quarterly and other reports, proxy statements and other information with the Securities and 
Exchange Commission (SEC) under the Exchange Act. We also make available, free of charge on the investor relations portion 
of our website at investors.trupanion.com, our annual reports on Form 10-K, quarterly reports on Form 10-Q, current reports on 
Form 8-K, and amendments to those reports filed or furnished pursuant to Section 13(a) or 15(d) of the Exchange Act as soon 
as reasonably practicable after they are filed electronically with the SEC. The SEC also maintains an Internet website at 
www.sec.gov where you can obtain our SEC filings. You can also obtain paper copies of these reports, without charge, by 
contacting Investor Relations at InvestorRelations@Trupanion.com.

Investors and others should note that we may announce material financial information to our investors using our investor 
relations website, SEC filings, our annual stockholder meeting, press releases, public conference calls, investor conferences, 
presentations and webcasts. We use these channels, as well as social media, to communicate with our members and the public 
about our company, our services and other issues. It is possible that the information we post on these channels, such as social 
media, could be deemed to be material information.

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Item 1A. Risk Factors 

Investing in our common stock involves a high degree of risk. You should carefully consider the risks and uncertainties 
described below, together with all of the other information in this report, including our consolidated financial statements 
and related notes, as well as in our other filings with the SEC, in evaluating our business and before investing in our 
common stock. The risks and uncertainties described below are not the only ones we face. Additional risks and uncertainties 
that are not expressly stated, that we are unaware of, or that we currently believe are not material, may also become 
important factors that affect us. If any of the following risks occur, our business, operating results, financial condition and 
prospects could be materially harmed. In that event, the price of our common stock could decline, and you could lose part or 
all of your investment.

Summary of Material Risk Factors

Our business is subject to numerous risks and uncertainties of which you should be aware. Among others, these risks relate to:

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Our significant net losses since inception, ability to achieve and maintain profitability or our ability to maintain our 
rate of revenue growth in the future;

Our ability to grow and retain our member base, including uncertainties in the assumptions we use to determine our 
new pet acquisition spend, variable costs of attracting new members through online channels such as social media or 
search engines and from leads generated from Territory Partners, veterinarians and other third parties;

Our reliance on Territory Partners, whom we engage as independent contractors rather than employees, and other third 
parties;

The actual levels of our veterinary invoice expense (which may increase with use of our patented software for direct 
payment of invoices) and our ability to timely and accurately process valid invoices and to identify improper invoices;

Our ability to maintain certain levels of surplus capital under applicable insurance regulations;

Our ability to react to competitors and alternative financing methods for pet related medical costs;

Our ability to maintain and enhance our brand;

Our ability to maintain and scale our infrastructure, to invest in or acquire businesses, products or technologies, or 
otherwise manage our growth;

Changes in legal, judicial, social and other environmental conditions, which could result in unexpected claim and 
coverage liability;

Our reliance on key personnel and strategic relationships and our ability to maintain these relationships;

Fluctuations in foreign exchange rates, other issues relating to expanding our operations internationally, and general 
changes in the global economy that can cause our operating results to vary; 

Ownership of multiple insurance subsidiaries in different jurisdictions;

Our ability to remediate the material weaknesses in internal control over financial reporting and maintain effective 
internal controls and security measures, including measures to mitigate cyber-attacks; 

Our acceptance of automatic fund transfers, credit card and debit card payments;

Ownership of an office building;

Our ability to protect our intellectual property (IP), avoid violating IP rights of others, and maintain relationships with 
third parties providing necessary IP and technology to us; 

The outcome of litigation or regulatory proceedings;

Our level of indebtedness, our ability to service our debt, and our ability to comply with covenants that may restrict 
our operations and limit our ability to expand our business;

Our ability to utilize net operating loss carryforwards and potential increases in our tax liabilities;

Our ability to comply with numerous laws and regulations applicable to our business, including state, federal and 
foreign laws relating to insurance, privacy, the internet, email and texting, and accounting matters; and

Our common stock, including missed earnings guidance, inadequate analyst coverage, trading volatility, lack of 
dividends, concentrated ownership, and anti-takeover provisions in our governing documents.

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Risks Related to Our Business and Industry 

We have incurred significant cumulative net losses since our inception and may not be able to achieve or maintain 
profitability in the future.

We have incurred significant cumulative net losses since our inception. We incurred net losses of $44.7 million in the years 
ended December 31, 2023 and 2022, and as of December 31, 2023, we had an accumulated deficit of $216.3 million. We have 
funded our operations through equity financings and borrowings under revolving lines of credit and term loans. Our ability to 
achieve and maintain profitability will depend, in significant part, on obtaining new members, retaining our existing members, 
maintaining relationships with our strategic partners, and ensuring that our expenses, including new pet acquisition expense, do 
not exceed our revenue. We expect to make significant expenditures and investments in new pet acquisition and product 
initiatives and these expenditures may not result in additional growth. Our growth in revenue and membership may not be 
sustainable or may decrease, and we may not generate sufficient revenue to consistently achieve profitability. Additionally, we 
budget for our expenses based, in significant part, on our estimates of future revenue and many of these expenses are fixed in 
the short term. As a result, we may be unable to adjust our spending in a timely manner if our revenue falls short of our 
estimates. Accordingly, any significant shortfall of revenue in relation to our estimates could have an immediate negative effect 
on our financial results.

We may not maintain our current rate of revenue growth.

Our revenue has increased quickly and substantially in recent years. We believe that our continued revenue growth will depend 
on, among other factors, our ability to:

improve our market penetration through cost-efficient and effective pet acquisition programs to attract new members; 
convert leads into enrollments;

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• maintain high retention rates;
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• maintain positive relationships with veterinarians and other lead sources; 
• maintain positive relationships with and increase the number and efficiency of Territory Partners in all of our target 

increase the lifetime value per pet;

markets;
successfully integrate entities we acquire into our business;
expand our business internationally;
create and maintain positive relationships with strategic partners, particularly partners who present us with new sales 
channels and those who create software solutions for veterinary practices;
continue to offer products with a superior value with competitive features and rates;
price our subscriptions in relation to actual operating expenses and achieve required regulatory approval for pricing 
changes; 
recruit, integrate and retain skilled, qualified and experienced sales professionals who can demonstrate our value 
proposition to new and existing members;
provide our members with superior service, including timely and efficient payment of veterinary invoices, and by 
recruiting, integrating and retaining skilled and experienced personnel who can efficiently review veterinary invoices 
and process payments;
generate new relationships and manage and maintain existing relationships and programs in our other business 
segment; 
react to existing and new competitors; 
protect and defend our critical intellectual property;
increase awareness of and positive associations with medical insurance for pets and our brand; 
react to unexpected developments and general macroeconomic conditions, including pandemics and unfavorable 
changes in economic conditions, such as inflation, rising interest rates, or a recession; and
successfully respond to and comply with regulations affecting our business and defend or prosecute any litigation.

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You should not rely on our historical rate of revenue growth as an indication of our future performance.

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We base our decisions regarding new pet acquisition expenditures primarily on the projected internal rate of return on 
marketing spend. Our estimates and assumptions may not accurately reflect our future results - we may overspend on new 
pet acquisition, and we may not be able to recover our pet acquisition costs or generate profits from these investments.

We have made and plan to continue to make significant investments to grow our member base. We spent $77.4 million in new 
pet acquisition expense to acquire new members for the year ended December 31, 2023. Our average pet acquisition cost and 
the number of new pets we enroll depends on a number of factors and assumptions, including the effectiveness of our sales 
execution and marketing initiatives, changes in costs of media, the mix of our pet acquisition expenditures and the competitive 
environment. Our average pet acquisition cost has increased over time and has significantly varied in the past. In the future, our 
average pet acquisition cost may continue to rise or fall and vary significantly period to period based upon specific marketing 
initiatives. We also regularly test new member acquisition channels and marketing initiatives, including direct-to-consumer 
initiatives, which often are more expensive than our traditional veterinarian-focused marketing channels and generally increase 
our average acquisition costs.

In addition, we base our decisions regarding our new pet acquisition expenditures primarily on our internal rate of return 
generated on an average pet. This analysis depends substantially on estimates and assumptions based on our historical 
experience with pets enrolled in earlier periods, including our key operating metrics. If our estimates and assumptions regarding 
our internal rate of return and the lifetime value of the pets that we project to acquire and our related decisions regarding 
investments in new pet acquisition prove incorrect, or if our calculation of internal rate of return and lifetime value of the pets 
that we project to acquire differs significantly from that of pets acquired in prior periods, we may be unable to recover our new 
pet acquisition expenses or generate profits from our investment in acquiring new members. Moreover, if our new pet 
acquisition expenses increase or we invest in member acquisition channels that do not ultimately result in the expected number 
of new member enrollments or enrollments cancel before we recoup our acquisition expenses, the return on our investment may 
be lower than we anticipate irrespective of the lifetime value of the pets that we project to acquire as a result of the new 
members. If we cannot generate profits from this investment, we may need to alter our growth strategies, and our growth rate 
and operating results may be adversely affected. In addition, even if we decrease our average pet acquisition cost, our operating 
margins may differ from our expectations due to incorrect assumptions relating to existing members adding new pets or 
referring friends, expenses for member support, and other factors, some of which we do not control.

The prices of our subscriptions are based on assumptions and estimates. If our actual experience differs from the 
assumptions and estimates used in pricing our subscriptions or if we are unable to obtain any necessary regulatory approval 
for our pricing, our revenue and financial condition could be adversely affected.

The pricing of our subscriptions reflects amounts we expect to pay for a pet’s medical care and we derive these prices from 
assumptions that we make based on our analytics platform. Our analytics platform draws upon pet data we collect and we use 
this data to price our policy in response to a number of factors, including a pet’s species, breed, age, gender and location. 
Factors related to pet location include the current and assumed changes in the cost and availability of veterinary technology and 
treatments and local veterinary hospital preferences. Some data that feeds into our analytics platform is provided by third-party 
sources and these sources may limit or prevent us from accessing the data. Additionally, the assumptions we make about breeds 
and other factors in pricing may prove to be inaccurate and, accordingly, these pricing analytics may not accurately reflect the 
expense that we will ultimately incur. Furthermore, if any of our competitors develop similar or better data systems, adopt 
similar or better underwriting criteria and pricing models or receive our data, our competitive advantage could decline or be 
lost.

The prices of our subscriptions also reflect assumptions and estimates regarding our own operating costs and expenses. We 
monitor and manage our pricing and overall sales mix to achieve our target returns. If the actual costs, including veterinary 
invoice expenses, operating costs and expenses within anticipated pricing allowances, are greater than our assumptions and 
estimates such that the premiums we collect are insufficient to cover these expenses, then our results could be adversely 
affected and our revenue may be insufficient to consistently maintain profitability. Conversely, if our pricing assumptions differ 
from actual results such that we overprice risks, our competitiveness and growth prospects could be adversely affected.

In addition, most states require licensure and regulatory approval prior to marketing new insurance products. Our practice has 
been to regularly reevaluate and adjust the price of our subscriptions, with a goal of achieving our targeted payout ratio, subject 
to the review and approval of applicable state regulators, who may reduce or disallow our pricing changes. Such review has in 
the past resulted (for instance, during the COVID-19 pandemic), and may in the future result, in delayed implementation of 
pricing changes, which could adversely affect our operating results and financial condition. In addition, we may be prevented 
by regulators from implementing significant pricing changes, requiring us to raise rates more often than we otherwise may 
desire. This could damage our reputation with our members and reduce our retention rates, which could significantly damage 
our brand, result in the loss of expected revenue and otherwise harm our business, operating results and financial condition.

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If we are unable to grow our member base and maintain high member retention rates, our growth prospects and revenue 
will be adversely affected.

Our ability to grow our business depends on retaining and expanding our member base. For the year ended December 31, 2023, 
we generated 64.0% of our revenue from our subscription business segment. In order to increase our membership, we must 
continue to convince prospective members of the benefits of medical insurance for pets in general and our subscription in 
particular. To maintain our existing member base, we need to continue to reinforce the value of our subscription. 

We utilize Territory Partners, who are paid fees based on enrollments and retention in their regions, to communicate the 
benefits of medical insurance to veterinarians through a combination of remote and in-person communications. Veterinarians 
then educate pet owners, who visit our website or call our contact center to learn more about these benefits, and potentially 
become members. We also invest in other third-party and direct-to-consumer member acquisition channels, though we have 
limited experience with some of them. We intend to maintain our Territory Partner model and structure and we plan to 
introduce other distribution channels to increase lead generation and to engage in other sales and promotional activities, 
including direct-to-consumer advertising, all of which are likely to increase our acquisition costs. In addition, these go-to-
market plans may face unexpected delays, costs or other challenges, such as decreased ability of Territory Partners to conduct 
in-person visits with veterinarians.

Our ability to generate leads through veterinary hospitals could be negatively impacted if our policy is perceived to be 
inadequate, unreliable, cumbersome or otherwise does not provide sufficient value, or if our process for paying veterinary 
invoices is unsatisfactory to the veterinarians and their clients.

If we fail to establish new or are unable to maintain our existing member acquisition channels, if the cost of our existing sources 
increases or does not scale as we anticipate, or if we are unable to continue to use any existing channels or programs in any 
jurisdiction, including our exam day offer program, our member levels and pet acquisition expenses may be adversely affected.

We seek to convert pet owners who visit our website and call our contact center into members. The rate at which we convert 
these visitors into members is a significant factor in the growth of our member base. A number of factors have influenced, and 
could in the future influence, the conversion rates for any given period, some of which are outside of our control. These factors 
include:

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the pricing and competitiveness of our subscription, including its perceived value, simplicity, and fairness; 
our ability to explain and educate consumers regarding the benefits and differences related to our products, including 
our offerings marketed by third parties, and any potential consumer confusion as we add more products; 
changes in consumer shopping behaviors due to circumstances outside of our control, such as increased inflation and 
other economic conditions, the COVID-19 pandemic and containment efforts, and consumers’ ability or willingness to 
pay for our product;
legal or regulatory requirements, including those that make the experience on our website cumbersome or difficult to 
navigate or that hinder our ability to communicate with potential members quickly and in a way that is more conducive 
to conversion; and
system failures or interruptions in our website or contact center.

We have made and plan to continue to make substantial investments in features and enhanced functionalities for our website 
and support our contact center. These enhancements are designed to help appropriately direct pet owner traffic to the enrollment 
journey of their choice, increase member engagement, and improve member service. These activities do not directly generate 
revenue, however, and we may never realize any benefit from these investments. If the expenses that we incur in connection 
with these activities do not result in sufficient growth in members to offset the cost, our business, operating results and financial 
condition will be adversely affected.

We have historically experienced high average monthly retention rates. For example, our average monthly retention rate 
between 2010 and 2023 was 98.5%. We expect to continue to make significant expenditures relating to the retention of existing 
members.

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If we do not retain our existing members or if our marketing initiatives do not result in enrolling more pets or result in enrolling 
pets that inherently have a lower retention rate, we may not be able to maintain our retention and new pet acquisition rates. 
Members we obtain through aggressive promotions or other channels that involve relatively less meaningful contact between us 
and the member are more likely to terminate their subscription. In the past, we have experienced reduced retention rates during 
periods of rapid member growth, as our retention rate generally has been lower during the first year of member enrollment. 
Members may choose to terminate their subscription for a variety of reasons, including, loss of a pet, increased subscription 
fees, perceived or actual lack of value, delays or other unsatisfactory experiences in how we review and process veterinary 
invoice payments, unsatisfactory member service, a change in the economic environment, a more attractive offer from a 
competitor, changes in our subscription or other reasons, including reasons that are outside of our control. Our cost of acquiring 
a new member is substantially greater than the cost involved in maintaining our relationship with an existing member. If we are 
not able to successfully retain existing members and limit cancellations, our revenue and operating margins will be adversely 
impacted and our business, operating results and financial condition would be harmed.

We rely significantly on Territory Partners, veterinarians and other third parties, including strategic partners, to generate 
leads.

In order for us to implement our business strategy and grow our revenue, we must effectively maintain and increase the number 
and quality of our relationships with Territory Partners, veterinarians and veterinary affiliates, including veterinarian purchasing 
groups and associations, existing members, complementary online and other businesses, animal shelters, breeders and other 
referral sources, and continue to scale and improve our processes, programs and procedures that support them. Those processes, 
programs and procedures could become increasingly complex and difficult to manage as we grow. 

Veterinary leads represent our largest member acquisition channel. We spend significant time and resources attracting qualified 
Territory Partners and providing them with current information about our business and they, in turn, communicate the benefits 
of medical insurance for pets to veterinarians. Our relationship with our Territory Partners may be terminated at any time (for 
instance, if they feel unsupported or undervalued by us), and, if terminated, we may not recoup the costs associated with 
educating them about our subscription products, and the relationships with veterinarians developed by that Territory Partner 
would be unsupported until such time a new Territory Partner is installed. Sometimes a single relationship may be used to cover 
multiple territories so that a terminated relationship with a Territory Partner could significantly affect our company. Further, if 
we experience an increase in the rate at which Territory Partner relationships are terminated, we may not develop or maintain 
relationships with veterinarians as quickly as we have in the past or need to in order to execute our business strategy and our 
growth and financial performance could be adversely affected.

Territory Partners are independent contractors and, as such, may pose additional risks to our business.

Territory Partners are independent contractors and, accordingly, we do not directly provide the same direction, motivation and 
oversight over Territory Partners as we otherwise could if Territory Partners were our own employees. Further, Territory 
Partners may themselves employ or engage others; we refer to these partners and their associates, collectively, as our Territory 
Partners. We do not control a Territory Partner’s employment or engagement of others, and it is possible that their actions or the 
actions of their employees and/or contractors could create threatened or actual legal proceedings against us. Moreover, 
applicable law might prevent or limit our ability to subject our Territory Partners to non-compete obligations. Similarly, 
Territory Partners may not require, or applicable law may not permit or may limit a Territory Partner’s ability to subject their 
employees or service providers to non-compete obligations.

Territory Partners may decide not to participate in our marketing initiatives and/or training opportunities, accept our 
introduction of new solutions or comply with our policies and procedures applicable to them, any of which may adversely affect 
our ability to develop relationships with veterinarians and grow our membership. If we terminate a contract with a Territory 
Partner, such termination could also trigger contractually obligated termination payments or result in disputes, including 
threatened or actual legal or regulatory proceedings.

We believe that Territory Partners are not and should not be classified as employees under existing interpretations of the 
applicable laws of the jurisdictions in which we operate. We do not pay or withhold any employment tax with respect to or on 
behalf of Territory Partners or extend any benefits to them that we generally extend to our employees, and we otherwise treat 
Territory Partners as independent contractors. Applicable authorities or Territory Partners may in the future challenge this 
classification. Further, the applicable laws or regulations, including tax laws or interpretations, may change. If it were 
determined that we had misclassified any of our Territory Partners, we may be subjected to penalties and/or be required to pay 
withholding taxes, extend employee benefits, provide compensation for unpaid overtime, or otherwise incur substantially 
greater expenses with respect to Territory Partners. In addition, the costs associated with defending, settling, or resolving 
pending and future lawsuits or regulatory proceedings (including demands for arbitration) relating to the independent contractor 
status of Territory Partners could be material to our business.

Any of the foregoing circumstances could have a material adverse impact on our operating results and financial condition.

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We operate in a competitive market which could adversely affect our prospects, operating results and financial condition.

We are and will continue to operate in a competitive market. For instance, we compete with pet owners that self-finance 
unexpected veterinary invoices with savings or credit, as well as traditional “pet insurance” providers and relatively new 
entrants into our market. The vast majority of pet owners in the United States and Canada do not currently have medical 
insurance for their pets. We are focused primarily on expanding our share of the overall market, and we view our primary 
competitive challenge as educating pet owners on why our subscription is a better alternative to self-financing.  

Additionally, there are traditional insurance companies that provide pet insurance products, either as a stand-alone product or 
along with a broad range of other insurance products, such as wellness. In addition, new entrants backed by large insurance 
companies have entered (and in some cases exited) the medical insurance for pets market in the past and more may do so in the 
future. Further, traditional “pet insurance” providers may consolidate or take other actions to mimic the efficiencies from our 
vertically-integrated structure or create other operational efficiencies, which could lead to increased competition. The success of 
any of these competitors would, in time, affect our prospects, operating results and financial condition.

Some of our current and potential competitors have longer operating histories, larger customer bases, greater brand recognition 
and significantly greater financial, technical, marketing and other resources than we do. In addition to competing for new 
enrollments, such competitors may drive up pet acquisition costs and/or make offers that are more attractive to potential 
employees, referral sources and third-party service providers.

Moreover, some of our existing competitors may consolidate or be acquired, or may enter into new alliances with each other or 
establish or strengthen cooperative relationships. Any such consolidation, acquisition, alliance or cooperative relationship could 
adversely affect our ability to compete effectively and result in our loss of market share and could result in a competitor with 
greater financial, technical, marketing, service and other resources, all of which could harm our business, financial condition, 
cash flows and results of operations.

To compete effectively, we believe we will need to continue to invest significant resources in pet acquisition, improve our 
member service levels, enhance the online experience and functionalities of our website and in other technologies and 
infrastructure. Failure to compete effectively against our current or future competitors could result in loss of current or potential 
members, which could adversely affect our pricing, lower our revenue, prevent us from maintaining profitability and diminish 
our brand strength. 

We depend in part on Internet search engines to attract potential new members to visit our website. If Internet search 
engines’ methodologies are modified or our search result page rankings decline for other reasons, our new member growth 
could decline, and our business and operating results could be harmed.

We endeavor to drive significant traffic to our website from consumers who search for pet medical insurance through Internet 
search engines such as Google, Bing and Yahoo!. A critical factor in attracting consumers searching for pet medical insurance 
on the Internet to our website is whether we are prominently displayed in response to Internet searches relating to medical 
insurance for pets. Algorithmic search result listings are determined and displayed in accordance with a set of formulas or 
algorithms developed by the particular Internet search engine, which may change from time to time, and paid search 
advertisements often receive the most prominent listing. If we are listed less prominently in, or removed altogether from, search 
result listings for any reason, the traffic to our websites would decline and we may not be able to replace this traffic, which in 
turn would harm our business, operating results and financial condition. If we decide to attempt to replace this traffic, we may 
be required to increase our pet acquisition expenditures, including by utilizing paid search advertising. Certain of our 
competitors have spent additional funds to promote their products in search results over us. If we decide to respond by 
purchasing search advertising, our pet acquisition costs would increase which may harm our business, operating results and 
financial condition.

Our actual veterinary invoice expense may exceed our current reserve established for veterinary invoices and may adversely 
affect our operating results and financial condition.

We maintain a recorded reserve for veterinary invoices that is based on our best estimates of the amount of veterinary invoices 
we expect to pay, inclusive of an estimate for veterinary invoices we have not yet received, after considering internal factors, 
including data from our proprietary data analytics platform, experience with similar cases, actual veterinary invoices paid, 
historical trends involving veterinary invoice payment patterns, patterns of receipt of veterinary invoices, seasonality, pending 
levels of unpaid veterinary invoices, veterinary invoice processing programs and contractual terms. We may also consider 
external factors, including changes in the law, court decisions, changes to regulatory requirements and economic conditions, 
including the current inflationary environment. Because reserves are estimates of veterinary invoices that have been incurred 
but are not yet submitted to us, setting appropriate reserves is an inherently uncertain and complex process that involves 
significant subjective judgment. Further, in the United States, we do not transfer or cede our risk as an insurer and, therefore, 
we maintain more risk than we would if we purchased reinsurance.

16

Rising costs of veterinary care and the increasing availability and usage of more expensive, technologically advanced medical 
treatments may increase the amount of veterinary invoices we receive, especially in the current inflationary environment. 
Similarly, industry trends may emerge that are difficult to identify or to predict their impact on us, such as consolidated 
ownership of veterinary hospitals that increase prices more rapidly than we estimate.

Increases in the number and amount of veterinary invoices we receive could arise from unexpected or other events that are 
inherently difficult to predict or estimate, such as a pandemic that spreads through the pet population, tainted pet food or 
supplies or an unusually high number of serious injuries or illnesses.  We may experience volatility in the number of veterinary 
invoices we receive from time to time, and short-term trends may not continue over the longer term. The number or amount of 
veterinary invoices may be affected by the level of care and attentiveness an owner provides to the pet, the pet’s breed and age 
(at enrollment) and other factors outside of our control, as well as fluctuations in member retention rates and by new member 
initiatives that encourage an increase in veterinary invoices and other new member acquisition activities. 

The ultimate cost of paying veterinary invoices and the related administration may vary materially from recorded reserves, and 
such variance may result in adjustments to the reserve for veterinary invoices, which could have a material effect on our 
operating results and resources available for acquiring additional members. 

If more veterinary hospitals install and use our patented proprietary software, the number or amounts of veterinary invoices 
we receive is likely to increase.

Our patented proprietary software is designed to integrate directly with most practice management software systems used by 
veterinary hospitals and allow us to receive and pay veterinary invoices directly to the hospital. We believe that it is critical to 
our long-term success to improve the member experience so we encourage veterinary hospitals to install and use our software. 
We have found that installation and use of our patented software by a veterinary hospital could increase the number of invoices 
we receive from that hospital. As more veterinary hospitals install our patented software, we expect the number or amount of 
veterinary invoices to increase and result in an increase in our cost of revenue, which may have a material adverse effect on our 
financial condition.

Our use of capital may be constrained by minimum capital requirements or contractual obligations.

Our insurance subsidiaries are required to maintain minimum levels of surplus capital to support our overall business operations 
in consideration of our size and risk profile. We have in the past and may in the future fail to maintain the amount of risk-based 
capital required to avoid potentially costly additional regulatory oversight. We are also subject to a contractual obligation 
related to our reinsurance agreement with Omega, who currently writes our policies in Canada. Under this agreement, we are 
required to fund a Canadian trust account in accordance with Canadian regulations. 

To comply with these regulations and contractual obligations, we may be required to maintain capital that we would otherwise 
invest in our growth and operations, which may require us to modify our operating plan or marketing initiatives, delay the 
implementation of new initiatives or development of new technologies, decrease the rate at which we hire additional personnel 
and enter into relationships with Territory Partners, incur indebtedness or pursue equity or debt financings or otherwise modify 
our business operations, any of which could have a material adverse effect on our operating results and financial condition.

Our success depends in part on our ability to review, process, and pay veterinary invoices timely and accurately.

We believe member satisfaction and retention depends in part on our ability to accurately evaluate and pay veterinary invoices 
in a timely manner. Many factors can affect our ability to do this, including the training, experience and skill of our personnel, 
our ability to reduce the number of payment requests made for services not included in our subscription, effectiveness of 
management, our ability to develop or select and implement appropriate procedures, supporting technologies and systems, 
changes in our policy and veterinarian compliance with our protocols and procedures. Our failure to pay veterinary invoices, 
accurately and in a timely manner, or to deploy resources appropriately, could result in unanticipated costs to us, lead to 
material litigation, undermine member goodwill and our reputation, and impair our brand image and, as a result, materially and 
adversely affect our competitiveness, financial results, prospects and liquidity.

In addition, we use artificial intelligence and machine learning to leverage data so we can automate the payment of veterinary 
invoices.  Although we intend to increase the percentage of veterinary invoices paid without human intervention and process 
veterinary invoices in seconds, our efforts may be unsuccessful for a number of reasons. The data we gather is extensive, and 
the development, maintenance and operation of our data analytics engine is novel, expensive and complex.  We may face 
unforeseen difficulties, including material performance problems, undetected defects or technical obstacles, for example, with 
new capabilities incorporating machine learning. If such problems, defects, or obstacles prevent our proprietary algorithms from 
operating properly, we may incorrectly pay or deny claims made by our customers. Such errors could result in existing 
customers canceling their policies, prospective customers declining to purchase our subscription, or improper payments that 
reduce our resources. Additionally, our artificial intelligence and machine learning algorithms may lead to unintentional bias or 
discrimination, which could subject us to legal or regulatory liability that has a material and adverse effect on our business, 
results of operations and financial condition.

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State legislatures and insurance regulators have shown interest in insurance companies' use of external data and artificial 
intelligence in insurance practices, including underwriting, marketing and claims practices. The National Association of 
Insurance Commissioners ("NAIC") adopted Artificial Intelligence Principles in August 2020. In addition, a number of states 
have had legislative or regulatory initiatives relating to the use of external data and artificial intelligence in the insurance 
industry, such as bulletins issued by the California and Connecticut Departments of Insurance advising insurers of their 
obligations related to unfair discrimination when using data and artificial intelligence. There is also increasing focus on 
regulating the use of artificial intelligence and machine learning in Europe such as the proposal by the European Commission 
for regulation on artificial intelligence using a comprehensive risk-based governance framework. Increased focus on regulation 
in the United States and foreign jurisdictions could subject us to legal or regulatory liability that has a material and adverse 
effect on our business, results of operations and financial condition.

We may not identify fraudulent or improperly inflated veterinary invoices.

It is possible that we may pay a veterinary invoice which appears authentic but in fact reflects false products or prices. It is also 
possible that veterinarians will charge insured customers higher amounts than they would charge their non-insured clients for 
the same service or product, or may alter medical records or exclude information from records. Such activity could lead to 
unanticipated costs to us and/or to time and expense to recover such costs. They could also lead to strained relationships with 
veterinarians and/or members, and could adversely affect our competitiveness, financial results and liquidity.

If we are unable to maintain and enhance our brand recognition and reputation, our business and operating results will be 
harmed.

We believe that maintaining and enhancing our brand recognition and reputation is critical to our relationships with existing 
members, Territory Partners, veterinarians and others, and to our ability to attract new members, new Territory Partners, and 
additional supportive veterinarians. We also believe that the importance of our brand recognition and reputation will continue to 
increase as competition in our market continues to develop and mature. Our success in this area will depend on a wide range of 
factors, some of which are out of our control, including the following:

•
•
•
•
•
•
•

the efficacy and viability of our pet acquisition programs and initiatives;
the perceived value of our subscription; 
the quality of service provided, including the fairness, ease and timeliness of reviewing and paying veterinary invoices;
actions of our competitors, Territory Partners, veterinarians and others;
positive or negative publicity, including regulatory pronouncements and material on the Internet or social media;
regulatory and other government-related developments; and
litigation-related developments.

The promotion of our brand will require us to make substantial investments, and we anticipate that, as our market becomes 
increasingly competitive, these branding initiatives may become increasingly difficult and expensive. Our brand promotion 
activities may not be successful or yield increased revenue, and to the extent that these activities result in increased revenue, the 
increased revenue may not offset the expenses we incur and our operating results could be harmed. If we do not successfully 
maintain and enhance our brand, our business may not grow which would harm our operating results and financial condition.

Furthermore, negative publicity, whether or not justified, relating to events or activities attributed to us, our employees, 
Territory Partners, our strategic partners, our affiliates, or others associated with any of these parties, may tarnish our reputation 
and reduce the value of our brands. Damage to our reputation and loss of brand equity may reduce demand for our services and 
have an adverse effect on our business, operating results, and financial condition. Moreover, any attempts to rebuild our 
reputation and restore the value of our brands may be costly and time consuming, and such efforts may not ultimately be 
successful.

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We identified material weaknesses in our internal controls which, if not remediated appropriately or timely, could result in 
an inability to effectively and timely complete our financial statements, which may result in a loss of investor confidence and 
an adverse impact to our stock price.

Section 404 of the Sarbanes-Oxley Act of 2002 (the Sarbanes-Oxley Act) requires that we evaluate and determine the 
effectiveness of our internal control over financial reporting and provide a management report on the internal control over 
financial reporting, which must be attested to by our independent registered public accounting firm.  Maintaining adequate 
internal control over financial reporting is critical to effective and timely completion of our financial statements. We have 
reported material weaknesses in internal control in Part II, Item 9A.  As a result, management concluded that our internal 
control over financial reporting was not effective as of December 31, 2023. We are currently implementing certain remedial 
measures and assessing others intended to remediate the material weaknesses, but our efforts may not be successful. These 
measures will result in additional expenses associated with technology, finance personnel, training and other costs. If we are 
unable to remediate the material weaknesses within a reasonable time or at all, or are otherwise unable to maintain effective 
internal control over financial reporting or disclosure controls and procedures, our ability to record, process and report financial 
or other information accurately, and to prepare financial statements within required time periods, could be adversely affected, 
which could subject us to litigation or investigations requiring management resources and payment of legal and other expenses, 
negatively affect investor confidence in our financial statements and adversely impact our stock price.  

We may in the future identify other material weaknesses and significant deficiencies in our internal control over financial 
reporting, in addition to those identified as of December 31, 2023, which may result in our not detecting errors on a timely basis 
and our financial statements being materially misstated. If we or our independent registered public accounting firm identify 
future material weaknesses in our internal control over financial reporting, we are unable to comply with the requirements of 
Section 404 in a timely manner, we are unable to assert that our internal control over financial reporting is effective or our 
independent registered public accounting firm is unable to express an opinion as to the effectiveness of our internal control over 
financial reporting, investors may lose confidence in the accuracy and completeness of our financial reports and the market 
price of our common stock could be negatively affected. We could also become subject to investigations by the stock exchange 
on which our securities are listed, the SEC or other regulatory authorities, which could require additional financial and 
management resources.

Our business depends on our ability to maintain and scale the infrastructure necessary to operate our technology platform 
and could be adversely affected by a system failure, security breach, loss of data or cyberattack.

Our business depends on our ability to maintain and scale the infrastructure necessary to operate our technology platform, 
which includes our analytics and pricing engine, systems for managing veterinary invoice payments, customer relationship 
management system, billing system, contact center phone system and website. We use these technology frameworks to price 
our subscriptions, enroll members, engage with current members and pay veterinary invoices. Our members research and 
purchase subscriptions through our website and contact center, and for those veterinary hospitals who have installed our 
patented proprietary software, we receive and pay veterinary invoices directly to the hospitals through our patented software. 
Our reputation and ability to acquire, retain and serve our members and support our partners depends on the reliable 
performance of our technology platform and the underlying network systems and infrastructure, and on providing best-in-class 
member service, including through our contact center and website. As our member base continues to grow, the amount of 
information collected and stored on the systems and infrastructure supporting our technology platform will continue to grow, 
and we expect to require an increasing amount of network capacity, computing power and information technology personnel to 
develop and maintain our technology platform and service our departments involved in member interaction.

We have made, and expect to continue to make, substantial investments in equipment and related network infrastructure to 
handle the operational demands on our technology platform, including increasing data collection, software development, traffic 
on our website and the volume of calls at our contact center. The operation of the systems and infrastructure supporting our 
technology platform is expensive and complex and could experience operational failures. In the event that our data collection, 
member base or amount of traffic on these systems grows more quickly than anticipated, we may be required to incur 
significant additional costs to increase the capacity in our systems. Further, our development and implementation activities may 
not be successful, may not be well-received by veterinarians or by new or existing members, particularly if they are costly, 
cumbersome or unreliable, and we may incur delays or cost overruns or elect to curtail our currently planned expenditures 
related to them. Even if our system improvements are well-received, they may be or become obsolete due to technological 
reasons or the availability of alternative solutions in the marketplace. If new solutions and enhancements are not successful on a 
long-term basis, we may not realize benefits from these investments, and our business and financial condition could be 
adversely affected.

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In addition, any system failure that causes an interruption in or decreases the responsiveness of our services could impair our 
revenue-generating capabilities, harm our business and operating results and damage our reputation. In addition, any loss or 
mishandling of data could result in breach of confidence, competitive disadvantage or loss of members, and subject us to 
potential liability. Any failure of the systems and infrastructure that we rely on could negatively impact our enrollments as well 
as our relationship with members. If we do not maintain or expand the systems and infrastructure underlying our technology 
platform successfully, or if we experience operational failures, our reputation could be harmed and we could lose current and 
potential members, which could harm our operating results and financial condition.

Computer viruses, hackers, employee misconduct, and other external hazards could expose our technology platform to security 
breaches, cyber-attacks or other disruptions. While we have implemented security measures designed to protect against 
breaches of security and other interference with our systems and networks, our systems and networks may be subject to 
breaches or interference and we, and our third-party service providers, will likely continue to experience cybersecurity incidents 
of varying degrees. Any such event may result in operational disruptions as well as unauthorized access to, the disclosure of, or 
loss of our proprietary information or our customers’ data and information, which in turn may result in legal claims, regulatory 
scrutiny and liability, reputational damage, the incurrence of costs to eliminate or mitigate further exposure, the loss of 
customers or affiliated advisors, or other damage to our business. In addition, the trend toward general public notification of 
such incidents could exacerbate the harm to our business, financial condition and results of operations. Even if we successfully 
protect our technology infrastructure and the confidentiality of sensitive data, we could suffer harm to our business and 
reputation if attempted security breaches are publicized. We cannot be certain that advances in criminal capabilities, discovery 
of new vulnerabilities, attempts to exploit vulnerabilities in our systems, data thefts, physical system or network break-ins or 
inappropriate access, or other developments will not compromise or breach the technology or other security measures 
protecting the networks and systems used in connection with our business.

Third parties to whom we outsource certain of our functions are also subject to these risks. While we review and assess our 
third-party providers’ cybersecurity controls, as appropriate, and make changes to our business processes to manage these risks, 
we cannot ensure that our attempts to keep such information confidential will always be successful. Moreover, our use of third-
party services (e.g. cloud technology and software as a service) can make it more difficult to identify and respond to 
cyberattacks in any of the above situations due to the dynamic nature of these technologies. 

If we fail to effectively manage our growth, our business, operating results and financial condition may suffer.

We have recently experienced, and expect to continue to experience, significant growth, which has placed, and may continue to 
place, significant demands on our management and our operational and financial systems and infrastructure. We expect that our 
growth strategy will require us to commit substantial financial, operational and technical resources and this commitment may 
also result in increased costs (such as member acquisition costs or costs associated with increases in the number or amounts of 
veterinary invoices received) generated by our business, which could prevent us from achieving profitability and remaining 
profitable and could impair our ability to compete effectively for business. If we do not effectively manage growth at any time, 
our financial condition could be harmed and the quality of our services could suffer.

In order to successfully expand our business, we need to hire, integrate and retain highly skilled and motivated employees and 
continue to improve our existing systems for operational and financial management. These improvements could require 
significant capital expenditures and place increasing demands on our management. If we do not successfully implement 
improvements in these areas, our business, operating results and financial condition will be harmed.

Emerging claim and coverage issues may adversely affect our business.

As industry practices and legal, judicial, social and other environmental conditions change, unexpected and unintended issues 
related to claims and coverage may emerge, including new or expanded theories of liability. These or other changes could 
impose new financial obligations on us by extending coverage beyond our underwriting intent or otherwise require us to make 
unplanned modifications to the products and services that we provide, or cause the delay or cancellation of products and 
services that we provide. In some instances, these changes may not become apparent until sometime after we have issued 
subscriptions that are affected by the changes. As a result, the full extent of liability under our subscriptions may not be known 
for many years after the subscription begins.

Our operating results may vary, which could make period-to-period comparisons less meaningful, and make our future 
results difficult to predict.

We have historically experienced, and may in the future experience, fluctuations in our revenue, expenses and operating results. 
Our operating results may fluctuate in the future as a result of a number of factors, many of which are beyond our control. 
These fluctuations may make comparing our operating results on a period-to-period basis less meaningful and make our future 
results difficult to predict. You should not rely on our past results as an indication of our future performance. In addition, if 
revenue levels do not meet our expectations, our operating results and ability to execute on our business plan are likely to be 
harmed. 

20

Seasonal or periodic variations in the behavior of our members also may cause fluctuations in our financial results. Enrollment 
in our subscription tends to be discretionary in nature and may be sporadic, reflecting overall economic conditions, budgeting 
constraints, pet-buying patterns and a variety of other factors, many of which are outside our control.

Due to these and other factors, our financial results for any quarterly or annual period may not meet our expectations or the 
expectations of investors or analysts that follow our stock and may not be meaningful indications of our future performance.

Changes in the economy may affect consumer spending on our subscription and this may negatively impact our business, 
operating results and financial condition.

Our business may be affected by changes in the economic environment. Members may reduce or eliminate their spending 
during an economic downturn, resulting in an increase in subscription cancellations and a reduction in the number of new 
member enrollments. We may experience a material increase in cancellations or a material reduction in our member retention 
rate in the future, especially in the event of a prolonged recessionary period or a downturn in economic conditions. Conversely, 
consumers may have more income to pay veterinary costs out-of-pocket and less desire to purchase our subscription during a 
period of economic growth. In addition, media prices and other costs may change with changes in the economic environment, 
which could increase our new pet acquisition expenses. As a result, our business, operating results and financial condition may 
be significantly affected by changes in the economic environment.

We depend on key personnel to operate our business and, if we are unable to retain, attract and integrate qualified 
personnel, our ability to develop and successfully grow our business could be harmed.

Our success depends to a significant extent on the continued services of our current management team, such as Margi Tooth, 
our President, and Darryl Rawlings, our founder, Chief Executive Officer and Chairperson of the Board. The loss of key 
executives or employees within a short time frame could have a material adverse effect on our business. We employ all of our 
employees, including executive officers and key employees on an at-will basis, and their employment can be terminated by us 
or them at any time, for any reason and without notice, subject to severance payment obligations. In order to retain valuable 
employees, in addition to salary and cash incentives, we have provided stock options and restricted stock that vest over time. 
While we may in the future grant equity awards tied to company performance, if we do not achieve certain financial goals, we 
will not grant equity awards and this may affect our ability to retain employees. The value to employees of stock options and 
restricted stock that vest over time will be significantly affected by movements in our stock price that are beyond our control 
and may at any time be insufficient to maintain their retention benefit or counteract offers from other companies. We would be 
adversely affected if we fail to adequately plan for the succession of our senior management and other key employees.  
Additionally, if we were to lose a large percentage of our current employees in a relatively short time period, or our employees 
were to engage in a work stoppage or unionize, we may be unable to hire and train new employees quickly enough to prevent 
disruptions in our operations, which may result in the loss of members, Territory Partners and/or referral sources.

Our success also depends on our ability to attract, retain and motivate additional skilled management personnel. We plan to 
continue to expand our work force, which we believe will enhance our business and operating results. As a result of COVID-19, 
we adopted hybrid work arrangements, which may result in decreased efficiency. Over time, hybrid work arrangements may 
also decrease the cohesiveness of our teams, which is critical to our corporate culture and to attracting, retaining and motivating 
skilled management personnel. We believe that there is significant competition for qualified personnel with the skills and 
knowledge that we require. Many of the other companies with which we compete for qualified personnel have greater financial 
and other resources than we do. New hires require significant training, capital expenditures and, in most cases, significant time 
before they achieve full productivity. New employees may not become as productive as we expect, and we may be unable to 
hire or retain sufficient numbers of qualified individuals. If we do not successfully hire and integrate new employees in 
accordance with our plans, our business, operating results and financial condition will be harmed.

We may continue to create, invest in or acquire businesses, products and technologies, which could divert our 
management’s attention, result in additional dilution to our stockholders, otherwise disrupt our operations or harm our 
operating results.

We have in the past created, invested in or acquired complementary businesses, products, technologies and new lines of 
business, and we may continue to do so in the future. Our ability to successfully evaluate and manage investment opportunities, 
or make and integrate acquisitions or products, is unproven. For example, we have invested in a pet food initiative, and we 
believe that pet food may be an important part of our offerings over the long term. We do not have experience manufacturing, 
selling, or distributing food products and pet food manufacturing facilities and pet food products are subject to many laws and 
regulations administered by the United States Department of Agriculture, the Federal Food and Drug Administration, the 
Occupational Safety and Health Administration, and other federal, state, local, and foreign governmental agencies relating to 
the production, packaging, labelling, storage, distribution, quality, and safety of food products and the health and safety of 
employees. We have also acquired technology intended to enable us to improve our back-end software and facilitate certain 
expansion efforts, but technology integration is complicated, expensive and time consuming, and it may not result in us 
realizing the intended benefits from the acquisition.

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The pursuit of potential new products, investments or acquisitions may divert the attention of management and cause us to incur 
various expenses in identifying, investigating and pursuing suitable opportunities, whether or not they are consummated. 
Further, even if we successfully invest in or acquire additional businesses or technologies, we may not achieve the anticipated 
benefits from the transaction. The investment or acquisition may also expose us to additional risks, including from unknowingly 
inheriting liabilities that are not adequately covered by contractual remedies. Acquisitions or investments could also result in 
dilutive issuances of equity securities or the incurrence of debt, which could adversely affect our operating results.

If we do not spend our development budget efficiently or effectively on commercially successful and innovative offerings and 
products, we may not realize the expected benefits of our strategy. Further, our development efforts with respect to new 
products and offerings and integrations of acquired businesses could distract management from current operations, and will 
divert capital and other resources from our more established products and offerings. If an investment or acquisition fails to meet 
our expectations, our business, operating results and financial condition may suffer.

We may not realize the benefits of our current and planned strategic relationships.

Our growth strategy includes developing and maintaining strategic relationships with various third parties.  For example, in 
October 2020, we entered into a Strategic Alliance Agreement and certain related agreements with Aflac Incorporated (Aflac). 
We generally pursue strategic relationships with industry leaders that may offer us expanded access to segments of the pet 
owner market. For these efforts to be successful, we must negotiate and enter into agreements with these third parties on terms 
that are attractive to us, and then successfully implement the arrangement, which requires integrating and coordinating their 
resources and capabilities with our own, which may present challenges relating to technology integration, marketing, regulatory 
matters, customer support, and other operational matters. These relationships may require several years to implement, may face 
delays or terminations, and may not be successfully implemented at all. We may be unsuccessful in entering into agreements 
with acceptable third parties, negotiating favorable terms in these agreements, or achieving the anticipated results over our 
desired time horizon. In addition, some of our historical strategic relationships have required us to agree to exclusivity, and or 
other terms that may limit our ability to pursue opportunities we might otherwise pursue. In connection with our strategic 
relationships, we have in the past and may in the future provide equity consideration, impose contractual holding periods for 
such securities, impose standstill obligations or include other requirements that terminate in the event the strategic relationship 
ceases, which may have an adverse effect on our stock price and otherwise cause our business to suffer. 

Strategic relationships also involve various risks, depending on their structure, including the following:

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our strategic partners may not be successful;
we may be unable to convert leads from our strategic referral partners into enrolled pets;
our strategic partners could terminate their relationships with us;
our strategic partners may acquire or form alliances with our competitors, thereby reducing or eliminating their 
business with us;
we may overpay strategic partners relative to the business the relationship generates; and
bad publicity and other issues faced by our strategic partners could negatively impact us.

If we are unsuccessful in our strategic relationships, we may not realize the intended benefits of these relationships, lose the 
investment we have made in these relationships, face difficulty entering into other relationships, and our business may suffer.

Our business and financial condition is subject to risks related to our writing of policies for unaffiliated third parties.

Our other business segment includes revenues and expenses related to underwriting policies on behalf of third parties that do 
not carry reference to the Trupanion brand. The contractual relationships with these third parties may be terminated by either 
party or the third party may choose to begin a relationship with a different underwriter. Any termination of these relationships 
could result in a reduction in our revenue. For the year ended December 31, 2023, premiums from policies sourced by general 
agents accounted for 34% of our total revenue, and one general agent sourced members whose premiums accounted for over 
10% of our total revenue. Further, in administering or marketing a product to consumers, if an unaffiliated third party makes an 
operating decision that adversely affects its business or brand, our business or brand could also be adversely impacted. We 
expect to roll off a portion of our other business starting in 2025 subject to certain limitations in order to allow us to utilize 
capital for other purposes, but we do not control the timing or extent of this roll off and, accordingly, it may not proceed as we 
expect, which could cause our results to fluctuate or have other unexpected impacts on our business.

Changes to this business may be volatile due to the nature of the relationships. Further, this business historically has had, and 
we expect it to continue to have, significantly lower margins than our core business. As a result of this business, we are subject 
to additional regulatory requirements and scrutiny, which increase our costs and risks, and may have an adverse effect on our 
operations. Further, administration of this business and any similar business in the future may divert our time and attention 
away from our core business, which could adversely affect our operating results in the aggregate.

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In Canada, our medical plan is written by Omega General Insurance Company. If Omega were to terminate its underwriting 
arrangement with us, our business could be adversely affected.

In Canada, our medical insurance for pets subscription is currently written by Omega, and we assume all premiums written by 
Omega and the related veterinary invoice expense through an agency agreement and a fronting and administration agreement. 
We expect to begin to underwrite our own products in Canada through our wholly-owned subsidiary, GPIC Insurance Company 
(GPIC). If Omega were to terminate our agreement or be unable to write insurance for regulatory or other reasons, in particular 
before GPIC is duly authorized to write insurance across all Canadian jurisdictions, we may have to terminate subscriptions 
with our existing Canadian members and/or suspend member enrollment and renewals in Canada. In addition, as we move 
business from Omega to GPIC, we may be required to contribute more risk-based capital than expected into GPIC. 

We are expanding our operations internationally, and we may therefore become subject to a number of risks associated with 
international expansion and operations.

We are expanding our operations internationally and expect to continue exploring opportunities outside of North America. For 
instance, we have entered the Australian market in 2019 through a joint venture. In August 2022 we purchased Smart Paws, a 
managing general agent for pet insurance with operations based in Germany and Switzerland, and in November 2022 we 
acquired PetExpert, a managing general agent for pet insurance with operations based in the Czech Republic and Slovakia. We 
have limited history of marketing, selling, administering and supporting our subscription product for consumers outside of the 
North America. In general, international sales and operations may be subject to a number of risks, including the following:

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regulatory rules and practices, foreign exchange controls, tariffs, tax laws and treaties that are different than those we 
operate under currently;
the costs and resources required to modify our subscription appropriately to suit the needs and expectations of 
residents and veterinarians in such foreign countries;
our data analytics platform may have limited applicability in foreign countries, which may impact our ability to 
develop adequate underwriting criteria and accurately price subscriptions in such countries;
increased expenses incurred in establishing and maintaining office space and equipment for our international 
operations;
technological incompatibility between our patented proprietary software and software used by veterinarians;
difficulties in modifying our business model or subscription in a manner suitable for any particular foreign country, 
including any modifications to our Territory Partner model to the extent we determine that our existing model is not 
suitable for use in foreign countries;
our lack of experience in marketing to consumers and veterinarians and online engagement in foreign countries, 
especially if doing so in a foreign language;
our relative lack of industry connections in many foreign countries; 
our ability to locally hire, integrate and retain highly skilled and motivated employees and establish and improve 
systems for operational and financial management where appropriate;
difficulties in managing operations due to language barriers, distance and time zone differences, staffing, cultural 
differences and business infrastructure constraints, including difficulty in obtaining foreign and domestic visas;
the uncertainty of protection for intellectual property rights in some countries; and
general economic and political conditions in these foreign markets.

These and other factors could harm our ability to gain future international revenue and increase our expenses, which would 
materially impact our business and operating results. The expansion of our existing international operations and entry into 
additional international markets will require significant management attention and financial resources, which may detract from 
management attention and financial resources otherwise available to our existing business. Our failure to successfully manage 
our international operations and the associated risks effectively could limit the future growth of our business and could have an 
adverse effect on our operating results and financial condition.

Changes in foreign exchange rates may adversely affect our revenue and operating results.

In addition to the United States, we offer products in Canada, several European countries, and Australia, and we are pursuing 
operations in several other jurisdictions. These activities expose us to the risk of changes in currency exchange rates. For the 
year ended December 31, 2023, approximately 15% of our total revenue was generated in Canada. While we have not 
experienced material exposure to exchange rates in Australia or Europe, that may not continue. Fluctuations in the relative 
strength of the US dollar compared to the currencies of other jurisdictions in which we operate has in the past and could in the 
future adversely affect our revenue and operating results. Moreover, in the future, we may expand the number of countries in 
which we offer products and operate and this could increase our exposure to currency exchange rate fluctuations.

Owning multiple insurance subsidiaries may harm our results of operations.

23

We currently own one of the insurers through which we are issuing products - APIC, a New York domiciled insurer.  We also 
own and have regulatory approvals for two new insurers domiciled respectively in Missouri and Nebraska, ZPIC Insurance 
Company and QPIC Insurance Company.  We are currently pursuing so-called expansion applications for these entities in most 
United States jurisdictions. In addition, we own and are pursuing Canadian regulatory approvals for our Canadian insurer GPIC 
and we may also seek to acquire or establish other insurers.

Acquisitions and operations of these insurers presents a number of risks, including the following:

•

•

•

•

•

•

Acquiring or forming a new insurance subsidiary may divert the attention of management and cause us to incur various 
expenses in identifying, investigating and pursuing suitable opportunities, whether or not the acquisition or formation 
is completed.
Even if we are successful in forming or acquiring a new insurance subsidiary we may not achieve the anticipated 
benefits. We may incur additional costs if we decide to sell or dissolve any such subsidiary.
Each insurance entity will likely require a significant initial minimum capital contribution. It may take a longer period 
of time to achieve efficiency on these contributions, if ever. 
Each insurance entity will be subject to additional regulatory scrutiny in the jurisdiction of incorporation and any 
additional jurisdictions in which the insurance subsidiary operates. Failure to comply with laws, regulations and 
guidelines applicable to a new insurance subsidiary could result in significant liability, result in the loss of revenue and 
otherwise harm our business, operating results and financial condition.
A supervisory regulator may increase the amount of capital we must hold in an insurance subsidiary, especially if it 
shows material growth. We may not have easy access to such capital, and using it for this purpose may prevent us 
from investing in our growth and operations, which may require us to modify our operating plan, delay new initiatives, 
interfere with personnel growth, incur indebtedness or pursue financings, or otherwise modify our operations, any of 
which could have a material adverse effect on our operating results and financial condition.
If the required minimum capital in one of our insurers falls below the required threshold, the responsible regulator may 
take action, or such a reduction may result in a breach of various contractual relationships, including, for example, 
with the unaffiliated general agents for which we write medical insurance for pets policies, which may give such 
parties the ability to cancel their contracts with us and/or sue us for damages related to our risk-based capital levels, 
which could have a material adverse effect on our financial condition.

• We may not obtain required regulatory approvals in connection with potentially investing a portion of an insurer’s 

assets, for example in real property.

We may require additional capital to meet our risk-based capital requirements, pursue our business objectives and respond 
to business opportunities, challenges or unforeseen circumstances. If capital is not available to us at any time, our business, 
operating results and financial condition may be harmed.

We may require additional capital to meet our risk-based capital requirements, operate or expand our business or respond to 
unforeseen circumstances. Additional funds may not be available when we need them, on terms that are acceptable to us, or at 
all. For instance, our arrangement with Aflac requires that, before we issue or sell equity to another investor, we are required to 
provide Aflac an opportunity to purchase equity allowing them to maintain their ownership percentage. This requirement may 
introduce delays or prevent us from raising funds through the issuance of securities. If we raise additional funds through the 
issuance of equity or convertible securities, the percentage ownership of holders of our common stock could be significantly 
diluted and these newly issued securities may have rights, preferences or privileges senior to those of holders of our common 
stock. Further, volatility in the equity markets may have an adverse effect on our ability to obtain equity financing or the cost of 
such financing and, in the event we require additional debt financing, volatility in the debt markets may have an adverse effect 
on our ability to obtain debt financing or the cost of such financing. Similarly, our access to funds may be impaired if regulatory 
authorities or rating agencies take negative actions against us. If a combination of these factors were to occur, our internal 
sources of liquidity may prove to be insufficient and, in such case, we may not be able to successfully obtain additional 
financing on favorable terms. If funds are unavailable to us on reasonable terms when we need them, we may be unable to meet 
our risk-based capital requirements, train and support our employees, support Territory Partners, maintain the competitiveness 
of our technology, pursue business opportunities, service our existing debt, pay veterinary invoices or acquire new members, 
any of which could have an adverse effect on our business, operating results and financial condition.

If our security measures are breached and unauthorized access is obtained to our data, including our members’ data, we 
may lose our competitive advantage, our systems may be perceived as not being secure and we may incur third-party 
liability.

24

Our data repository contains proprietary information that we believe gives us a competitive advantage, including data on 
veterinary invoices received and other data with respect to members, Territory Partners, veterinarians and other third parties. 
We also collect and utilize demographic and other information from and about our members when they visit our website, call 
our contact center and apply for enrollment. Further, we use tracking technologies, including “cookies,” to help us manage and 
track our members’ interactions and deliver relevant advice and advertising. Security breaches could expose us to a risk of loss 
of our data and/or disclosure of this data, either publicly or to a third party who could use the information to gain a competitive 
advantage. Because techniques used to obtain unauthorized access or to sabotage systems change frequently and generally are 
not recognized until launched against a target, we may be unable to anticipate these techniques or implement adequate 
preventative measures. In the event of a loss of our systems or data, we could experience increased costs, delays, legal liability 
and reputational harm, which in turn may harm our financial condition, damage our brand and result in the loss of members. 
Such a disclosure also could lead to litigation and possible liability.

In the course of operating our business, we store and/or transmit our members’ confidential information, including credit card 
and bank account numbers and other private information. Because the methods used to obtain unauthorized access to private 
information change frequently and may be difficult to detect for long periods of time, security breaches would expose us to a 
risk of loss of this information, litigation and possible liability. Our payment services are similarly susceptible to credit card and 
other payment fraud schemes, including unauthorized use of credit cards, debit cards or bank account information, identity theft 
or merchant fraud. 

If our security measures are breached as a result of third-party action, employee error, malfeasance or otherwise, and, as a 
result, someone obtains unauthorized access to our data, including data of our members, our reputation may be damaged, our 
business may suffer and we could incur significant liability. Because techniques used to obtain unauthorized access or to 
sabotage systems change frequently and generally are not recognized until launched against a target, we may be unable to 
anticipate these techniques or implement adequate preventative measures. If an actual or perceived breach of our security 
occurs, the public perception of the effectiveness of our security measures could be harmed.

In addition, cyber-attacks or acts of terrorism could cause disruptions in our business or the economy as a whole. Our servers 
and systems may also be vulnerable to computer viruses, break-ins and similar disruptions from unauthorized tampering with 
our computer systems, which could lead to interruptions, delays, loss of critical data or the unauthorized disclosure of 
confidential member data. We currently have limited disaster recovery capability, and our business interruption insurance may 
be insufficient to compensate us for losses that may occur. Such disruptions could negatively impact our ability to run our 
business, which could have an adverse effect on our operating results and financial condition. 

We are subject to a number of risks related to accepting automatic fund transfers and credit card and debit card payments.

We accept payments of subscription fees from our members through automatic fund transfers and payments via credit and debit 
card and mobile payment applications. For payments via credit and debit card and mobile payment applications, we pay 
interchange and other fees, which may increase over time. An increase in the number of members who utilize credit and debit 
cards and mobile apps to pay their subscription fees or related credit and debit card fees would reduce our margins and could 
require us to increase subscription fees, which could cause us to lose members and revenue, or suffer an increase in our 
operating expenses, either of which could adversely affect our operating results.

If we, or any of our processing vendors or banks have problems with our billing software, or if the billing software 
malfunctions, it could have an adverse effect on our member satisfaction and could cause one or more of the major credit card 
companies or banks to disallow our continued use of their payment products. In addition, if our billing software fails to work 
properly and, as a result, we do not automatically charge our members’ credit cards on a timely basis or at all, or a bank 
withdraws the incorrect amount or fails to timely transfer the correct amount to us, we could lose revenue and harm our member 
experience, which could adversely affect our business and operating results. Moreover, a vendor could fail to process payments, 
or could process payments in the wrong amounts, which could result in us failing to collect premiums, could result in increased 
cancellations and could adversely affect our reputation.

We are also subject to payment card association operating rules, certification requirements and rules governing electronic funds 
transfers, including the Payment Card Industry Data Security Standard (PCI DSS), a security standard applicable to companies 
that collect, store or transmit certain data regarding credit and debit cards, holders and transactions. We are currently compliant 
with PCI DSS in North America but our compliance efforts are ongoing with respect to acquired businesses. We may not be 
fully or materially compliant with PCI DSS, or other payment card operating rules in the future. Any failure to comply with the 
PCI DSS in the future may violate payment card association operating rules, federal and state laws and regulations, and the 
terms of our contracts with payment processors and merchant banks. Such failure to comply may subject us to fines, penalties, 
damages and civil liability, and may result in the loss of our ability to accept credit and debit card payments. In addition, there 
is no guarantee that PCI DSS compliance will prevent illegal or improper use of our payment systems or the theft, loss or 
misuse of data pertaining to credit and debit cards, credit and debit card holders and credit and debit card transactions.

25

If we fail to adequately control fraudulent payment processing, we may face civil liability, diminished public perception of our 
security measures and significantly higher credit card-related costs, each of which could adversely affect our business, 
operating results and financial condition.

If we are unable to maintain our chargeback rate at acceptable levels, our credit card fees for chargeback transactions, or our 
fees for many or all categories of credit and debit card transactions, credit card companies and debit card issuers may increase 
our fees or terminate their relationship with us. Any increases in our credit card and debit card fees could adversely affect our 
operating results, particularly if we elect not to raise our subscription fees. The termination of our ability to process payments 
on any major credit or debit card would significantly impair our ability to operate our business.

We have limited experience owning an office building and may face unexpected costs.

In August 2018, we purchased our headquarters office building in Seattle, Washington, USA. Prior to this purchase, we had no 
experience owning an office building. It is difficult to predict all costs associated with maintaining the building and ensuring it 
is suitable for our use and that of other tenants and maintain compliance with all environmental and other regulations applicable 
to ownership of real estate. Following our transition to hybrid work arrangements, we have far fewer people working in our 
headquarters office, resulting in decreased utilization of our space. Failure to attract and retain tenants for our unused space will 
result in our not receiving rental income and could also cause a reduction in the value of the building. Tenants may also 
negotiate tenant improvements, requiring capital expenditures that may adversely impact our financial position. In addition, we 
may identify structural defects or other conditions, or we may determine that remodeling or renovations are necessary given our 
business operations and objectives. Managing tenants, maintaining the building, and otherwise facing the costs and 
responsibilities of being the owner of a building may be a distraction from our core business and cause our performance to 
suffer.

Environmental, social, and governance (ESG) issues may result in reputational harm and liability.

Companies across all industries are experiencing increased scrutiny and litigation related to their ESG practices, positions, and 
reporting. Investors, customers, regulators, employees, and other stakeholders have focused increasingly on ESG issues, 
including, among other things, climate change and greenhouse gas emissions, human and civil rights, and diversity, equity, and 
inclusion matters. Expectations surrounding appropriate corporate behavior in these areas are continually evolving and often 
reflect opposing viewpoints. Positions we may take (or choose not to take) on ESG issues may be unpopular with some of our 
current or potential employees, partners, or customers, which may in the future impact our ability to attract or retain employees, 
partners, or customers. Further, actions taken by our customers or partners, including through the use or misuse of our products, 
may result in reputational harm or possible liability to us.

Our disclosures on ESG matters, and any standards we may set for ourselves or a failure to meet these standards, may influence 
our reputation and the value of our brand. For example, we have elected to share publicly certain information about our ESG 
initiatives and information, and our commitment to the recruitment, engagement, and retention of a diverse board and 
workforce. In addition, California recently adopted two new climate-related bills, which require companies doing business in 
California that meet certain revenue thresholds to publicly disclose certain greenhouse gas emissions data and climate-related 
financial risk reports, and compliance with such requirements could require significant effort and resources. The SEC has also 
proposed disclosure requirements regarding, among other ESG topics, the impact our business has on the environment. Our 
business may face increased scrutiny related to these activities and our related disclosures, including from the investment 
community, and our failure to achieve progress or manage the dynamic public sentiment and legal landscape in these areas on a 
timely basis, or at all, could adversely affect our reputation, business, and financial performance.

Failure to adequately protect our intellectual property could substantially harm our business and operating results.

We rely on a combination of intellectual property rights, including trade secrets, patents, copyrights, trademarks and domain 
names, as well as contractual restrictions, to establish and protect our patented proprietary software and our intellectual 
property. Despite our efforts to protect our proprietary rights, unauthorized parties may attempt to copy our digital content, 
pricing analytics, technology, software, branding and functionality, or obtain and use information that we consider proprietary. 
Moreover, policing our proprietary rights is difficult and may not always be effective. As we continue to expand internationally, 
we may need to enforce our rights under the laws of countries that do not protect proprietary rights to as great an extent as do 
the laws of the United States, which may be expensive and divert management’s attention away from other operations. 

26

Our proprietary software is protected by patents. These patents may not be sufficient to maintain effective product exclusivity 
because patent rights are limited in time and do not always provide effective protection. Furthermore, our efforts to enforce or 
protect our patent rights may be ineffective, could result in substantial costs and diversion of resources, could result in the 
invalidation of our patent rights, and could substantially harm our operating results. Even where our patents rights are enforced, 
legal remedies available for harm caused to us by infringing products may be inadequate to make us whole. Further, our 
successful assertion of our patent against one competing product is not necessarily predictive of our future success or failure in 
asserting the same patent against a second competing product. In addition, patents have a limited lifespan. In the United States, 
the natural expiration of a patent is generally 20 years after it is filed. Various extensions may be available. However, the life of 
a patent, and the protection it affords, is limited. Once the patent life has expired for our software, our competitors will be able 
to use our patented technology.

We seek to control access to our proprietary technology, software and documentation by entering into confidentiality and 
invention assignment agreements with our employees and partners, confidentiality agreements or license agreements with third 
parties, such as service providers, vendors, individuals and entities that may be exploring a business relationship with us, and 
terms of use with third parties, such as veterinary hospitals desiring to use our technology, software and documentation. These 
agreements may not prevent disclosure of intellectual property, trade secrets and/or other confidential information, and may not 
provide an adequate remedy in the event of misappropriation of trade secrets or any unauthorized disclosure of trade secrets and 
other confidential information. In addition, others may independently discover trade secrets and confidential information and, in 
such cases, we may not be able to assert any trade secret rights against such parties. Costly and time-consuming litigation could 
be necessary to enforce and determine the scope of our intellectual property rights and related confidentiality, license and 
nondisclosure provisions, and failure to obtain or maintain trade secret protection, or our competitors being able to obtain our 
trade secrets or to independently develop technology similar to ours or competing technologies, could adversely affect our 
competitive business position.

Litigation or proceedings before the U.S. Patent and Trademark Office or other governmental authorities and administrative 
bodies in the United States and abroad may be necessary in the future to enforce our intellectual property rights, to protect our 
domain names and to determine the validity and scope of the proprietary rights of others. Our efforts to enforce or protect our 
proprietary rights may be ineffective, could result in substantial costs and diversion of resources and could substantially harm 
our operating results.

Assertions by third parties of infringement or other violation by us of their intellectual property rights could result in 
significant costs and substantially harm our business and operating results.

Third parties have in the past and may in the future claim that our services or technologies, including our proprietary software, 
infringe or otherwise violate their intellectual property rights. We may be subject to legal proceedings and claims, including 
claims of alleged infringement by us of the intellectual property rights of third parties. Any dispute or litigation regarding 
intellectual property could be expensive and time consuming, regardless of the merits of any claim, and could divert our 
management and key personnel from our operations.

If we were to discover or be notified that our services or our proprietary software potentially infringe or otherwise violate the 
intellectual property rights of others, we may need to obtain licenses from these parties in order to avoid infringement. We may 
not be able to obtain the necessary licenses on acceptable terms, or at all, and any such license may substantially restrict our use 
of the intellectual property. Moreover, if we are sued for infringement and lose the lawsuit, we could be required to pay 
substantial damages or be enjoined from offering the infringing services. Any of the foregoing could cause us to incur 
significant costs and prevent us from selling or properly administering subscriptions or performing under our other contractual 
relationships.

The outcome of litigation or regulatory proceedings could subject us to significant monetary damages, restrict our ability to 
conduct our business, harm our reputation and otherwise negatively impact our business.

From time to time, we have been, and in the future may become, subject to litigation, claims and regulatory proceedings and 
inquiries, including market conduct examinations and investigations by state insurance regulatory agencies and threatened or 
filed lawsuits by, among others, government agencies, employees, competitors, shareholders, current or former members, or 
business partners. 

We cannot predict the outcome of these actions or proceedings, and the cost of defending such actions or proceedings could be 
material. Further, defending such actions or proceedings could divert our management and key personnel from our business 
operations. If we are found liable in any action or proceeding, we may have to pay substantial damages or fines, which may 
have a material adverse effect on our business, operating results, financial condition and prospects. More critically, an adverse 
result from a proceeding could require us to change the way we conduct our business, including our marketing and sales 
practices, and such a result may have a greater adverse effect on our business than monetary damages or fines. There may also 
be negative publicity associated with litigation or regulatory proceedings that could harm our reputation or decrease acceptance 
of our services. These claims may be costly to defend and may result in assessment of damages, adverse tax consequences and 

27

harm to our reputation.

Our current and future indebtedness could limit our ability to expand our business or respond to changes, and we may be 
unable to generate sufficient cash flow to satisfy any of our debt service obligations.

In March 2022, we entered into a credit agreement with Piper Sandler Finance, LLC, as administrative agent, that provides us 
with up to $150.0 million of credit (the Credit Facility). As of December 31, 2023, we issued term loans totaling $135.0 million 
under the Credit Facility. Substantial indebtedness, and the fact that a substantial portion of our cash flow from operating 
activities could be needed to make payments on this indebtedness, could have adverse consequences, including the following:

•

•

•

•

reducing the availability of our cash flow for our operations, capital expenditures, future business opportunities and 
other purposes;

limiting our flexibility in planning for, or reacting to, changes in our business and the industries in which we operate, 
which could place us at a competitive disadvantage compared to our competitors that may have less debt;

limiting our ability to borrow additional funds; and

increasing our vulnerability to general adverse economic and industry conditions.

Our ability to borrow any funds needed to operate and expand our business will depend in part on our ability to generate cash. If 
our business does not generate sufficient cash flow from operating activities or if future borrowings, under our Credit Facility or 
otherwise, are not available to us in amounts sufficient to enable us to fund our liquidity needs, our operating results, financial 
condition and ability to expand our business and meet our risk-based capital requirements may be adversely affected.

Covenants in our Credit Facility may restrict our operations, and if we do not effectively manage our business to comply 
with these covenants, our financial condition could be adversely affected.

Our Credit Facility contains various restrictive covenants, including limitations on our ability to incur other indebtedness or 
liens, make investments, and merge with or acquire other entities. Our Credit Facility also contains certain financial covenants, 
including minimum revenue and liquidity thresholds. Our ability to meet these restrictive covenants can be affected by events 
beyond our control. We are also obligated to pay interest under the Credit Facility at a floating base rate plus an applicable 
margin, which rate will increase based on prevailing rates. Our Credit Facility provides that our breach or failure to satisfy 
various covenants and obligations constitutes an event of default. Upon the occurrence of an event of default, our lenders could 
elect to declare any future amounts outstanding under our Credit Facility to be immediately due and payable. The Credit 
Facility is secured by substantially all of our assets and those of our subsidiaries. If we are unable to repay those amounts, our 
financial condition could be adversely affected.

We may have additional tax liabilities.

We are subject to income tax, premium tax, transaction tax and other taxes in the U.S. and foreign jurisdictions. Judgment is 
required in determining our provision for income taxes, premium tax, transaction tax and other taxes. In the ordinary course of 
our business, there are many transactions and calculations where the ultimate tax determination is uncertain. Further, we often 
make elections for tax purposes which may ultimately not be upheld. Although we believe our tax estimates are reasonable, the 
final determination of tax audits and any related litigation in the jurisdictions where we are subject to taxation could be 
materially different from our historical income tax provisions and accruals. The results of an audit or litigation could have a 
material effect on our consolidated financial statements in the period or periods in which that determination is made.

Our ability to use our net operating loss carryforwards and certain other tax attributes may be limited.

As of December 31, 2023, we had U.S. federal net operating loss carryforwards of approximately $271.6 million that will begin 
to expire in 2026. Under Sections 382 and 383 of the Internal Revenue Code of 1986, as amended (the Code), if a corporation 
undergoes an “ownership change,” the corporation’s ability to use its pre-change net operating loss carryforwards and other pre-
change tax attributes, such as research tax credits, to offset its post-change income taxes may be limited. In general, an 
“ownership change” occurs if there is a cumulative change in our ownership by “5-percent stockholders” that exceeds 50 
percentage points over a rolling three-year period. Similar rules may apply under state tax laws. Pursuant to Sections 382 and 
383 of the Code, annual use of our net operating loss carryforwards and credit carryforwards may be limited by previous and 
future ownership changes.

28

Risks Related to Compliance with Laws and Regulations

Our business is heavily regulated, and if we fail to comply with the numerous applicable laws and regulations our business 
and operating results could be harmed.

The sale of medical insurance for cats and dogs is heavily regulated. In the United States, insurance is regulated by each state in 
which we operate, and it is challenging to comply with the requirements of each of these jurisdictions along with the different 
Canadian federal provincial, and territorial requirements. As we expand internationally, compliance with insurance-related 
laws, rules and regulations becomes even more difficult and imposes significant costs on our business. Each applicable 
regulator has broad supervisory power over all insurance-related operations, which can include granting and revoking licenses 
to transact insurance business, and imposing fines and other penalties.

Due to the complexity, periodic modification and differing interpretations of insurance laws and regulations, we have not 
always been, and we may not always be, in compliance with them. A regulator’s interpretation of existing laws or regulations 
may change without notice.  Failure to comply with insurance laws, regulations and guidelines or other laws and regulations 
applicable to our business could result in significant liability, additional department of insurance licensing requirements, the 
revocation of licenses in a particular jurisdiction or our inability to sell insurance products, which could significantly increase 
our operating expenses, result in the loss of our revenue and otherwise harm our business, operating results and financial 
condition.

Moreover, because adverse regulatory actions in one jurisdiction may be required to be reported to other jurisdictions, an 
adverse regulatory action in one jurisdiction could result in penalties and adversely affect our license status or reputation in 
other jurisdictions. Even if the allegations in any regulatory or other action against us ultimately are determined to be 
unfounded, we could incur significant time and expense defending against the allegations, and any related negative publicity 
could harm consumer and third-party confidence in us, which could significantly damage our brand.

In addition, we have received, and may in the future receive, inquiries from regulators regarding our marketing and business 
practices. These inquires may include investigations regarding a number of our business practices, including the manner in 
which we market and sell products, the manner in which we write policies for any unaffiliated general agent, and whether any 
amounts we pay to hospitals or hospital groups (e.g., for electronic claims processing) is appropriate. Any modification of our 
marketing or business practices in response to regulatory inquiries could harm our business, operating results or financial 
condition and lead to reputational harm.

New laws may be adopted that may adversely affect our operating results and financial condition.

Existing laws and regulations impose limits on, for instance, our ability to enact price increases for our products, among other 
things. New laws may be adopted that could further affect our business, for example our ability to effect rate increases, to 
cancel or not issue existing policies, to use artificial intelligence or machine learning, or to market our products in various ways.  
Implementing changes in order to comply with new laws or regulations could also be time-consuming and costly.

We may be affected by mandatory participation in plans that could result in contributions from insurance subsidiaries we 
own.

Certain states have enacted laws that require a property-casualty insurer, which includes a pet insurance company, conducting 
business in that state to participate in assigned risk plans, reinsurance facilities, joint underwriting associations (JUAs), Fair 
Access to Insurance Requirements (FAIR) plans and wind pools. In these markets, if the state reinsurance facilities, wind pools, 
FAIR plans or JUAs recognize a financial deficit, they may in turn have the ability to assess participating insurers, adversely 
affecting our operating results and financial condition if we are a part of such state reinsurance facilities, wind pools, FAIR 
plans or JUAs. Additionally, certain jurisdictions require insurers to participate in guaranty funds for impaired or insolvent 
insurance companies. These funds periodically assess losses against all insurance companies doing business in the jurisdiction. 
Our operating results and financial condition could be adversely affected by any of these factors.

Regulations that require individuals or entities that sell medical insurance for cats and dogs or process claims to be licensed 
may be interpreted to apply to our business more broadly than we expect them to, which could require us to modify our 
business practices, create liabilities, damage our reputation, and harm our business.

29

Insurance regulations generally require that each individual who sells, solicits or negotiates insurance on our behalf must 
maintain a valid license in the jurisdiction in which the activity occurs. Regulations also generally prohibit paying an insurance 
commission to an unlicensed person or entity.  Regulations may also require certain individuals who process claims to be 
licensed. These requirements are subject to a variety of interpretations between jurisdictions. We may not interpret and apply 
the requirements in the same manner as all applicable regulators, and, even if we have, the requirements or regulatory 
interpretations of those requirements may change. Regulators have in the past and/or may in the future determine that certain of 
our personnel or third parties were performing licensable activities without the required license. If such persons were not in fact 
licensed in any such jurisdiction, we could become subject to conviction for an offense or the imposition of an administrative 
penalty, and liable for significant penalties. Regulators may also deem payments we make to an unlicensed entity or person to 
be improper.  We would also likely be required to modify our business practices and/or pet acquisition programs, or license the 
affected individuals, which may be impractical or costly and time-consuming to implement. Any modification of our business 
or marketing practices in response to regulatory licensing requirements could harm our business, operating results or financial 
condition.

We are subject to numerous laws and regulations, and compliance with one law or regulation may result in non-compliance 
with another.

We are subject to numerous laws and regulations that are administered and enforced by a number of different governmental 
authorities, each of which exercises a degree of interpretive latitude, including, in the United States, state insurance regulators, 
state securities administrators, state attorneys general and federal agencies including the SEC, Internal Revenue Service and the 
U.S. Department of Justice. Consequently, we are subject to the risk that compliance with any particular regulator’s or 
enforcement authority’s interpretation of a legal issue may not result in compliance with another’s interpretation of the same 
issue, particularly when compliance is judged in hindsight. In addition, there is risk that laws and regulations or any particular 
regulator’s or enforcement authority’s interpretation of a legal issue may change over time to our detriment, or that changes in 
the overall legal environment may, even absent any particular regulator’s or enforcement authority’s interpretation of a legal 
issue changing, cause us to change our views regarding the actions we need to take from a legal risk management perspective, 
thus necessitating changes to our practices that may, in some cases, increase our costs and limit our ability to grow or to 
improve our results of operations. Further, in some cases, these laws and regulations are designed to protect or benefit the 
interests of a specific constituency rather than a range of constituencies. For example, state insurance laws and regulations 
generally are intended to protect or benefit purchasers or users of insurance products, not holders of securities, which generally 
is the jurisdiction of the SEC. In many respects, these laws and regulations limit our ability to grow or to improve our results of 
operations.

Failure to comply with federal, state and provincial laws and regulations relating to privacy and security of personal 
information, and civil liabilities relating to breaches of privacy and security of personal information, could create liabilities 
for us, damage our reputation and harm our business.

A variety of regulations govern the collection, use, retention, sharing and security of personal information. Claims or 
allegations that we have violated applicable laws or regulations related to privacy and data security could in the future result in 
negative publicity and a loss of confidence in us by our members, our participating service providers or team members, and 
may subject us to fines by credit card companies and the loss of our ability to accept credit and debit card payments. In 
addition, we have posted privacy policies and practices concerning the collection, use and disclosure of member data on our 
website. Several Internet companies have incurred penalties for failing to abide by the representations made in their privacy 
policies and practices. In addition, our use and retention of personal information could lead to civil liability exposure in the 
event of any disclosure of such information due to hacking, viruses, inadvertent action or other use or disclosure. Several 
companies have been subject to civil actions, including class actions, relating to this exposure.

We have incurred, and will continue to incur, expenses to comply with privacy and security standards and protocols for 
personal information imposed by law, regulation, self-regulatory bodies, industry standards and contractual obligations. Such 
laws, standards and regulations, however, are evolving and subject to potentially differing interpretations, and new privacy laws 
are frequently enacted. We are unable to predict what additional legislation, standards or regulation in the area of privacy and 
security of personal information could be enacted or its effect on our operations and business.

Law and regulations of the Internet, email and texting could adversely affect our business.

Many laws governing general commerce on the Internet remain unsettled and it may take years to fully determine whether and 
how existing laws such as those governing insurance, intellectual property, privacy and taxation apply to the Internet. In 
addition, the growth and development of the market for electronic commerce and Internet-related advertisements and 
transactions may prompt calls for more stringent consumer protection laws that may impose additional burdens on companies 
conducting business and selling subscriptions over the Internet. Any new laws or regulations or new interpretations of existing 
laws or regulations relating to the Internet could harm our business and we could be forced to incur substantial costs in order to 
comply with them, which would harm our business, operating results and financial condition.

30

Additionally, we use phone solicitation, email, and texting to market our services to potential members and/or as a means of 
communicating with our existing members. The laws and regulations governing the use of phone solicitation, email, and texting 
continue to evolve, and the growth and development of the market for commerce over the Internet may lead to the adoption of 
additional legislation. Failure to comply with existing or new laws regarding phone solicitation, text or electronic 
communications with members could lead to significant damages. We have incurred, and will continue to incur, expenses in our 
efforts to comply with electronic messaging laws. If new laws or regulations are adopted, or existing laws and regulations are 
interpreted, to impose additional restrictions on our ability to send email to our members or potential members, we may not be 
able to communicate with them in a cost-effective manner. In addition to legal restrictions on the use of email for commercial 
purposes, Internet and email service providers and others attempt to block the transmission of unsolicited email, commonly 
known as “spam.” Many service providers have relationships with organizations whose purpose it is to detect and notify the 
Internet and email service providers of entities that the organization believes are sending unsolicited email. If an Internet or 
email service provider identifies messaging and email from us as “spam” as a result of reports from these organizations or 
otherwise, we could be placed on a restricted list that will block our emails to members or potential members. If we are 
restricted or unable to communicate by phone, text or email with our members and potential members as a result of legislation, 
blockage or otherwise, our business, operating results and financial condition would be harmed.

Our segregated account in Bermuda, WICL segregated account AX, could be adversely impacted by regulatory compliance 
of an unaffiliated third party.

Wyndham Insurance Company (SAC) Limited (WICL) is a class 3 insurer regulated by the Bermuda Monetary Authority 
(BMA). WICL’s ability to continue operations and pay dividends could impact the ability of our segregated account to do the 
same. WICL’s failure to meet regulatory requirements set forth by the BMA could result in our inability to transact business 
with WICL segregated account AX. Further, WICL could be limited from allowing dividends to be paid out of segregated 
account AX in the event of adverse regulatory actions.

Our accounting is becoming more complex, and relies upon estimates or judgments relating to our critical accounting 
policies. If our accounting is erroneous or based on assumptions that change or prove to be incorrect, our operating results 
could fall below the expectations of securities analysts and investors, resulting in a decline in our stock price.

The preparation of financial statements in conformity with GAAP requires management to make estimates and assumptions that 
affect the amounts reported in the consolidated financial statements and accompanying notes, and also to comply with many 
complex requirements and standards. We devote substantial resources to compliance with accounting requirements and we base 
our estimates on our best judgment, historical experience, information derived from third parties, and on various other 
assumptions that we believe to be reasonable under the circumstances, the results of which form the basis for making judgments 
about the carrying values of assets, liabilities, equity, revenue and expenses that are not readily apparent from other sources. 
However, various factors are causing our accounting to become complex, such as our investments in strategic opportunities and 
our expansion into foreign markets. The ongoing evolution of our business, international expansion, and entry into 
complementary businesses, such as pet food, may compound these complexities. Our operating results may be adversely 
affected if we make accounting errors or our judgments prove to be wrong, assumptions change or actual circumstances differ 
from those in our assumptions, which could cause our operating results to fall below the expectations of securities analysts and 
investors or guidance we may have provided, resulting in a decline in our stock price and potential legal claims. Significant 
judgments, assumptions and estimates used in preparing our consolidated financial statements include those related to revenue 
recognition, reserve for veterinary invoices, business combinations, and income taxes.

Risks Related to Ownership of Our Common Stock

Our actual operating results may differ significantly from our guidance.

From time to time we have released, and may continue to release, guidance in quarterly earnings conference call, quarterly 
earnings releases, or otherwise, regarding our future performance that represents our management’s estimates as of the date of 
release. This guidance, which includes forward-looking statements, has been and will be based on projections prepared by our 
management. These projections are not prepared with a view toward compliance with published guidelines of the American 
Institute of Certified Public Accountants, and neither our independent registered public accounting firm nor any other 
independent expert or outside party compiles or examines the projections. Accordingly, no such person expresses any opinion 
or any other form of assurance with respect to the projections. In addition, from time to time we have provided, and may 
continue to provide, information regarding how we think about the drivers of and our method of calculating our intrinsic value, 
including related statements regarding discounted cash flows and underlying assumptions (such as pet enrollment, revenue per 
pet, lifetime values of a pet, pet acquisition costs, and other costs and expenses). 

31

These statements are based upon a number of assumptions and estimates that, while presented with numerical specificity, are 
inherently subject to significant business, economic and competitive risks and uncertainties, many of which are beyond our 
control, including those described in these “Risk Factors” and elsewhere in this report. When we state possible outcomes as 
high and low ranges, these are intended to provide a sensitivity analysis as variables are changed but are not intended to imply 
that actual results could not fall outside of the suggested ranges. 

The principal reason that we release guidance and other information regarding our view of the drivers and calculation method of 
our intrinsic value is to provide a basis for our management to discuss our business and outlook with analysts and investors.

Guidance is necessarily speculative in nature, and it can be expected that some or all of the assumptions underlying these 
statements will not materialize or will vary significantly from actual results. Accordingly, these statements are only estimates of 
what management believes is reasonable as of the date of release. Actual results may vary and the variations may be material. In 
light of the foregoing, we urge investors not to rely upon our guidance or other information regarding our view of the drivers 
and calculation method of our intrinsic value in making an investment decision regarding our common stock. In addition, we do 
not accept any responsibility for any projections or reports published by any such third parties, and we urge you not to place 
undue reliance on those statements.

Any failure to successfully implement our operating strategy or the occurrence of any of the events or circumstances set forth in 
this report, or the other reports we file from time to time, could result in the actual operating results being different from our 
guidance, and the differences may be adverse and material.

Future securities issuances could result in significant dilution to our stockholders and impair the market price of our 
common stock.

Future issuances of shares of our common stock, or the perception that these sales may occur, could depress the market price of 
our common stock and result in dilution to existing holders of our common stock. Acquisitions, strategic investments, 
partnerships, or alliances could also result in dilutive issuances of equity securities. In addition, we may issue options, restricted 
stock units, or other stock-based awards to those providing services to us, and to the extent outstanding or future options are 
exercised or restricted stock units or other stock-based awards are settled for shares of our common stock, there will be further 
dilution. These equity incentives are generally granted under our 2014 Equity Incentive Plan, which provides for automatic 
annual increases in the number of shares or our common stock available for issuance under the plan equal to 4% of our issued 
and outstanding shares of common stock, or any lesser number determined by our board of directors. Our board of directors 
most recently approved a 4% increase in 2022. The amount of dilution could be substantial depending upon the size of our 
future issuances of securities or exercises or settlement of stock-based awards. Furthermore, we may issue additional equity 
securities that could have rights senior to those of our common stock, such as pursuant to the “blank check” preferred stock 
contained in our certificate of incorporation. As a result, purchasers of our common stock bear the risk that future issuances of 
debt or equity securities may reduce the value of and dilute their ownership interest.

If securities or industry analysts do not publish research, or publish inaccurate or unfavorable research, about our business, 
our stock price and trading volume could decline.

The trading market for our common stock depends in part on the research and reports that securities or industry analysts publish 
about us or our business. If one or more of the securities or industry analysts who publish research about us or our business 
downgrade our stock or publish inaccurate or unfavorable evaluations of our company or our stock, the price of our stock could 
decline. If one or more of these analysts cease coverage of our company, our stock may lose visibility in the market, which in 
turn could cause our stock price to decline.

The market price of our common stock has been and is likely to continue to be volatile, and you may be unable to sell your 
shares at or above the price at which you purchased them.

The market price of our common stock has been and is likely to continue to fluctuate widely. Factors affecting the market price 
of our common stock include:

•

•

•

•
•
•
•

variations in our operating results, earnings per share, cash flows from operating activities, and key operating metrics, 
and how those results compare to analyst expectations;
forward-looking guidance that we provide to the public and industry and financial analysts related to future revenue 
and results of operations, and any change in that guidance or our failure to achieve the results reflected in that 
guidance;
the net increases in the number of members, either independently or as compared with published expectations of 
industry, financial or other analysts that cover our company;
changes to our subscription, strategic alliances, acquisitions or significant agreements by us or by our competitors;
recruitment or departure of key personnel;
factors relating to our other business segment;
issuance of common stock or other securities to certain partners;

32

•
•

•
•
•

the economy as a whole and market conditions in our industry;
trading activity by a limited number of stockholders who together beneficially own a majority of our outstanding 
common stock; 
publications and public statements by financial analysts and other finance industry professionals and activists; 
the number of shares of our stock trading on a regular basis; and
any other factors discussed in these risk factors.

In addition, if the market for stock in our industry or the stock market in general experiences uneven investor confidence, the 
market price of our common stock could decline for reasons unrelated to our business, operating results or financial condition. 
Some companies that have experienced volatility in the trading price of their stock have been the subject of securities class 
action litigation. If we are the subject of such litigation, it could result in substantial costs and a diversion of our management’s 
attention and resources.

We do not intend to pay dividends on our common stock and, therefore, any returns will be limited to the value of our stock.

We have never declared or paid any cash dividends on our common stock. Other than potential repurchases of our common 
stock, we currently intend to retain all available funds and any future earnings for the development, operation and expansion of 
our business and do not anticipate declaring or paying any cash dividends for the foreseeable future. APIC’s ability to pay 
dividends is limited by New York state insurance laws, and WICL Segregated Account AX’s ability to pay dividends is limited 
by our agreements with WICL as well as WICL’s regulatory requirements. Any return to stockholders will therefore be limited 
to the increase, if any, of our stock price.

Our directors and principal stockholders own a significant percentage of our stock and will be able to exert significant 
control over matters subject to stockholder approval.

Our directors, five percent or greater stockholders and their respective affiliates beneficially hold a significant amount of our 
outstanding voting stock. Therefore, these stockholders have the ability to influence us through this ownership position. These 
stockholders may be able to determine all matters requiring stockholder approval. For example, these stockholders may be able 
to control elections of directors, amendments of our organizational documents, or approval of any merger, sale of assets, or 
other major corporate transaction. This may prevent or discourage unsolicited acquisition proposals or offers for our common 
stock that you or other stockholders may feel are in your or their best interest as one of our stockholders.

Provisions in our restated certificate of incorporation, restated bylaws and Delaware law might discourage, delay or prevent 
a change in control of our company or changes in our management and, therefore, depress the market price of our common 
stock.

Our restated certificate of incorporation and restated bylaws contain provisions that could depress the market price of our 
common stock by acting to discourage, delay or prevent a change in control of our company or changes in our management that 
the stockholders of our company may deem advantageous. These provisions, among other things:

•
•
•
•

•

•
•

•
•

permit the CEO to also serve as the chair of the board of directors;
permit only the board of directors to establish the number of directors and fill vacancies on the board;
provide that directors may only be removed “for cause” and only with the approval of two-thirds of our stockholders;
require super-majority voting to amend some provisions in our restated certificate of incorporation and restated 
bylaws; 
authorize the issuance of “blank check” preferred stock that our board could use to implement a stockholder rights plan 
(also known as a “poison pill”);
eliminate the ability of our stockholders to call special meetings of stockholders;
prohibit stockholder action by written consent, which requires all stockholder actions to be taken at a meeting of our 
stockholders;
prohibit cumulative voting; and 
establish advance notice requirements for nominations for election to our board or for proposing matters that can be 
acted upon by stockholders at annual stockholder meetings. 

In addition, Section 203 of the Delaware General Corporation Law may discourage, delay or prevent a change in control of our 
company. Section 203 imposes certain restrictions on mergers, business combinations and other transactions between us and 
holders of 15% or more of our common stock. Moreover, applicable insurance laws require that any person or entity acquiring 
direct or indirect control of an insurer obtain prior regulatory approval, which may impede potential acquisitions.

We have an Employee Severance and Change in Control Plan that applies to each employee of our company. This plan 
provides certain benefits to our employees in the event there is a change in control of our company and an employee is 
terminated under certain conditions. Potential acquirers may determine that the possible payments and acceleration of equity 
under this plan make an acquisition of our company unattractive.

33

Item 1B. Unresolved Staff Comments 

None. 

Item 1C. Cybersecurity

As part of its oversight of our company, our board of directors is involved in overseeing our risk management program. 
Cybersecurity is an important component of overall enterprise risk management (“ERM”). Our cybersecurity processes are fully 
integrated into our ERM program and are based on recognized frameworks established by the National Institute of Standards 
and Technology, the International Organization for Standardization and industry standards and regulations, including the 
NYDFS Cybersecurity Regulation and PCI DSS. We address cybersecurity risks through an approach that focuses on 
preserving the confidentiality, integrity, and availability of our assets, including the information we collect and store, by 
identifying, preventing, and mitigating cybersecurity threats and effectively responding to cybersecurity incidents as they occur.

Risk Management and Strategy  

Our cybersecurity risk management program focuses on the following key areas:

•

•

•

•

Technical Safeguards.  We utilize technical safeguards that are designed to protect our assets from cybersecurity 
threats. These safeguards include firewalls, intrusion prevention and detection systems, Managed Detection and 
Response, antimalware and access controls solutions, which we evaluate and improve through security assessments 
and threat intelligence.

Incident Response and Recovery Planning.  We have established and maintained incident response and recovery 
plans that address how we respond to cybersecurity incidents, and we test and evaluate these plans on a regular basis. 

Third-Party Risk Management. We maintain a risk-based approach to identifying and overseeing cybersecurity risks 
presented by third parties, including software and services vendors, Territory Partners and other external users of our 
systems and those of third parties that could adversely impact our business in the event of a cybersecurity incident. 

Education.  We provide regular, mandatory training for all team members regarding general security concepts, 
cybersecurity, and physical threats. The training is designed to equip team members to identify and properly respond to 
a variety of cybersecurity threats and risks, as well as to communicate our processes.

• Governance. We maintain a management Risk Committee that assists with our ERM function. We also utilize a 

virtual Chief Information Security Officer (“vCISO”) and other members of senior management and our IT team to 
support our risk management program. Our board of directors receives regular reports regarding our ERM function to 
support its oversight responsibilities, and we ensure our business units receive appropriate updates that may impact 
operations. 

•

Collaboration. Our processes are designed to identify, prevent, and mitigate cybersecurity threats and incidents and 
provide for prompt escalation when appropriate. This approach is cross-functional, drawing on the skills and 
experiences of our diverse team, and it is designed to allow management to make timely decisions regarding public 
disclosure and business matters.

We periodically assess and test our cybersecurity processes. These efforts include a wide range of activities, such as audits, 
assessments, tabletop exercises, threat modeling and vulnerability testing focused on evaluating the effectiveness of our 
cybersecurity measures and planning. We regularly engage independent third parties to assess our cybersecurity measures, 
including audits and reviews of our information security control environment and operating effectiveness. The results of such 
assessments are reported to management's Risk Committee and to our board of directors. We adjust our cybersecurity 
documentation, processes, and practices as necessary based on the information provided by these assessments, audits, and 
reviews. 

Governance

Our board of directors, in coordination with our internal Risk Committee, oversees our ERM function, including the 
management of risks arising from cybersecurity threats. Our board of directors receives regular updates on cybersecurity 
matters from management's Risk Committee and from the Information Security Committee, which is comprised of Information 
Technology and Security leadership and oversees operational aspects of our cybersecurity program. Those updates to our board 
of directors address a wide range of topics that may include information on recent developments, evolving standards, 
vulnerability assessments, third-party and independent reviews, the threat environment, and information security considerations 
with respect to our partners and third parties. Our board of directors and management's Risk Committee also receive prompt 
information regarding any cybersecurity incident that meets established reporting thresholds and ongoing updates on any such 
incident until it has been addressed. Our Information Security Committee and vCISO annually report on the status of our 
cybersecurity program and meet with our board of directors to discuss our approach to cybersecurity and risk management. 

34

Our Information Security Committee and vCISO, in coordination with management's Risk Committee, work collaboratively to 
implement a program designed to protect our assets from cybersecurity threats and to promptly respond to any cybersecurity 
incidents in accordance with our incident response and recovery plans. To facilitate the success of our cybersecurity risk 
management program, we deploy multidisciplinary teams to address cybersecurity threats and to respond to cybersecurity 
incidents. Through ongoing communications with these teams, our Information Security Committee monitors the prevention, 
detection, mitigation, and remediation of cybersecurity threats and incidents in real-time and report such threats and incidents to 
management's Risk Committee when appropriate. 

Our vCISO has served in various information technology, security, and privacy roles for over 25 years, including as the Chief 
Information Security Officer for several large public companies.  Our vCISO holds undergraduate and graduate degrees in 
business administration and law, including specialties in information systems management and legal risk and compliance.  
Additionally, he has attained professional certifications in information security, auditing and assessment, and threat intelligence.

Cybersecurity threats, including those related to previous cybersecurity incidents, have not materially affected and are not 
reasonably likely to affect us, our business strategy, operations, or financial condition.

Item 2. Properties 

Our principal executive offices are located at 6100 4th Avenue South, Seattle, Washington. We purchased the building in 
August 2018 and occupy 120,124 square feet. 

Item 3. Legal Proceedings

Information with respect to this item may be found in Note 9 of Item 8, “Financial Statements and Supplementary Data”, under 
the caption, “Legal Proceedings” which information is incorporated herein by reference.

Item 4. Mine Safety Disclosures 

Not applicable.

35

PART II

Item 5. Market for Registrant’s Common Equity, Related Stockholder Matters, and Issuer Purchases of Equity Securities

Recent Sales of Unregistered Securities

Pursuant to a marketing agreement between us and a strategic distributor, we agreed to issue shares of our common stock to the 
distributor as partial consideration for sales made through the distributor’s marketing channels of white-label pet insurance and 
wellness products that we create and administer under the agreement. The number of shares we issue is determined quarterly, 
based on a percentage of revenue from such product sales divided by the volume weighted average price per share for the 
preceding quarter or, if lower, for the three months ended December 5, 2021. The shares we issue are subject to various 
restrictions, including a minimum holding period of two years and customary transfer restrictions for shares acquired in a private 
placement. During the quarter ended December 31, 2023, we issued 2,000 shares of our common stock to the distributor in respect 
of product sales that occurred in the quarter ended September 30, 2023. We offered and sold these shares in reliance upon the 
exemption from the registration set forth under Section 4(a)(2) of the Securities Act, and the regulations promulgated thereunder 
relating to sales by an issuer not involving any public offering, and in reliance on similar exemptions under applicable state laws. 

Market for our Common Stock

Our common stock began trading on the New York Stock Exchange (NYSE) under the symbol “TRUP” on July 18, 2014. Prior to 
that time, there was no public market for our common stock. On June 17, 2016, we voluntarily transferred the listing of our 
common stock from the NYSE to the NASDAQ Global Market of the NASDAQ Stock Market LLC (NASDAQ) where our 
common stock continues to be traded under the symbol “TRUP”. 

Dividend Policy

We have never declared or paid cash dividends on our common stock. Other than potential repurchases of our common stock, we 
currently intend to retain all available funds and any future earnings for the development, operation and expansion of our business 
and do not anticipate declaring or paying any cash dividends for the foreseeable future. Any further determination to pay 
dividends on our common stock will be at the discretion of our board of directors, subject to applicable laws, and will depend on 
our financial condition, results of operations, capital requirements, general business conditions and other factors that our board of 
directors considers relevant.

Holders of Record 

As of February 19, 2024, there were 29 registered stockholders of record of our common stock. The actual number of 
stockholders is greater than this number of record holders, and includes stockholders who are beneficial owners, whose shares are 
held of record by banks, brokers, and other financial institutions.

Securities Authorized for Issuance under Equity Compensation Plans

The information called for by this item is incorporated by reference to our Proxy Statement for the Annual Meeting of 
Stockholders to be held in 2024. See Part III, Item 12 “Security Ownership of Certain Beneficial Owners and Management and 
Related Stockholder Matters.”

Stock Performance Graph

The following shall not be deemed “filed” for purposes of Section 18 of the Exchange Act, or incorporated by reference into any 
of our other filings under the Exchange Act or the Securities Act, except to the extent we specifically incorporate it by reference 
into such filing. 

This chart compares the stockholder return on an investment of $100 over the five years from December 31, 2018 through 
December 31, 2023 for (1) our common stock, (2) the S&P Small Cap 600 Index, (3) the NASDAQ-100 Technology Sector 
Index, and (4) the Russell 2000 Index. All values assume the reinvestment of any dividends; however, no dividends have been 
declared on our common stock to date. The stockholder return on the following graph is not necessarily indicative of future 
performance.

36

Trupanion Inc.

S&P Small Cap 600 Index

NASDAQ-100 Technology Sector Index

Russell 2000 Index

12/31/2018 12/31/2019 12/31/2020 12/31/2021 12/31/2022 12/31/2023

$ 

$ 

$ 

$ 

100.00  $ 

146.22  $ 

476.17  $ 

525.18  $ 

189.06  $ 

121.36 

100.00  $ 

120.86  $ 

132.43  $ 

165.89  $ 

137.00  $ 

156.02 

100.00  $ 

147.71  $ 

204.70  $ 

259.92  $ 

156.13  $ 

260.26 

100.00  $ 

124.38  $ 

147.61  $ 

167.82  $ 

131.64  $ 

151.51 

37

Period EndingIndex ValueComparison of Cumulative Total ReturnAmong Trupanion, S&P Small Cap 600 Index, NASDAQ-100 Technology Sector Index, and Russell 2000 IndexTrupanion Inc.S&P Small Cap 600 IndexNASDAQ-100 Technology Sector IndexRussell 2000 IndexBase Period 12/31/201812/31/201912/31/202012/31/202112/31/202212/31/202350100150200250300350400450500550Item 6. [Reserved]

38

Item 7.  Management’s Discussion and Analysis of Financial Condition and Results of Operations

Please read the following discussion and analysis of our financial condition and results of operations together with our 
consolidated financial statements and related notes included under Part II, Item 8 of this Annual Report on Form 10-K. 

This section of this Form 10-K generally discusses 2023 and 2022 items and year-to-year comparisons between 2023 and 2022. 
Discussions of 2021 items and year-to-year comparisons between 2022 and 2021 that are not included in this Form 10-K can 
be found in "Management's Discussion and Analysis of Financial Condition and Results of Operations" in Part II, Item 7 of the 
Company's Annual Report on Form 10-K for the fiscal year ended December 31, 2022.

Overview

We provide medical insurance for cats and dogs in the United States, Canada, Continental Europe, and Australia. Through our 
data-driven, vertically-integrated approach, we develop and offer high value medical insurance products, priced specifically for 
each pet’s unique characteristics and coverage level. Our growing and loyal membership base provides us with highly 
predictable and recurring revenue. 

We operate in two business segments: subscription business and other business. We generate revenue in our subscription 
business segment primarily by subscription fees from direct-to-consumer products. We operate our subscription business 
segment similar to other subscription-based businesses, with a focus on achieving a target margin prior to our new pet 
acquisition expense and acquiring as many pets as possible at our targeted average estimated internal rate of return. Within our 
subscription business, we also provide "Powered by Trupanion" pet insurance product offerings marketed by third parties, and, 
in Canada, low and medium ARPU products marketed under the brand names Furkin and PHI Direct. We provide a full suite of 
services and support for these products and they are designed to align with the target margin profile of our subscription business 
segment. Within our subscription business segment we also offer products in Continental Europe, which are currently 
underwritten using third-party underwriters. 

Our other business segment is comprised of revenue from other product offerings, with third parties with whom we generally 
have a business-to-business relationship. This business segment has a different margin profile than our subscription segment 
and includes revenue from writing policies on behalf of third parties and revenue from other products and insurance software 
solutions. This segment of our business is not part of our core business strategy and generally has a lower margin. Over time it 
is reasonable to expect changes to this segment which may impact the revenue contribution due to a partner or partners rolling 
off to new underwriters.

We generate leads for our subscription business segment from a diverse set of member acquisition channels, which we then 
convert into members through our contact center, website and other direct-to-consumer activities. These channels include leads 
from third-parties such as veterinarians and referrals from existing members. Veterinary hospitals represent our largest referral 
source. We engage our “Territory Partners” to have face-to-face visits with veterinarians and their staff. Territory Partners are 
dedicated to cultivating direct veterinary relationships and building awareness of the benefits of high quality medical insurance 
to veterinarians and their clients. Veterinarians then educate pet owners, who visit our website or call our contact center to learn 
more about, and potentially enroll in, Trupanion. We also receive a significant number of new leads from existing members 
adding pets and referring their friends and family members. Our direct-to-consumer acquisition channels serve as important 
resources for pet owner education and drive new member leads and conversion. We monitor average pet acquisition cost to 
evaluate the efficiency in acquiring new members and measure effectiveness based on our targeted return on investment.

39

Key Operating Metrics

The following tables set forth total pets enrolled and key operating metrics for our subscription business for the years ended 
December 31, 2023, 2022 and 2021, and for each of the last eight fiscal quarters.

Total Business:

Total pets enrolled (at period end)

Subscription Business:

Total subscription pets enrolled (at period end)

Monthly average revenue per pet

Lifetime value of a pet, including fixed expenses

Average pet acquisition cost (PAC)

Average monthly retention

Year Ended December 31,

2023

2022

2021

  1,714,473 

  1,537,573 

  1,176,778 

991,426 

65.26 

419 

228 

$ 

$ 

$ 

869,862 

63.82 

641 

289 

$ 

$ 

$ 

704,333 

63.56 

717 

287 

$ 

$ 

$ 

 98.49 %

 98.69 %

 98.74 %

Dec. 31, 
2023

Sept. 30, 
2023

Jun. 30, 
2023

Mar. 31, 
2023

Dec. 31, 
2022

Sept. 30, 
2022

Jun. 30, 
2022

Mar. 31, 
2022

Three Months Ended

Total Business:

Total pets enrolled (at 
period end)

Subscription Business:

Total subscription pets 
enrolled (at period end)
Monthly average revenue 
per pet
Lifetime value of a pet, 
including fixed expenses
Average pet acquisition 
cost (PAC)
Average monthly 
retention

1,714,473

1,712,177

1,679,659

1,616,865

1,537,573

1,439,605

1,348,145

1,267,253

991,426

969,322

943,958

906,369

869,862

808,077

770,318

736,691

$ 67.07 

$ 65.82 

$ 64.41 

$ 63.58 

$ 63.11 

$ 63.80 

$ 64.26 

$ 64.21 

$  419 

$  428 

$  470 

$  541 

$  641 

$  673 

$  713 

$  730 

$  217 

$  212 

$  236 

$  247 

$  283 

$  268 

$  309 

$  301 

 98.49 %  98.55 %  98.61 %  98.65 %  98.69 %  98.71 %  98.74 %  98.75 %

Total pets enrolled and total subscription pets enrolled include pet enrollments in European markets, where policies are 
currently underwritten by third parties and Trupanion is acting as an insurance broker. Per pet metrics, however, exclude these 
European policies, as their revenue is currently earned from commissions, as opposed to the gross underwriting premiums 
earned by the remainder of our subscription business.

Total pets enrolled. Total pets enrolled reflects the number of subscription pets or pets enrolled in one of the insurance products 
offered in our other business segment at the end of each period presented.  We monitor total pets enrolled because it provides an 
indication of the growth of our consolidated business. 

Total subscription pets enrolled. Total subscription pets enrolled reflects the number of pets in active memberships at the end 
of each period presented. We monitor total subscription pets enrolled because it provides an indication of the growth of our 
subscription business. 

Monthly average revenue per pet. Monthly average revenue per pet is calculated as amounts billed in a given period for 
subscriptions divided by the total number of subscription pet months in the period. Total subscription pet months in a period 
represents the sum of all subscription pets enrolled for each month during the period. We monitor monthly average revenue per 
pet because it is an indicator of the per pet unit economics of our subscription business. 

40

 
 
 
 
 
Lifetime value of a pet, including fixed expenses. Lifetime value of a pet, including fixed expenses, is calculated based on 
subscription revenue less cost of revenue from our subscription business segment for the 12 months prior to the period end date 
excluding stock-based compensation expense related to cost of revenue from our subscription business segment, sign-up fee 
revenue and the change in deferred revenue between periods. This amount is also reduced by the fixed expenses related to our 
subscription business, which are the pro-rata portion of general and administrative and technology and development expenses, 
less stock-based compensation, based on revenues. This amount, on a per pet basis, is multiplied by the implied average 
subscriber life in months. Implied average subscriber life in months is calculated as the quotient obtained by dividing one by 
one minus the average monthly retention rate. We monitor lifetime value of a pet, including fixed expenses, to estimate the 
value we might expect from new pets over their implied average subscriber life in months, if they behave like the average pet in 
that respective period. When evaluating the amount of pet acquisition expenses we may want to incur to attract new pet 
enrollments, we refer to the lifetime value of a pet, including fixed expenses, as well as our estimated internal rate of return 
calculation for an average pet, which also includes an estimated surplus capital charge, to inform the amount of acquisition 
spend in relation to the estimated payback period.  

Average pet acquisition cost. Average pet acquisition cost (PAC) is calculated as net acquisition cost divided by the total 
number of new subscription pets enrolled in that period. Net acquisition cost, a non-GAAP financial measure, is calculated in a 
reporting period as new pet acquisition expense, excluding stock-based compensation expense, other business segment expense, 
offset by sign-up fee revenue. We exclude stock-based compensation expense because the amount varies from period to period 
based on number of awards issued and market-based valuation inputs. We offset sign-up fee revenue because it is a one-time 
charge to new members collected at the time of enrollment used to partially offset initial setup costs, which are included in new 
pet acquisition expenses. We exclude other business segment pet acquisition expense because that does not relate to 
subscription enrollments. We monitor average pet acquisition cost to evaluate the efficiency in acquiring new members and 
measure effectiveness based on our targeted return on investment. 

Average monthly retention. Average monthly retention is measured as the monthly retention rate of enrolled subscription pets 
for each applicable period averaged over the 12 months prior to the period end date. As such, our average monthly retention 
rate as of December 31, 2023 is an average of each month’s retention from January 1, 2023 through December 31, 2023. We 
calculate monthly retention as the number of pets that remain after subtracting all pets that cancel during a month, including 
pets that enroll and cancel within that month, divided by the total pets enrolled at the beginning of that month. We monitor 
average monthly retention because it provides a measure of member satisfaction and allows us to calculate the implied average 
subscriber life in months. 

41

Non-GAAP Financial Measures

In addition to our results determined in accordance with U.S. GAAP, we believe the following non-GAAP financial measures 
are useful in evaluating our operating performance. We use the following non-GAAP financial information to evaluate our 
ongoing operations and for internal planning and forecasting purposes. We believe that these non-GAAP financial measures, 
when taken collectively, may be helpful to investors in providing consistency and comparability with past financial 
performance. However, non-GAAP financial information is presented for supplemental informational purposes only, has 
limitations as an analytical tool, and should not be considered in isolation, or as a substitute for, the directly comparable 
financial measures prepared in accordance with GAAP.

We calculate these non-GAAP financial measures by excluding certain non-cash or non-recurring expenses. We exclude non-
recurring transactions and restructuring expenses as they are not indicative of our operating performance.  We exclude stock-
based compensation as it is non-cash in nature. Although stock-based compensation expenses are expected to remain recurring 
expenses for the foreseeable future, we believe excluding them allows investors to make meaningful comparisons between our 
recurring core business operating results and those of other companies. We define non-GAAP development expenses as 
operating expenses incurred to develop new products and offerings that are pre-revenue. We define non-GAAP fixed expenses 
as the total of technology and development expense and general and administrative expense, less stock-based compensation 
expense, non-recurring transaction and restructuring expense, and development expenses related to exploring and developing 
new products and offerings that generally are in the pre-revenue stage or not at scale.  

42

The following tables present the reconciliation of our non-GAAP financial measures from corresponding GAAP measures for 
the periods presented (in thousands):

Veterinary invoice expense

Less:

Stock-based compensation expense(1)
Other business cost of paying veterinary invoices

Year Ended December 31,

2023

2022

2021

$ 

831,055 

$ 

649,737 

$ 

486,062 

(3,450) 

(4,054) 

(4,538) 

(287,858) 

(212,857) 

(129,614) 

Subscription cost of paying veterinary invoices (non-GAAP)

$ 

539,747 

$ 

432,826 

$ 

351,910 

% of subscription revenue

 75.7 %

 72.5 %

 71.1 %

Other cost of revenue

Less:

Stock-based compensation expense(1)
Other business variable expenses

$ 

146,534 

$ 

133,257 

$ 

108,583 

(1,544) 

(75,756) 

(2,232) 

(72,453) 

(2,610) 

(57,367) 

Subscription variable expenses (non-GAAP)

$ 

69,234 

$ 

58,572 

$ 

48,606 

% of subscription revenue

 9.7 %

 9.8 %

 9.8 %

Technology and development expense

General and administrative expense

Less:

Stock-based compensation expense(1)
Non-recurring transaction or restructuring expenses (2)
Development expenses(3)
Fixed expenses (non-GAAP)

% of total revenue

New pet acquisition expense

Less:

Stock-based compensation expense(1)
Other business pet acquisition expense

$ 

21,403 

$ 

25,133 

$ 

16,866 

60,207 

39,379 

31,893 

(19,869) 

(17,135) 

(11,918) 

(4,175) 

(5,100) 

(372) 

(7,789) 

(82) 

(3,719) 

$ 

52,466 

$ 

39,216 

$ 

33,040 

 4.7 %

 4.3 %

 4.7 %

$ 

77,372 

$ 

89,500 

$ 

78,647 

(7,000) 

(200) 

(9,116) 

(541) 

(9,160) 

(499) 

Subscription acquisition cost (non-GAAP)

$ 

70,172 

$ 

79,843 

$ 

68,988 

% of subscription revenue

 9.8 %

 13.3 %

 13.9 %

(1)Trupanion employees may elect to take restricted stock units in lieu of cash payment for their bonuses. We account for such expense as stock-based 
compensation in accordance with GAAP, but we do not include it in any non-GAAP adjustments. Stock-based compensation associated with bonuses was 
approximately $1.3 million for the year ended December 31, 2023.

(2)Consists of business acquisition transaction expenses, severance and legal costs due to certain executive departures, and a $3.8 million non-recurring 
settlement of accounts receivable in the first quarter of 2023 related to uncollected premiums in connection with the transition of underwriting a third-party 
business to other insurers.

(3)As we enter the next phase of our growth, we expect to invest in initiatives that are pre-revenue, including adding new products and international expansion. 
These development expenses are costs related to product exploration and development that are pre-revenue and historically have been insignificant. 

43

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Dec. 31, 
2023

Sept. 30, 
2023

Jun. 30, 
2023

Mar. 31, 
2023

Dec. 31, 
2022

Sept. 30, 
2022

Jun. 30, 
2022

Mar. 31, 
2022

Three Months Ended

Veterinary invoice expense

$ 217,739  $ 212,441  $ 206,738  $ 194,137  $ 176,083  $ 171,112  $ 157,616  $144,926

Less:

Stock-based compensation expense(1)
Other business cost of paying 
veterinary invoices

Subscription cost of paying 
veterinary invoices (non-GAAP)

  (885) 

  (870) 

  (856) 

  (839) 

  (899) 

  (960) 

 (1,022) 

 (1,173) 

 (77,572) 

 (72,694) 

 (72,443) 

 (65,149) 

 (59,946) 

 (58,197) 

 (50,378) 

 (44,336) 

$ 139,282  $ 138,877  $ 133,439  $ 128,149  $ 115,238  $ 111,955  $ 106,216  $ 99,417 

% of subscription revenue

 72.7 %  75.9 %  77.0 %  77.6 %  72.7 %  73.5 %  72.8 %  71.1 %

Other cost of revenue

$ 38,054  $ 38,179  $ 34,455  $ 35,846  $ 36,277  $ 32,589  $ 33,212  $ 31,179 

Less:

Stock-based compensation expense(1)
Other business variable expenses

Subscription variable expenses (non-
GAAP)

  (386) 

  (282) 

  (428) 

  (448) 

  (414) 

  (433) 

  (754) 

  (631) 

 (19,301) 

 (20,482) 

 (17,230) 

 (18,743) 

 (20,591) 

 (17,346) 

 (18,010) 

 (16,506) 

$ 18,367  $ 17,415  $ 16,797  $ 16,655  $ 15,272  $ 14,810  $ 14,448  $ 14,042 

% of subscription revenue

 9.6 %

 9.5 %

 9.7 %  10.1 %

 9.6 %

 9.7 %

 9.9 %  10.0 %

Technology and development expense
General and administrative expense

$ 5,969 
 13,390 

$ 5,302 
 12,664 

$ 5,232 
 13,136 

$ 4,900 
 21,017 

$ 6,955 
 10,472 

$ 6,553 
 10,314 

$ 6,396 
 9,227 

$ 5,229 
 9,366 

Less:

Stock-based compensation expense(1)
Non-recurring transaction or 
restructuring expenses (2)
Development expenses(3)
Fixed expenses (non-GAAP)

 (3,797) 

 (3,754) 

 (3,497) 

 (8,821) 

 (5,019) 

 (4,805) 

 (4,085) 

 (3,226) 

  — 

(8) 

(65) 

 (4,102) 

  (193) 

  (179) 

  — 

  — 

 (1,683) 

 (1,594) 

  (925) 

  (898) 

 (2,084) 

 (2,435) 

 (2,012) 

 (1,258) 

$ 13,879  $ 12,610  $ 13,881  $ 12,096  $ 10,131  $ 9,448 

$ 9,526 

$ 10,111 

% of total revenue

 4.7 %

 4.4 %

 5.1 %

 4.7 %

 4.1 %

 4.0 %

 4.3 %

 4.9 %

New pet acquisition expense

$ 17,189  $ 17,772  $ 20,769  $ 21,642  $ 22,457  $ 22,434  $ 22,982  $ 21,627 

Less:

Stock-based compensation expense(1)
Other business pet acquisition 
expense

Subscription acquisition cost (non-
GAAP)

% of subscription revenue

 (1,567) 

 (1,679) 

 (1,722) 

 (2,032) 

 (2,079) 

 (2,108) 

 (2,601) 

 (2,328) 

(77) 

(10) 

(62) 

(51) 

(65) 

  (181) 

  (186) 

  (109) 

$ 15,545  $ 16,083  $ 18,985  $ 19,559  $ 20,313  $ 20,145  $ 20,195  $ 19,190 
 8.8 %  11.0 %  11.8 %  12.5 %  13.2 %  13.9 %  13.7 %

 8.1 %

(1)Trupanion employees may elect to take restricted stock units in lieu of cash payment for their bonuses. We account for such expense as stock-based 
compensation in accordance with GAAP, but we do not include it in any non-GAAP adjustments. Stock-based compensation associated with bonuses was 
approximately $0.7 million for the three months ended December 31, 2023.

(2)Consists of business acquisition transaction expenses, severance and legal costs due to certain executive departures, and a $3.8 million non-recurring 
settlement of accounts receivable in the first quarter of 2023 related to uncollected premiums in connection with the transition of underwriting a third-party 
business to other insurers.

(3)As we enter the next phase of our growth, we expect to invest in initiatives that are pre-revenue, including adding new products and international expansion. 
These development expenses are costs related to product exploration and development that are pre-revenue and historically have been insignificant. 

44

 
 
 
 
 
 
 
When determining our PAC, we calculate net acquisition cost for a more comparable metric across periods. Net acquisition 
cost, a non-GAAP financial measure, is calculated in a reporting period as GAAP new pet acquisition expense, excluding stock-
based compensation expense, other business segment expense, and pet acquisition expense for commission-based policies, 
offset by sign-up fee revenue. We exclude stock-based compensation expense because the amount varies from period to period 
based on the number of awards issued and market-based valuation inputs. We exclude other business segment pet acquisition 
expense because it does not relate to subscription enrollments.  We exclude pet acquisition expense for commission-based 
policies because the revenue of these products is earned from commissions from a third party underwriter, as opposed to the 
gross underwriting premiums earned by the remainder of our subscription business. We offset sign-up fee revenue because it is 
a one-time charge to new members collected at the time of enrollment used to partially offset initial setup costs, which are 
included in new pet acquisition expenses. 

The following tables reconcile GAAP new pet acquisition expense to non-GAAP net acquisition cost (in thousands) for the 
years ended December 31, 2023, 2022, and 2021, and for each of the last eight fiscal quarters:

New pet acquisition expense

Net of sign-up fee revenue

Excluding:

Stock-based compensation expense

Other business pet acquisition expense

Pet acquisition expense for commission-based policies

Net acquisition cost

Year Ended December 31,

2023

2022

2021

$ 

77,372  $ 

(4,527)   

89,500  $ 
(4,984)   

78,647 

(4,954) 

(7,000)   

(200)   

(3,443)   

$ 

62,202  $ 

(9,116)   
(541)   
(443)   
74,416  $ 

(9,160) 
(499) 

— 

64,034 

Dec. 31, 
2023

Sept. 30, 
2023

Jun. 30, 
2023

Mar. 31, 
2023

Dec. 31, 
2022

Sept. 30, 
2022

Jun. 30, 
2022

Mar. 31, 
2022

Three Months Ended

New pet acquisition 
expense

$  17,189  $  17,772  $  20,769  $  21,642  $  22,457  $  22,434  $  22,982  $  21,627 

Net of sign-up fee revenue  

(1,035)   

(1,084)   

(1,189)   

(1,219)   

(1,191)   

(1,339)   

(1,252)   

(1,202) 

Excluding:

Stock-based 
compensation expense
Other business pet 
acquisition expense
Pet acquisition expense 
for commission-based 
policies

(1,567)   

(1,679)   

(1,722)   

(2,032)   

(2,079)   

(2,108)   

(2,601)   

(2,328) 

(77)   

(10)   

(62)   

(51)   

(65)   

(181)   

(186)   

(109) 

(802)   

(826)   

(888)   

(927)   

(443)   

— 

— 

— 

Net acquisition cost

$  13,708  $  14,173  $  16,908  $  17,413  $  18,679  $  18,806  $  18,943  $  17,988 

Components of Operating Results

General

We operate in two business segments: subscription business and other business. We generate revenue in our subscription 
business segment primarily by subscription fees from direct-to-consumer products. We operate our subscription business 
segment similar to other subscription-based businesses, with a focus on achieving a target margin prior to our pet acquisition 
expense and acquiring as many pets as possible at our targeted average estimated internal rate of return. Within our subscription 
business, we also provide "Powered by Trupanion" pet insurance product offerings marketed by third parties and, in Canada, 
low and medium ARPU products marketed under the brand names Furkin and PHI Direct. We provide a full suite of services 
and support for these products and they are designed to align with the target margin profile of our subscription business 
segment. Within our subscription business segment we also offer products in Continental Europe, which are currently 
underwritten using third-party underwriters.

Our other business segment is comprised of revenue from other product offerings with third parties with whom we generally 
have a business-to-business relationship. This business segment has different margin profile than our subscription segment and 
includes revenue from writing policies on behalf of third parties and revenue from other products and insurance software 
solutions.

45

 
 
 
 
 
 
 
 
 
 
 
Revenue

We generate revenue in our subscription business segment primarily from subscription fees for our pet medical insurance. Fees 
are paid at the beginning of each subscription period. In most cases, our members authorize us to directly charge their credit 
card, debit card or bank account through automatic funds transfer. Subscription revenue is recognized on a pro rata basis over 
the enrollment term. Membership may be canceled at any time without penalty, and we issue a refund for the unused portion of 
the canceled membership. We also generate a portion of our subscription business segment revenue through commissions 
earned in our European markets, where policies are currently underwritten by third parties and Trupanion is acting as an 
insurance broker. 

We generate revenue in our other business segment primarily from writing policies on behalf of third parties where we do not 
undertake the direct consumer marketing. This segment also includes revenue from other products and insurance software 
solutions that have a different margin profile from our subscription business. 

Cost of Revenue

Cost of revenue in each of our segments is comprised of the following: 

Veterinary invoice expense 

Veterinary invoice expense includes our costs to review and pay veterinary invoices, administer the payments, and 
provide member services, and other operating expenses directly or indirectly related to this process.  We also accrue 
for veterinary invoices that have been incurred but not yet received and for the estimated internal costs of processing 
those invoices. This also includes amounts paid by unaffiliated general agents on our behalf, and an estimate of 
amounts incurred and not yet paid for our other business segment. 

Other cost of revenue 

Other cost of revenue for the subscription business segment includes direct and indirect member service expenses, 
Territory Partner renewal fees, payment processing fees and premium tax expenses. Other cost of revenue for the other 
business segment includes the commissions we pay to unaffiliated general agents, costs to administer the programs in 
the other business segment and premium taxes on the sales in this segment.

Operating Expenses

Our operating expenses are classified into four categories: technology and development, general and administrative, new pet 
acquisition expense, and depreciation and amortization. For each category, except depreciation and amortization, the largest 
component is personnel costs, which include salaries, employee benefit costs, bonuses and stock-based compensation expense.

Technology and development

Technology and development expenses primarily consist of personnel costs and related expenses for our technology 
staff, which includes information technology development and infrastructure support, including third-party services. It 
also includes expenses associated with development in new geographies and new products and offerings.

General and administrative

General and administrative expenses consist primarily of personnel costs and related expenses for our finance, 
actuarial, human resources, regulatory, legal and general management functions, as well as facilities and professional 
services. 

New pet acquisition expense

New pet acquisition expenses primarily consist of costs, including personnel costs, to educate veterinarians and 
consumers about the benefits of Trupanion, to generate leads and to convert leads into enrolled pets, as well as print, 
online and promotional advertising costs. 

Depreciation and amortization

Depreciation and amortization expenses consist of depreciation of property, equipment, and software developed for 
internal use, as well as amortization of finite-lived intangible assets.

Gain (loss) from investment in joint venture

Gain (loss) from investment in joint venture consists of the share of income and losses from our equity method investment in a 
joint venture, as well as income and expenses associated with administrative services provided to the joint venture.

46

Stock-based compensation

Stock-based compensation is included in the cost and expense line items above. Stock-based compensation will vary depending 
on corporate performance and terms of the awards under our equity incentive plan. For example, when we have delivered 
strong performance, stock-based compensation may increase as a result of incentive-based awards under our equity incentive 
plan.  

Factors Affecting Our Performance

Average monthly retention. Our performance depends on our ability to continue to retain our existing and newly enrolled pets 
and is impacted by our ability to provide a best-in-class value and member experience. Our ability to retain enrolled pets 
depends on a number of factors, including the actual and perceived value of our services and the quality of our member 
experience, the ease and transparency of the process for reviewing and paying veterinary invoices for our members, the rate of 
veterinary inflation and of our pricing adjustments, and the competitive environment. In addition, other initiatives across our 
business may temporarily impact retention and make it difficult for us to improve or maintain this metric. For example, if the 
number of new pets enrolled increases at a faster rate than our historical experience, our average monthly retention rate could be 
adversely impacted, as our retention rate is generally lower during the first year of member enrollment.

Investment in pet acquisition. We have made and may continue to make significant investments to grow our member base. Our 
net acquisition cost and the number of new members we enroll depends on a number of factors, including the amount we have 
available and we elect to invest in pet acquisition activities in any particular period in the aggregate and by channel, the 
frequency of existing members adding a pet or referring their friends or family, the effectiveness of our sales execution and 
marketing initiatives, changes in costs of media, the mix of our pet acquisition expenditures and the competitive environment. 
Our average pet acquisition cost has in the past significantly varied, and in the future may significantly vary, from period to 
period based upon specific marketing initiatives and estimated rates of return on pet acquisition spend. We also regularly test 
new member acquisition channels and marketing initiatives, which may be more expensive than our traditional marketing 
channels and may increase our average acquisition costs. We continually assess our pet acquisition activities by monitoring the 
estimated return on PAC spend both on a detailed level by acquisition channel and in the aggregate.

Timing of price adjustments. Our subscription business’s cost-plus model depends on our ability to estimate our operating 
costs and expenses, including veterinary invoice expenses, and to adjust our pricing to achieve our target returns.  We regularly 
reevaluate and adjust the price of our subscriptions, with a goal of achieving our targeted payout ratio, subject to the review and 
approval of regulators where applicable. This makes it important for us to accurately estimate our costs and to promptly 
implement pricing adjustments, which generally roll onto our book of insured pets over the succeeding twelve months 
following any applicable regulatory approval. As a result, we may have timing mismatches during which our pricing does not 
reflect our current expense profile. In periods of rapid increases in veterinary invoice expenses, including periods of significant 
inflation, this timing mismatch may have a significant impact on our margin profile.

Timing of initiatives. Over time, we plan to implement new initiatives to improve our member experience, make modifications 
to our subscription plan, introduce new coverage plans, pursue pet food or other adjacent opportunities, improve our 
technology, increase the number of veterinary hospitals using our patented direct pay software, and find other ways to maintain 
a strong value proposition for our members. The implementation of such initiatives could impact our expense profile and result 
in us incurring expenses that may not always directly coincide with revenue increases, resulting in fluctuations in revenue and 
profitability in our subscription business segment.

Mix of sales. The relative mix of our business by geography, pet age, species, breed, and other factors impacts the monthly 
average revenue per pet we receive. For example, prices from our plans could vary depending on the relative cost of veterinary 
care in different countries or areas or whether the pet is a dog or a cat. As our mix of business between products and 
geographies changes, our metrics, such as our monthly average revenue per pet, and our exposure to foreign exchange 
fluctuations will be impacted. We expect our international business, additional product offerings and "Powered by Trupanion" 
plans to grow and, in turn, we expect these effects to increase.

Other business segment. Our other business segment primarily includes other product offerings that have been, materially 
different from those in our subscription business segment. We expect this difference to continue. In addition, we expect the 
growth rate of this segment to be materially different from our subscription business segment. We do not undertake marketing 
efforts for and are not the primary interface with the customers of the third parties for whom we write other business segment 
policies. Our relationships in our other business segment are generally subject to termination provisions and are non-exclusive. 
Accordingly, we have limited influence on the volume of business of this segment. Loss of an entire program via contract 
termination could result in the associated policies and revenue being lost over a period of 12 to 18 months, which could have a 
material impact on our results of operations. In some cases, we have structured exclusive relationships, but those relationships 
have been and may continue to be subject to limitations on the number of enrolled pets as to which we will write policies for the 
third party. We may enter into additional relationships in this segment in the future, if we believe they will be beneficial, which 
could impact our operating results.

47

Results of Operations

The following tables set forth our results of operations for the periods presented both in absolute dollars and as a percentage of 
total revenue for those periods. The period-to-period comparison of financial results is not necessarily indicative of future 
results. 

Revenue:

Subscription business

Other business

Total revenue

Cost of revenue:

Subscription business(1)
Other business

Total cost of revenue

Operating expenses:

Technology and development(1)
General and administrative(1)
New pet acquisition expense(1)
Depreciation and amortization
Total operating expenses

Gain (loss) from investment in joint venture

Operating loss

Interest expense

Other expense (income), net

Loss before income taxes

Income tax expense (benefit)

Net loss

(1) Includes stock-based compensation expense as follows:

Cost of revenue

Technology and development

General and administrative

New pet acquisition expense

Year Ended December 31,

2023

2022

2021

(in thousands)

$ 

712,906  $ 

596,610  $ 

395,699 

1,108,605 

613,686 

363,903 

977,589 

21,403 

60,207 

77,372 

12,474 

308,569 

905,179 

497,684 

285,310 

782,994 

25,133 

39,379 

89,500 

10,921 

494,862 

204,129 

698,991 

407,664 

186,981 

594,645 

16,866 

31,893 

78,647 

11,965 

171,456 

164,933 

139,371 

(219)   

(253)   

(171) 

(40,659)   

(43,001)   

(35,196) 

12,077 

4,267 

(7,701)   

(3,072)   

10 

14 

(45,035)   

(44,196)   

(35,220) 

(342)   

476 

310 

$ 

(44,693)  $ 

(44,672)  $ 

(35,530) 

Year Ended December 31,

2023

2022

2021

(in thousands)

$ 

5,279  $ 

6,484  $ 

2,846 

17,717 

7,319 

4,742 

12,831 

9,336 

7,148 

3,056 

8,862 

9,160 

Total stock-based compensation expense

$ 

33,161  $ 

33,393  $ 

28,226 

48

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Revenue

Cost of revenue

Operating expenses:

Technology and development

General and administrative

New pet acquisition expense

Depreciation and amortization

Total operating expenses

Gain (loss) from investment in joint venture

Operating loss

Interest expense

Other expense (income), net

Loss before income taxes

Income tax expense (benefit)

Net loss

Stock-based compensation expense:

Cost of revenue

Technology and development

General and administrative

New pet acquisition expense

Total stock-based compensation expense

Subscription business revenue

Subscription business cost of revenue

Year Ended December 31,

2023

2022

2021

(as a percentage of revenue)

 100 %

 88 

 2 

 5 

 7 

 1 

 15 

 — 

 (4) 

 1 

 (1) 

 (4) 

 — 

 100 %

 100 %

 87 

 3 

 4 

 10 

 1 

 18 

 — 

 (5) 

 — 

 — 

 (5) 

 — 

 85 

 2 

 5 

 11 

 2 

 20 

 — 

 (5) 

 — 

 — 

 (5) 

 — 

 (4) %

 (5) %

 (5) %

Year Ended December 31,

2023

2022

2021

(as a percentage of revenue)

 — %

 — 

 2 

 1 

 3 %

 1 %

 1 

 1 

 1 

 4 %

 1 %

 — 

 1 

 1 

 4 %

Year Ended December 31,

2023

2022

2021

(as a percentage of subscription revenue)

 100 %

 86 

 100 %

 83 

 100 %

 82 

49

 
 
 
Comparison of the years ended December 31, 2023, 2022, and 2021

Revenue

Revenue:

Subscription business

Other business

Total revenue

Percentage of Revenue by Segment:
Subscription business

Other business

Total revenue

Year Ended December 31,

% Change

2023

2022

2021

2023 vs. 2022

2022 vs. 2021

(in thousands, except percentages, pet and per pet data)

$ 

712,906 

$ 

596,610 

$ 

494,862 

395,699 

308,569 

204,129 

$  1,108,605 

$ 

905,179 

$ 

698,991 

19%

28

22

21%

51

29

 64 %

 36 

 100 %

 66 %

 34 

 100 %

 71 %

 29 

 100 %

Total pets enrolled (at period end)

  1,714,473 

  1,537,573 

  1,176,778 

Total subscription pets enrolled (at period end)

991,426 

869,862 

704,333 

Monthly average revenue per pet

$ 

65.26 

$ 

63.82 

$ 

63.56 

12

14

2

31

24

—

Average monthly retention

 98.49 %

 98.69 %

 98.74 %

Year ended December 31, 2023 compared to year ended December 31, 2022. Total revenue increased by $203.4 million, or 
22%, to $1,108.6 million for the year ended December 31, 2023. Revenue from our subscription business segment increased by 
$116.3 million, or 19%, to $712.9 million for the year ended December 31, 2023. This increase was primarily driven by a 17% 
increase in total subscription pet months (the sum of pets enrolled for each month during a period) for policies underwritten by 
Trupanion and a 2% increase in monthly average revenue per pet. Revenue from our other business segment increased by $87.1 
million to $395.7 million, or 28%, for the year ended December 31, 2023. This increase was primarily driven by a 24% increase 
in pet months and a 5% increase in monthly average revenue per pet in this segment.

50

 
 
 
 
 
 
 
 
 
Cost of Revenue 

Cost of Revenue:

Subscription business:

Veterinary invoice expense

Other cost of revenue

Total cost of revenue

Other business:

Veterinary invoice expense

Other cost of revenue

Total cost of revenue

Percentage of Revenue by Segment:

Subscription business:

Veterinary invoice expense

Other cost of revenue

Total cost of revenue

Other business:

Veterinary invoice expense

Other cost of revenue

Total cost of revenue

Year Ended December 31,

% Change

2023

2022

2021

2023 vs. 2022

2022 vs. 2021

(in thousands, except percentages, pet and per pet data)

$ 

543,196 

$ 

436,880 

$ 

356,448 

24%

23%

70,490 

613,686 

287,859 

76,044 

363,903 

60,804 

497,684 

212,857 

72,453 

285,310 

51,216 

407,664 

129,614 

57,367 

186,981 

16

23

35

5

28

 76 %

 73 %

 72 %

 10 

 86 

 73 

 19 

 92 

 10 

 83 

 69 

 23 

 92 

 10 

 82 

 63 

 28 

 92 

19

22

64

26

53

31

24

—

Total pets enrolled (at period end)

  1,714,473 

  1,537,573 

  1,176,778 

Total subscription pets enrolled (at period end)

991,426 

869,862 

704,333 

Monthly average revenue per pet

$ 

65.26 

$ 

63.82 

$ 

63.56 

12

14

2

Year ended December 31, 2023 compared to year ended December 31, 2022. Total cost of revenue for our subscription 
business segment increased $116.0 million, or 23%, to $613.7 million for the year ended December 31, 2023. 

This increase was driven by a $106.3 million, or 24%, increase in veterinary invoice expense and a $9.7 million, or 16%, 
increase in other cost of revenue. The 24% increase in veterinary invoice expense was driven by a 17% increase in total 
subscription pet months for policies underwritten by Trupanion and a 7% increase in veterinary invoice expense per pet. The 
16% increase in other cost of revenue was primarily driven by general increases in costs attributable to growth in our 
membership, in line with revenue growth in this segment. Subscription business cost of revenue increased from 83% to 86% of 
revenue year-over-year. 

Total cost of revenue for our other business segment increased by $78.6 million, or 28%, to $363.9 million for the year ended 
December 31, 2023. The increase was primarily driven by a $75.0 million, or 35%, increase in veterinary invoice expense and a 
$3.6 million, or 5%, increase in other cost of revenue. The 35% increase in veterinary invoice expense was primarily driven by 
a 24% increase in pet months in this segment and a 9% increase in veterinary invoice expense per pet. The 5% increase in other 
cost of revenue was primarily driven by general increases in premium-based expenses. Cost of revenue for the other business 
segment remained at a constant 92% of revenue year-over-year.

51

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Technology and Development Expenses

Year Ended December 31,

% Change

2023

2022

2021

2023 vs. 2022

2022 vs. 2021

(in thousands, except percentages)

Technology and development 

$ 

21,403 

$ 

25,133 

$ 

16,866 

(15)%

49%

Percentage of total revenue

 2 %

 3 %

 2 %

Year ended December 31, 2023 compared to year ended December 31, 2022. Technology and development expenses 
decreased by $3.7 million, or 15%, to $21.4 million for the year ended December 31, 2023. This decrease was primarily due to 
a decrease of $5.0 million in development expense as several initiatives that were pre-revenue in the prior year were launched 
and have begun generating revenue. Expenses associated with these initiatives are now recorded within the income statement 
based on the underlying nature of the expense. This decrease was partially offset by a $1.1 million increase in general 
compensation and other employee-related expenses and a $0.9 million increase in IT system hosting expenses. Technology and 
development expenses decreased from 3% to 2% of total revenue year over year

General and Administrative Expenses

Year Ended December 31,

% Change

2023

2022

2021

2023 vs. 2022

2022 vs. 2021

(in thousands, except percentages)

General and administrative

Percentage of total revenue

$ 

60,207 

$ 

39,379 

$ 

31,893 

53%

23%

 5 %

 4 %

 5 %

Year ended December 31, 2023 compared to year ended December 31, 2022. General and administrative expenses increased 
by $20.8 million, or 53%, to $60.2 million for the year ended December 31, 2023. The increase in expense was primarily due to 
a $4.8 million increase in stock-based compensation related to charges after certain executive departures and a $3.8 million 
increase related to the negotiated settlement of uncollected premiums in connection with the transition of underwriting a third-
party business to other insurers. Additionally, there was a $6.4 million increase in general compensation and other employee-
related expenses, a $2.2 million increase in professional services and consulting expenses, a $1.4 million increase in year-over-
year expenses related to a full year of Smart Paws and Pet Expert operations in 2023, and a $0.9 million increase in licensing 
and regulatory fees. General and administrative expenses increased from 4% to 5% of total revenue year over year, partially due 
to certain non-recurring expenses.

New Pet Acquisition Expense

New pet acquisition expense

$ 

77,372 

$ 

89,500 

$ 

78,647 

(14)%

14%

Year Ended December 31,

% Change

2023

2022

2021

2023 vs. 2022

2022 vs. 2021

(in thousands, except pet and per pet data)

Percentage of total revenue
Subscription Business:

Total subscription pets enrolled (at period 
end)
Average pet acquisition cost (PAC)

 7 %

 10 %

 11 %

991,426 
228 

$ 

869,862 
289 

$ 

704,333 
287 

$ 

14
(21)

24
1

Year ended December 31, 2023 compared to year ended December 31, 2022. New pet acquisition expense decreased by $12.1 
million, or 14%, to $77.4 million for the year ended December 31, 2023. This decrease was attributable to a decrease in 
expenses to generate leads and conversion, as we focused on growth in our more efficient channels. New pet acquisition 
expense as a percentage of revenue was 7% for the year ended December 31, 2023 compared to 10% in the same period last 
year, as we were able to stay disciplined with our discretionary pet acquisition spend, while still managing to grow total 
enrolled subscription pets, excluding those related to managing general agent policies, by 13%.

52

 
 
 
Depreciation and Amortization

Year Ended December 31,

% Change

2023

2022

2021

2023 vs. 2022

2022 vs. 2021

(in thousands, except percentages)

Depreciation and amortization

$ 

12,474 

$ 

10,921 

$ 

11,965 

14%

(9)%

Percentage of total revenue

 1 %

 1 %

 2 %

Year ended December 31, 2023 compared to year ended December 31, 2022. Depreciation and amortization expense increased 
by $1.6 million, or 14%, to $12.5 million for the year ended December 31, 2023 primarily driven by the amortization of 
acquired intangibles.

Total Other Expense (Income), Net

Year Ended December 31,

% Change

2023

2022

2021

2023 vs. 2022

2022 vs. 2021

(in thousands, except percentages)

Interest expense

$ 

12,077 

$ 

4,267 

$ 

Other expense (income), net

(7,701) 

(3,072) 

Total other (income) expense, net

$ 

4,376 

$ 

1,195 

$ 

10 

14 

24 

183%

151

266%

42,570%

(22,043)

4,879%

Percentage of total revenue

 — %

 — %

 — %

Year ended December 31, 2023 compared to year ended December 31, 2022. Total other expense (income), net increased by 
$3.2 million to $4.4 million for the year ended December 31, 2023 primarily due to an increase in interest expense incurred on 
the Credit Facility, which was partially offset by an increase in interest earned on our investment portfolio.

Stock-Based Compensation

Year ended December 31, 2023 compared to year ended December 31, 2022. Stock-based compensation is included in the cost 
and expense line items in the consolidated statements of operations, discussed above. Stock-based compensation expense in 
total was $33.2 million for the year ended December 31, 2023, down from $33.4 million in the prior year period. The amount of 
stock-based compensation recognized largely reflects the timing and vesting of our annual performance grants, calculated 
according to our equity incentive plan.

53

 
 
 
Quarterly Results of Operations

The following tables contain selected quarterly financial information for the years ended December 31, 2023 and 2022. The 
unaudited quarterly information has been prepared on a basis consistent with the audited consolidated financial statements and 
includes all adjustments that we consider necessary for a fair presentation of the information shown. These quarterly operating 
results for any fiscal quarter are not necessarily indicative of the operating results for any full fiscal year or future period.

Consolidated Statements of 
Operations Data:

Three Months Ended

Dec. 31, 
2023

Sept. 30, 
2023

Jun. 30, 
2023

Mar. 31, 
2023

Dec. 31, 
2022

Sept. 30, 
2022

Jun. 30, 
2022

Mar. 31, 
2022

(in thousands)

Revenue:

Subscription business

$  191,537  $  182,906  $  173,253  $  165,210  $  158,562  $  152,401  $  145,808  $  139,839 

Other business

  104,320 

  102,947 

97,313 

91,119 

87,447 

81,359 

73,603 

66,160 

Total revenue

  295,857 

  285,853 

  270,566 

  256,329 

  246,009 

  233,760 

  219,411 

  205,999 

Cost of revenue:

Subscription business(1)

  158,631 

  157,444 

  151,520 

  146,091 

  131,823 

  128,158 

  122,440 

  115,263 

Other business

97,162 

93,176 

89,673 

83,892 

80,537 

75,543 

68,388 

60,842 

Total cost of revenue

  255,793 

  250,620 

  241,193 

  229,983 

  212,360 

  203,701 

  190,828 

  176,105 

Operating expenses:

Technology and 
development(1)
General and administrative(1)

New pet acquisition 
expense(1)
Depreciation and 
amortization

Total operating expenses
Gain (loss) from investment in 
joint venture

Operating income (loss)

5,969 

5,302 

5,232 

4,900 

6,955 

6,553 

13,390 

12,664 

13,136 

21,017 

10,472 

10,314 

6,396 

9,227 

5,229 

9,366 

17,189 

17,772 

20,769 

21,642 

22,457 

22,434 

22,982 

21,627 

3,029 

2,990 

3,253 

3,202 

2,897 

2,600 

2,707 

2,717 

39,577 

38,728 

42,390 

50,761 

42,781 

41,901 

41,312 

38,939 

(79) 

408 

4 

(73) 

(71) 

(85) 

(57) 

(42) 

(69) 

(3,491) 

(13,090) 

(24,486) 

(9,217) 

(11,899) 

(12,771) 

(9,114) 

Interest expense

3,697 

3,053 

2,940 

2,387 

1,587 

Other expense (income), net

(1,256) 

(2,465) 

(2,078) 

(1,902) 

(1,504) 

1,408 

(889) 

1,193 

(365) 

79 

(314) 

Income (loss) before income 
taxes

(2,033) 

(4,079) 

(13,952) 

(24,971) 

(9,300) 

(12,418) 

(13,599) 

(8,879) 

Income tax expense (benefit)

130 

(43) 

(238) 

(191) 

(15) 

496 

19 

(24) 

Net income (loss)

$ 

(2,163)  $ 

(4,036)  $  (13,714)  $  (24,780)  $ 

(9,285)  $  (12,914)  $  (13,618)  $ 

(8,855) 

(1) Includes stock-based compensation expense as follows (in thousands):

Dec. 31, 
2023

Sept. 30, 
2023

Jun. 30, 
2023

Mar. 31, 
2023

Dec. 31, 
2022

Sept. 30, 
2022

Jun. 30, 
2022

Mar. 31, 
2022

Three Months Ended

(in thousands)

Cost of revenue

$ 

1,478  $ 

1,176  $ 

1,307  $ 

1,318  $ 

1,346  $ 

1,472  $ 

1,830  $ 

1,836 

Technology and development

General and administrative

New pet acquisition expense
Total stock-based 
compensation expense

861 

3,269 

1,693 

650 

3,281 

1,785 

627 

2,948 

1,755 

708 

8,219 

2,086 

1,549 

3,550 

2,122 

1,184 

3,792 

2,195 

1,101 

3,066 

2,637 

908 

2,423 

2,382 

$  7,301  $  6,892  $  6,637  $  12,331  $  8,567  $  8,643  $  8,634  $  7,549 

54

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Dec. 31, 
2023

Sept. 30, 
2023

Jun. 30, 
2023

Mar. 31, 
2023

Dec. 31, 
2022

Sept. 30, 
2022

Jun. 30, 
2022

Mar. 31, 
2022

Three Months Ended

Other Financial and 
Operational Data:

Total Business:

Total pets enrolled (at period 
end)

Subscription Business:

Total subscription pets 
enrolled (at period end)

Monthly average revenue per 
pet

Lifetime value of a pet, 
including fixed expenses

Average pet acquisition cost 
(PAC)

 1,714,473 

 1,712,177 

 1,679,659 

 1,616,865 

 1,537,573 

 1,439,605 

 1,348,145 

 1,267,253 

 991,426 

 969,322 

 943,958 

 906,369 

 869,862 

 808,077 

 770,318 

 736,691 

$  67.07 

$  65.82 

$  64.41 

$  63.58 

$  63.11 

$  63.80 

$  64.26 

$  64.21 

$ 

419 

$ 

428 

$ 

470 

$ 

541 

$ 

641 

$ 

673 

$ 

713 

$ 

730 

$ 

217 

$ 

212 

$ 

236 

$ 

247 

$ 

283 

$ 

268 

$ 

309 

$ 

301 

Average monthly retention

 98.49 %

 98.55 %

 98.61 %

 98.65 %

 98.69 %

 98.71 %

 98.74 %

 98.75 %

Three Months Ended

Dec. 31, 
2023

Sept. 30, 
2023

Jun. 30, 
2023

Mar. 31, 
2023

Dec. 31, 
2022

Sept. 30, 
2022

Jun. 30, 
2022

Mar. 31, 
2022

(as a percentage of revenue)

 100 %

 100 %

 100 %

 100 %

 100 %

 100 %

 100 %

 100 %

 86 

 88 

 89 

 90 

 86 

 87 

 87 

 85 

 2 

 5 

 6 

 1 

 13 

 — 

 — 

 1 

 — 

 (1) 

 — 

 (1) %

 2 

 4 

 6 

 1 

 14 

 — 

 (1) 

 1 

 (1) 

 (1) 

 — 

 2 

 5 

 8 

 1 

 16 

 — 

 (5) 

 1 

 (1) 

 (5) 

 — 

 2 

 8 

 8 

 1 

 20 

 — 

 (10) 

 1 

 (1) 

 (10) 

 — 

 3 

 4 

 9 

 1 

 17 

 — 

 (4) 

 1 

 (1) 

 (4) 

 — 

 3 

 4 

 10 

 1 

 18 

 — 

 (5) 

 1 

 — 

 (5) 

 — 

 3 

 4 

 10 

 1 

 19 

 — 

 (6) 

 1 

 — 

 (6) 

 — 

 3 

 7 

 10 

 1 

 19 

 — 

 (4) 

 — 

 — 

 (4) 

 — 

 (1) %

 (5) %

 (10) %

 (4) %

 (6) %

 (6) %

 (4) %

Revenue

Cost of revenue

Operating expenses:

Technology and 
development

General and administrative

New pet acquisition expense
Depreciation and 
amortization

Total operating expenses
Gain (loss) from investment in 
joint venture

Operating income (loss)

Interest expense

Other expense (income), net

Income (loss) before income 
taxes

Income tax expense (benefit)

Net income (loss)

Dec. 31, 
2023

Sept. 30, 
2023

Jun. 30, 
2023

Mar. 31, 
2023

Dec. 31, 
2022

Sept. 30, 
2022

Jun. 30, 
2022

Mar. 31, 
2022

(as a percentage of subscription revenue)

Three Months Ended

Subscription business revenue

 100 %

 100 %

 100 %

 100 %

 100 %

 100 %

 100 %

 100 %

Subscription business cost of 
revenue

 83 

 86 

 87 

 88 

 83 

 84 

 84 

 82 

55

Liquidity and Capital Resources

The following table summarizes our cash flows for the periods indicated (in thousands):

Net cash provided by (used in) operating activities

Net cash provided by (used in) investing activities

Net cash provided by (used in) financing activities
Effect of foreign exchange rates on cash, cash equivalents, and restricted 
cash, net
Net change in cash, cash equivalents, and restricted cash

Year Ended December 31,

2023

2022

2021

$ 

18,638  $ 

(8,000)  $ 

7,458 

7,639 

59,126 

(67,516) 

60,743 

(51,913) 

(1,125) 

424 

(1,459) 

252 

$ 

85,827  $ 

(16,232)  $ 

(45,328) 

Our primary requirements for liquidity are paying veterinary invoices, funding operations and capital requirements, investing in 
new member acquisition, investing in enhancements to our member experience, and servicing debt. We have certain contractual 
obligations in the normal course of business, including obligations and commitments relating to our Credit Facility, non-
cancellable vendor purchase agreements, as well as future payments of veterinary invoices. Refer to Note 10, Reserve for 
Veterinary Invoices, included in Item 8 of Part II of this 10-K, for further details on anticipated cash outflows.

Most recently, our primary sources of liquidity have been cash provided by operations and available borrowings from our 
Credit Facility. We believe these sources are sufficient to fund our operations and capital requirements for the next 12 months. 
As we continue to grow and consider strategic opportunities, however, we may explore additional financing to fund our 
operations and growth or to meet capital requirements. Financing could include equity, equity-linked, or debt financing. 
Additional financing may not be available to us on acceptable terms, or at all. As our capital surplus grows relative to the rate of 
growth of our business, we may also generate cash, via dividends or other methods, from one or more of our underwriting 
entities.  

As of December 31, 2023, we had $277.2 million in cash, cash equivalents and short-term investments, of which $230.6 million 
was held by our insurance entities. Outside of insurance entities, we held $46.6 million in cash, cash equivalents and short-term 
investments with an additional $15.0 million available under our Credit Facility. Our insurance entities maintained $241.3 
million of capital surplus, which was $64.1 million in excess of the estimated risk-based capital requirement of $177.2 million. 
The ability to distribute any portion of this estimated $64.1 million excess to our parent company, and the timing of any 
distribution, may be subject to regulatory limitations.

In April 2021, our board of directors approved a share repurchase program, pursuant to which we may, between May 2021 and 
May 2026, repurchase outstanding shares of our common stock. While our board of directors has approved the program, any 
repurchase activity is subject to quarterly assessment and board approval, based on various factors including available cash, our 
stock price relative to our estimated intrinsic value, forecasted operating results, and available opportunities to deploy capital. 
We repurchased no shares under this program during the year ended December 31, 2023.

Operating Cash Flows

Net cash provided by operating activities was $18.6 million for the year ended December 31, 2023 compared to $8.0 million net 
cash used by operating activities for the year ended December 31, 2022. This increase was primarily driven by an increase in 
cash collections from members, a decrease in acquisition costs, and timing differences in other working capital activities. Cash 
increases from working-capital were primarily driven by an increase in our reserve for veterinary invoices. Changes in accounts 
receivable and deferred revenue were primarily related to annual policies with monthly payment terms within our other business 
segment.

Investing Cash Flows

Net cash provided by investing activities was $7.6 million for the year ended December 31, 2023, primarily consisting of $24.3 
million in sales and maturities of investment securities, net of purchases, offset by $18.3 million of capital expenditures 
primarily related to the development of internal-use software focused on member experience, claims processing, and internal 
policy management improvements. Net cash used by investing activities was $67.5 million for the year ended December 31, 
2022, primarily consisting of $33.8 million in purchases of investment securities, net of sales and maturities, $17.1 million of 
capital expenditures primarily related to the development of internal-use software, and $15.0 million in net cash paid for 
business acquisitions.

Financing Cash Flows

Net cash provided by financing activities was $59.1 million for the year ended December 31, 2023, primarily consisting of 
$60.1 million in proceeds from the Credit Facility, partially offset by $1.7 million in repayments on the Credit Facility. Net cash 
provided by financing activities was $60.7 million for the year ended December 31, 2022, primarily consisting of $69.1 million 
in proceeds from the Credit Facility, partially offset by $5.8 million in repurchases of common stock.

56

 
 
 
 
 
 
 
 
 
Long-Term Debt

Our Credit Facility provides us with up to $150.0 million of credit. As of December 31, 2023, we issued term loans totaling 
$135.0 million under the Credit Facility.  The Credit Facility is secured by substantially all of our assets and those of our 
subsidiaries.  Refer to Note 11, Debt, included in Item 8 of this report, for further details.

Regulation

As of December 31, 2023, our insurance entities collectively held $101.0 million in cash and cash equivalents, to be used for 
operating expenses of our insurance entities, $129.6 million in short-term investments and $268.0 million in other current 
assets. Most of the assets in our insurance entities are subject to certain capital and dividend rules and regulations prescribed by 
jurisdictions in which they are authorized to operate. 

American Pet Insurance Company (APIC)

The majority of our investments are held by our insurance entities to satisfy risk-based capital requirements of the National 
Association of Insurance Commissioners (NAIC). The NAIC requirements provide a method for analyzing the minimum 
amount of risk-based capital (statutory capital and surplus plus other adjustments) appropriate for an insurance company to 
support its overall business operations, taking into account the risk characteristics of the company’s assets, liabilities and certain 
other items. An insurance company found to have insufficient statutory capital based on its risk-based capital ratio may be 
subject to varying levels of additional regulatory oversight depending on the level of capital inadequacy. APIC must hold 
certain capital amounts in order to comply with the statutory regulations and, therefore, we cannot use these amounts for 
general operating purposes without regulatory approval. As our business grows, the amount of capital we are required to 
maintain to satisfy our risk-based capital requirements also generally will increase, though risk-based capital requirements also 
take our overall rate of growth into consideration. Recently, our other business segment growth has slowed and, currently, we 
expect that to continue, which would reduce our capital requirements. APIC was required to maintain at least $137.6 million 
and $142.4 million of risk-based capital as of December 31, 2023 and 2022, respectively. APIC maintained $199.6 million and 
$162.2 million of risk-based capital surplus as of December 31, 2023 and 2022, respectively. The increase of capital surplus at 
APIC during the year was primarily due to retained earnings from APIC's underwriting profit and a capital contribution of $3.8 
million, partially offset by an ordinary dividend of $7.6 million distributed to the parent entity in December 2023.

ZPIC Insurance Company (ZPIC), QPIC Insurance Company (QPIC), and GPIC Insurance Company (GPIC) 

In 2021, we established two new wholly-owned insurance subsidiaries, ZPIC and QPIC, domiciled in Missouri and Nebraska, 
respectively, and in 2023 we established a new wholly-owned insurance subsidiary, GPIC, domiciled in Canada. We have 
funded required statutory capital to each of these new subsidiaries. As of December 31, 2023, neither ZPIC, QPIC nor GPIC 
have begun underwriting any insurance policies, accordingly, each of these entities are currently overcapitalized relative to 
traditional risk-based capital requirements. We formed these insurance subsidiaries to provide us flexibility as to the insurance 
entity we use to market and write policies.   

Wyndham Insurance Company (SAC) Limited (WICL) Segregated Account AX

WICL Segregated Account AX was established by WICL, with Trupanion, Inc. as the shareholder, to enter into a reinsurance 
agreement with Omega General Insurance Company. All of the assets and liabilities of WICL Segregated Account AX are 
legally segregated from other assets and liabilities within WICL, and all shares of the segregated account are owned by 
Trupanion, Inc. In February 2023, our parent entity received a dividend of $7.3 million from WICL Segregated Account AX as 
allowed under our agreements with WICL. As required by the Office of the Superintendent of Financial Institutions regulations 
related to our reinsurance agreement with Omega General Insurance Company, we are required to maintain a Canadian Trust 
account with the greater of CAD $2.0 million or 120% of unearned Canadian premium plus 20% of outstanding Canadian 
claims, including all incurred but not reported claims. As of December 31, 2023, the account held CAD $15.7 million.

Though we are not directly regulated by the Bermuda Monetary Authority (BMA), WICL's regulation and compliance impacts 
us as it could have an adverse impact on the ability of WICL Segregated Account AX to pay dividends. WICL is regulated by 
the BMA under the Insurance Act of 1978 (Insurance Act) and the Segregated Accounts Company Act of 2000. The Insurance 
Act imposes on Bermuda insurance companies, solvency and liquidity standards, certain restrictions on the declaration and 
payment of dividends and distributions, certain restrictions on the reduction of statutory capital, and auditing and reporting 
requirements, and grants the BMA powers to supervise and, in certain circumstances, to investigate and intervene in the affairs 
of insurance companies. Under the Insurance Act, WICL, as a class 3 insurer, is required to maintain available statutory capital 
and surplus at a level equal to or in excess of a prescribed minimum established by reference to net written premiums and loss 
reserves.

57

Under the Bermuda Companies Act 1981, as amended, a Bermuda company may not declare or pay a dividend or make a 
distribution out of contributed surplus if there are reasonable grounds for believing that: (a) the company is, or would after the 
payment be, unable to pay its liabilities as they become due; or (b) the realizable value of the company’s assets would thereby 
be less than its liabilities. The Segregated Accounts Company Act of 2000 further requires that dividends out of a segregated 
account can only be paid to the extent that the cell remains solvent and the value of its assets remain greater than the aggregate 
of its liabilities and its issued share capital and share premium accounts.

Critical Accounting Policies and Significant Estimates

Our discussion and analysis of our financial condition and results of operations is based upon our consolidated financial 
statements, which have been prepared in accordance with GAAP. The preparation of these consolidated financial statements 
requires us to make estimates and judgments that affect the reported amounts of assets and liabilities and the disclosure of 
contingent assets and liabilities as of the date of the consolidated financial statements, as well as the reported revenue and 
expenses during the reporting periods. 

Critical accounting policies and estimates are those that we consider the most important to the portrayal of our financial 
condition and results of operations because they require our most difficult, subjective or complex judgments, often as a result of 
the need to make estimates about the effect of matters that are inherently uncertain. Generally, we base our estimates on 
historical experience and on various other factors that we believe to be reasonable under the circumstances. Actual results may 
differ from these estimates.

Reserve for Veterinary Invoices

We use the chain-ladder method and other actuarial methods to estimate reserves for veterinary invoices for our subscription 
business and for the majority of our other business segment. Paid loss development factors are estimated based on historical 
paid loss triangles. The reserve represents our estimate of the future amount we will pay for veterinary invoices that are dated as 
of, or prior to, our balance sheet date. The reserve also includes our estimate of related internal processing costs. To determine 
the accrual, we make assumptions based on our historical experience, including the number of veterinary invoices we expect to 
receive, the average cost of those veterinary invoices, the length of time between the date of the veterinary invoice and the date 
we receive it, and our expected cost to process and administer the payments. As of each balance sheet date, we reevaluate our 
reserve and adjust the estimate for new information. 

As of December 31, 2023, our reserve for veterinary invoices was $63.2 million, consisting of $61.0 million for the amount we 
expect to pay in the future for veterinary invoices dated between January 1, 2023 and December 31, 2023, inclusive of related 
processing costs, and a reserve of $2.2 million for invoices dated prior to January 1, 2023. We believe the reserve amount as 
of December 31, 2023 is adequate, and we do not believe that there are any reasonably likely changes in the facts or 
circumstances underlying key assumptions that would result in the reserve balance being insufficient in an amount that would 
have a material impact on our reported results, financial position or liquidity. The ultimate liability, however, may be in excess 
of or less than the amount we have reserved.

For the year ended December 31, 2023, we paid $44.7 million for veterinary invoices dated on or before December 31, 2022, 
including related processing costs. Our reserve estimate for these expenses was $43.7 million as of December 31, 2022. As of 
December 31, 2023, we had unfavorable development on veterinary invoice reserves of $3.3 million for the year ended 
December 31, 2022.

Income Taxes

We determine our deferred tax assets and liabilities based on the differences between the financial reporting and tax basis of 
assets and liabilities. The deferred tax assets and liabilities are measured using the enacted tax rates that will be in effect when 
the differences are expected to reverse. A valuation allowance is recorded when it is more likely than not that the deferred tax 
asset will not be recovered. We apply judgment in the determination of the consolidated financial statement recognition and 
measurement of a tax position taken or expected to be taken in a tax return. Although we believe our assumptions, judgments 
and estimates are reasonable, changes in tax laws or our interpretation of tax laws and the resolution of any tax audits could 
significantly impact the amounts provided for income taxes in our consolidated financial statements.

58

Item 7A. Quantitative and Qualitative Disclosures About Market Risks 

Market risk is the risk of loss arising from adverse changes in market rates and prices, such as interest rates (inclusive of credit 
spreads) and other relevant market rate or price changes. Market risk is directly influenced by the volatility and liquidity in the 
markets in which the related underlying assets are traded. The following is a discussion of our primary market risk exposures 
and how those exposures are managed as of December 31, 2023. Our market risk sensitive instruments are primarily entered 
into for purposes other than trading.

Interest Rate Risk

The primary market risks to our investment portfolio are interest rate risk and credit risk associated with investments in fixed 
maturity securities.  The objective of our investment activities is to maintain principal and the majority of our investments are 
short-term in nature. For additional information regarding our investments, refer to Note 6, Investments, included in Item 8 of 
this report. 

Additionally, we are exposed to interest rate risk as a result of our debt and our investment activities. Our Credit Facility bears 
interest at a floating base rate plus an applicable margin. As of December 31, 2023, our aggregate outstanding indebtedness was 
$128.9 million. A 100 basis points of hypothetical interest rate increase would increase our annual interest expense by $1.3 
million. Our fixed maturities portfolio is also exposed to interest rate risk. Changes in interest rates have a direct impact on the 
market valuation of these securities. Certain securities are held in an unrealized loss position, but we do not intend to sell and 
believe we will not be required to sell any of these securities held in an unrealized loss position before their anticipated 
recovery. We manage interest rate risk by investing in securities with relatively short durations. A 100 basis points of 
hypothetical interest rate increase would not have a material effect on the fair value of our investments. 

Foreign Currency Exchange Risk

We generate approximately 15% of our revenue in Canada. As our operations in Canada or the United States grow on an 
absolute basis and/or relative to one another, our results of operations and cash flows will be subject to fluctuations due to 
changes in foreign currency exchange rates. A 10% change in the Canadian currency exchange rate could have a material 
impact on our consolidated financial condition or results of operations. A hypothetical change of this magnitude would have 
increased or decreased our total revenues by approximately $16.8 million, total expenses by approximately $16.2 million, and 
have a net impact of $0.6 million of income or loss for the year ended December 31, 2023. To date, we have not entered into 
any material foreign currency hedging contracts although we may do so in the future. Other foreign currency risk in European 
currencies is currently immaterial. 

59

Item 8. Financial Statements and Supplementary Data

Trupanion, Inc. 
Index to Consolidated Financial Statements

Report of Independent Registered Public Accounting Firm (PCAOB ID: 42)

Consolidated Statements of Operations

Consolidated Statements of Comprehensive Loss

Consolidated Balance Sheets

Consolidated Statements of Stockholders' Equity

Consolidated Statements of Cash Flows

Notes to Consolidated Financial Statements

Page

61

63

64

65

66

67

68

60

Report of Independent Registered Public Accounting Firm

To the Stockholders and the Board of Directors of Trupanion, Inc. 

Opinion on the Financial Statements

We have audited the accompanying consolidated balance sheets of Trupanion, Inc. (the Company) as of December 31, 2023 
and 2022, the related consolidated statements of operations, comprehensive loss, stockholders' equity and cash flows for each of 
the three years in the period ended December 31, 2023, and the related notes and financial statement schedule listed in the Index 
at Item 15(a)(2) (collectively referred to as the “consolidated financial statements”). In our opinion, the consolidated financial 
statements present fairly, in all material respects, the financial position of the Company at December 31, 2023 and 2022, and 
the results of its operations and its cash flows for each of the three years in the period ended December 31, 2023, in conformity 
with U.S. generally accepted accounting principles.

We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) 
(PCAOB), the Company's internal control over financial reporting as of December 31, 2023, based on criteria established in 
Internal Control—Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission 
(2013 framework), and our report dated February 26, 2024 expressed an adverse opinion thereon.

Basis for Opinion

These financial statements are the responsibility of the Company’s management. Our responsibility is to express an opinion on 
the Company’s financial statements based on our audits. We are a public accounting firm registered with the PCAOB and are 
required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable 
rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the 
audit to obtain reasonable assurance about whether the financial statements are free of material misstatement, whether due to 
error or fraud. Our audits included performing procedures to assess the risks of material misstatement of the financial 
statements, whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included 
examining, on a test basis, evidence regarding the amounts and disclosures in the financial statements. Our audits also included 
evaluating the accounting principles used and significant estimates made by management, as well as evaluating the overall 
presentation of the financial statements. We believe that our audits provide a reasonable basis for our opinion.

Critical Audit Matter

The critical audit matter communicated below is a matter arising from the current period audit of the financial statements that 
was communicated or required to be communicated to the audit committee and that: (1) relates to accounts or disclosures that 
are material to the financial statements and (2) involved our especially challenging, subjective, or complex judgments. The 
communication of the critical audit matter does not alter in any way our opinion on the consolidated financial statements, taken 
as a whole, and we are not, by communicating the critical audit matter below, providing a separate opinion on the critical audit 
matter or on the account or disclosures to which it relates.

61

Description of the Matter

How We Addressed the 
Matter in Our Audit

Reserve for Veterinary Invoices

The Company’s reserve for veterinary invoices totaled $63.2 million as of December 
31, 2023.  As discussed in Note 1 and Note 10 to the financial statements, the 
Company’s reserve for veterinary invoices is based on an actuarial analysis of the 
Company’s historical experience where the Company makes assumptions to estimate 
the amount the Company will pay for veterinary invoices that haven't been processed 
or received but that are dated as of, or prior to, its balance sheet date. The estimate of 
veterinary invoice reserves is subject to a number of variables, including historical 
trends involving payment patterns and amounts.

Auditing the Company’s reserve for veterinary invoices is complex and required the 
involvement of our actuarial specialists due to the sensitivity of the estimated reserve 
to management's assumptions. Estimating the ultimate cost to settle the veterinary 
invoice reserve is subjective due to the possibility that the actual veterinary invoice 
payments may not be comparable to historical trends experienced by the Company. 

To evaluate the reserve for veterinary invoices, our audit procedures included, 
among others, testing the completeness and accuracy of the historical veterinary paid 
invoice data used in management's actuarial projections. We involved our actuarial 
specialists to assist in our evaluation of management’s methodologies and 
assumptions used in the calculation of the reserve and compared the Company’s 
recorded reserve to a range of reasonable estimates developed independently by our 
actuarial specialists.

/s/ Ernst & Young LLP

We have served as the Company’s auditor since 2012.

Seattle, Washington
February 26, 2024

62

Trupanion, Inc. 
Consolidated Statements of Operations
(in thousands, except share data)

Revenue

Cost of revenue:

Veterinary invoice expense(1)
Other cost of revenue(1)

Total cost of revenue

Operating expenses:

Technology and development(1)
General and administrative(1)
New pet acquisition expense(1)
Depreciation and amortization

Total operating expenses

Gain (loss) from investment in joint venture

Operating loss

Interest expense

Other expense (income), net

Loss before income taxes

Income tax expense (benefit)

Net loss

Net loss per share:

Basic and diluted

Weighted average shares of common stock outstanding:

Basic and diluted

(1)Includes stock-based compensation expense as follows:
Veterinary invoice expense

Other cost of revenue

Technology and development

General and administrative

New pet acquisition expense

Year Ended December 31,

2023

2022

2021

$ 

1,108,605  $ 

905,179  $ 

698,991 

831,055 

146,534 

977,589 

21,403 

60,207 

77,372 

12,474 

649,737 

133,257 

782,994 

25,133 

39,379 

89,500 

10,921 

486,062 

108,583 

594,645 

16,866 

31,893 

78,647 

11,965 

171,456 

164,933 

139,371 

(219)   

(253)   

(171) 

(40,659)   

(43,001)   

(35,196) 

12,077 

4,267 

(7,701)   

(3,072)   

10 

14 

(45,035)   

(44,196)   

(35,220) 

(342)   

476 

310 

$ 

(44,693)  $ 

(44,672)  $ 

(35,530) 

$ 

(1.08)  $ 

(1.10)  $ 

(0.89) 

41,436,882 

40,765,355 

40,137,505 

$ 

3,667  $ 

4,145  $ 

1,612 

2,846 

17,717 

7,319 

2,339 

4,742 

12,831 

9,336 

4,538 

2,610 

3,056 

8,862 

9,160 

63

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Trupanion, Inc. 
Consolidated Statements of Comprehensive Loss
(in thousands)

Net loss

Other comprehensive income (loss):

Foreign currency translation adjustments

Net unrealized gain (loss) on available-for-sale debt securities

Other comprehensive income (loss), net of taxes

Comprehensive income (loss)

Year Ended December 31,

2023

2022

2021

$ 

(44,693)  $ 

(44,672)  $ 

(35,530) 

2,712 

3,992 

6,704 

(4,412) 

(4,966) 

(9,378) 

(496) 

502 

6 

$ 

(37,989)  $ 

(54,050)  $ 

(35,524) 

64

 
 
 
 
 
 
 
 
 
Trupanion, Inc. 
Consolidated Balance Sheets
(in thousands, except share data)

Assets

Current assets:

Cash and cash equivalents

Short-term investments

Accounts and other receivables, net of allowance for credit loss of $1,085 at December 
31, 2023 and $540 at December 31, 2022
Prepaid expenses and other assets

Total current assets

Restricted cash

Long-term investments

Property, equipment, and internal-use software, net

Intangible assets, net

Other long-term assets

Goodwill

Total assets

Liabilities and stockholders’ equity

Current liabilities:

Accounts payable

Accrued liabilities and other current liabilities

Reserve for veterinary invoices

Deferred revenue

Long-term debt - current portion

Total current liabilities

Long-term debt

Deferred tax liabilities

Other liabilities

Total liabilities

Stockholders’ equity:

Common stock: $0.00001 par value per share, 100,000,000 shares authorized; 
42,887,052 and 41,858,866 shares issued and outstanding at December 31, 2023 and 
42,041,344 and 41,013,158 shares issued and outstanding at December 31, 2022

Preferred stock: $0.00001 par value per share, 10,000,000 shares authorized; no shares 
issued and outstanding
Additional paid-in capital

Accumulated other comprehensive income (loss)

Accumulated deficit

Treasury stock, at cost: 1,028,186 shares at December 31, 2023 and 2022

Total stockholders’ equity

Total liabilities and stockholders’ equity

65

December 31,

2023

2022

$ 

147,501  $ 

129,667 

267,899 

17,022 

562,089 

22,963 

12,866 

103,650 

18,745 

18,922 

43,713 

65,605 

156,804 

232,439 

14,248 

469,096 

19,032 

7,841 

90,701 

24,031 

18,943 

41,983 

$ 

782,948  $ 

671,627 

$ 

10,505  $ 

34,052 

63,238 

235,329 

1,350 

344,474 

127,580 

2,685 

4,487 

9,471 

32,616 

43,734 

202,692 

1,103 

289,616 

68,354 

3,392 

4,968 

479,226 

366,330 

— 

— 

— 

— 

536,108 

403 

499,694 

(6,301) 

(216,255)   

(171,562) 

(16,534)   

(16,534) 

303,722 

$ 

782,948  $ 

305,297 

671,627 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Trupanion, Inc. 
 Consolidated Statements of Stockholders’ Equity
(in thousands, except share amounts)

Common Stock

Shares

Amount

Additional Paid-
in Capital

Accumulated 
Deficit

Accumulated 
Other 
Comprehensive 
Income (Loss) Treasury Stock

Total 
Stockholders' 
Equity

Balance at January 1, 2021

39,450,807  $ 

—  $ 

439,007  $ 

(91,360)  $ 

3,071  $ 

(10,779)  $ 

339,939 

Issuance of common stock in connection with the Company's 
equity award programs, net of tax withholdings

1,024,378   

Stock-based compensation expense

Other comprehensive income (loss)

Net loss

Balance at December 31, 2021

Issuance of common stock in connection with the Company's 
equity award programs, net of tax withholdings

Stock-based compensation expense

Repurchases of common stock

Other comprehensive income (loss)

Net loss

Balance at December 31, 2022

Issuance of common stock in connection with the Company's 
equity award programs, net of tax withholdings

Stock-based compensation expense

Other comprehensive income (loss)

Net loss

—   

—   

—   

40,475,185   

632,994   

—   

(95,021)   

—   

—   

41,013,158   

845,708   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

—   

(1,117)   

28,902   

—   

—   

—   

—   

—   

(35,530)   

—   

—   

6   

—   

—   

—   

—   

—   

466,792   

(126,890)   

3,077   

(10,779)   

(2,124)   

35,026   

—   

—   

—   

—   

—   

—   

—   

(44,672)   

—   

—   

—   

(9,378)   

—   

—   

—   

(5,755)   

—   

—   

499,694   

(171,562)   

(6,301)   

(16,534)   

1,118   

35,296   

—   

—   

—   

—   

—   

(44,693)   

—   

—   

6,704   

—   

—   

—   

—   

—   

(1,117) 

28,902 

6 

(35,530) 

332,200 

(2,124) 

35,026 

(5,755) 

(9,378) 

(44,672) 

305,297 

1,118 

35,296 

6,704 

(44,693) 

Balance at December 31, 2023

41,858,866  $ 

—  $ 

536,108  $ 

(216,255)  $ 

403  $ 

(16,534)  $ 

303,722 

66

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Trupanion, Inc. 
Consolidated Statements of Cash Flows
(in thousands)

Operating activities

Net loss

Adjustments to reconcile net loss to cash provided by (used in) operating activities:

Year Ended December 31,
2022

2021

2023

$ 

(44,693)  $ 

(44,672)  $ 

(35,530) 

Depreciation and amortization

Stock-based compensation expense

Other, net

Changes in operating assets and liabilities:

Accounts and other receivables

Prepaid expenses and other assets

Accounts payable, accrued liabilities, and other liabilities 

Reserve for veterinary invoices

Deferred revenue

Net cash provided by (used in) operating activities

Investing activities

Purchases of investment securities

Maturities and sales of investment securities

Cash paid in business acquisition, net of cash acquired

Purchases of property, equipment, and internal-use software

Other

Net cash provided by (used in) investing activities

Financing activities

Proceeds from debt financing, net of financing fees

Repayment of debt financing

Repurchases of common stock

Proceeds from exercise of stock options

Shares withheld to satisfy tax withholding

Other

Net cash provided by (used in) financing activities

Effect of foreign exchange rate changes on cash, cash equivalents, and restricted 
cash, net

Net change in cash, cash equivalents, and restricted cash

Cash, cash equivalents, and restricted cash at beginning of period

Cash, cash equivalents, and restricted cash at end of period

Supplemental disclosures

Income taxes paid (refund)

Interest paid

Noncash investing and financing activities:

Purchases of property, equipment, and internal-use software included in 
accounts payable and accrued liabilities 

12,474 

33,161 

1,347 

(35,440) 

(1,907) 

1,644 

19,485 

32,567 

18,638 

(165,936) 

190,270 

— 

(18,280) 

1,585 

7,639 

60,102 

(1,717) 

— 

2,655 

(1,536) 

(378) 

59,126 

424 

85,827 

84,637 

10,921 

33,393 

1,051 

(66,982) 

(5,227) 

3,136 

4,227 

56,153 

(8,000) 

(273,006) 

239,210 

(15,034) 

(17,088) 

(1,598) 

(67,516) 

69,138 

(571) 

(5,755) 

2,290 

(4,359) 

— 

60,743 

(1,459) 

(16,232) 

100,869 

$ 

$ 

170,464  $ 

84,637  $ 

611  $ 

2,498  $ 

12,100 

3,353 

887 

1,324 

11,965 

28,226 

(1,927) 

(66,170) 

(3,055) 

8,796 

10,768 

54,385 

7,458 

(95,672) 

57,869 

— 

(12,355) 

(1,755) 

(51,913) 

— 

— 

— 

3,607 

(4,732) 

— 

(1,125) 

252 

(45,328) 

146,197 

100,869 

282 

16 

729 

67

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Trupanion, Inc.
Notes to Consolidated Financial Statements

1. Nature of Operations and Summary of Significant Accounting Policies

Description of Business

Trupanion, Inc. (collectively with its wholly-owned subsidiaries, the "Company") provides medical insurance for cats and dogs 
in the United States, Canada, Continental Europe, and Australia. The Company's data-driven, vertically-integrated approach 
enables the Company to provide pet owners with products that the Company believes are the highest value medical insurance, 
priced specifically for each pet’s unique characteristics.

Basis of Presentation 

The consolidated financial statements have been prepared in accordance with U.S. generally accepted accounting principles 
("GAAP") and include the accounts of the Company and its wholly-owned subsidiaries. All intercompany accounts and 
transactions have been eliminated in consolidation.

Use of Estimates

The preparation of consolidated financial statements in conformity with GAAP requires management to make estimates and 
assumptions that affect the amounts reported in the consolidated financial statements and accompanying notes. Actual results 
could differ from such estimates. 

Cash, Cash Equivalents and Restricted Cash

The Company considers all highly liquid investments with an original maturity of three months or less to be cash equivalents. 
At times, cash on deposit may be in excess of the applicable federal deposit insurance corporation limits.

The Company considers any cash account not held in trust for a third party that is contractually restricted to withdrawal or use 
to be restricted cash. The Company is required to maintain certain restricted cash balances to comply with insurance company 
regulations. As of December 31, 2023, the Company was in compliance with all requirements.

Accounts and Other Receivables

Accounts and other receivables are comprised of trade receivables and other miscellaneous receivables and are carried at their 
estimated collectible amounts. Trade receivables are primarily related to the Company’s other business segment where the 
Company generates revenue from underwriting policies through unaffiliated general agents. These policies are typically annual 
policies, with monthly payment terms through the end of the twelve-month period. The Company had $249.8 million and 
$220.8 million accounts receivable associated with underwriting these policies as of December 31, 2023 and 2022, respectively. 
During the year ended December 31, 2023, the Company incurred a non-recurring $3.8 million settlement of accounts 
receivable due to uncollected premiums in connection with the transition of underwriting a third-party business to other 
insurers.

Deferred Acquisition Costs

The Company incurs certain costs, including premium taxes, enrollment-based bonuses, and referral fees that directly relate to 
the successful acquisition of new or renewal customer contracts. These costs are deferred and are included in prepaid expenses 
and other assets on the consolidated balance sheet and amortized over the related policy term to the applicable financial 
statement line item, either new pet acquisition expense or other cost of revenue. Deferred acquisition costs as of December 31, 
2023 and 2022 were $7.4 million and $6.0 million, respectively. Amortized deferred acquisition costs classified within new pet 
acquisition expense amounted to $6.0 million, $4.9 million, and $4.7 million and amortized deferred acquisition costs classified 
within other cost of revenue amounted to $45.6 million, $33.9 million, and $30.5 million, for the years ended December 31, 
2023, 2022, and 2021, respectively. 

Investments

The Company invests in investment grade fixed maturity securities of varying maturities. Available-for-sale securities are 
reported at fair value with unrealized gains and losses included in accumulated other comprehensive income (loss). Held-to-
maturity securities are reported at amortized cost. Premiums or discounts on fixed maturity securities are amortized or accreted 
over the life of the security and included in interest income. There were $0.3 million in realized gains and $0.9 million in 
realized losses on sales of fixed maturity securities during the year ended December 31, 2023, and no realized gains or losses on 
sales of fixed maturity securities during the years ended December 31, 2022 and 2021.

68

Each reporting period, the Company evaluates whether declines in fair value of its investments below carrying value are the 
result of expected credit losses. This evaluation includes the Company's ability and intent to hold these investments until 
recovery of carrying value occurs, including an evaluation of all available information relevant to the collectability of the 
security, including past events, current conditions, and reasonable and supportable forecasts. Expected credit losses are recorded 
as an allowance through other expense (income), net on the Company's consolidated statements of operations. 

Fair Value of Financial Instruments 

The Company is required to disclose information on all assets and liabilities reported at fair value that enables an assessment of 
the inputs used in determining the reported fair values. The fair value hierarchy prioritizes valuation inputs based on the 
observable nature of those inputs. The fair value hierarchy applies only to the valuation inputs used in determining the reported 
fair value of the investments and is not a measure of the investment credit quality. The hierarchy defines three levels of 
valuation inputs:

Level 1 - Quoted prices in active markets for identical assets or liabilities

Level 2 - Inputs other than quoted prices that are observable for the asset or liability, either directly or indirectly

Level 3 - Unobservable inputs that reflect the Company's own assumptions about the assumptions market participants 
would use in pricing the asset or liability

The Company's financial instruments, in addition to those presented in Note 8, Fair Value, include cash and cash equivalents, 
accounts receivable, accounts payable, and accrued liabilities. The carrying amounts of accounts receivable, accounts payable, 
and accrued liabilities approximate fair value because of the short-term nature of these instruments.

Property, Equipment, and Internal-Use Software

Property, equipment, and internal-use software primarily consists of building, land and land improvements, office equipment, 
internal-use software related to the Company’s website, and internal support systems. Internal-use software is capitalized during 
the application development stage of the project. Property and equipment is recorded at cost and depreciated using the straight-
line method over the estimated useful life of the respective asset:

Land
Land improvements
Building
Software
Office equipment

Not depreciable
10 years
39 years
3 to 5 years
3 to 5 years

Goodwill and Intangible Assets

Goodwill and indefinite-lived intangible assets are not amortized. The Company reviews these assets for impairment at least 
annually or if indicators of potential impairment exist. Acquired finite-lived intangibles are amortized on a straight-line basis 
over the estimated useful lives of the assets. The Company has recognized no impairment loss on goodwill and indefinite-lived 
intangible assets for the years ended December 31, 2023, 2022, and 2021.

Asset Impairment

Long-lived assets, including property, equipment, internal-use software, and finite-lived intangible assets, are reviewed for 
impairment when events or changes in circumstances indicate that the carrying amount of an asset may not be recoverable. 
Should an impairment exist, the impairment loss would be measured as the amount the asset's carrying value exceeds its fair 
value. The Company has recognized no impairment loss on long-lived assets, including property, equipment, internal-use 
software, and finite-lived intangible assets for the years ended December 31, 2023, 2022, and 2021.

69

Reserve for Veterinary Invoices

Reserve for veterinary invoices is an estimate of the future amount the Company will pay for veterinary invoices that are dated 
as of, or prior to, its balance sheet date. The reserve also includes the Company's estimate of related internal processing costs. 
To determine the accrual, the Company makes assumptions based on its historical experience, including the number of 
veterinary invoices it expects to receive, the average cost of those veterinary invoices, the length of time between the date of the 
veterinary invoice and the date the Company receives it, the member's chosen deductible, and the Company's expected cost to 
process and administer the payments. As of each balance sheet date, the Company reevaluates its reserve and adjusts the 
estimate for new information.

Deferred Revenue 

Deferred revenue is primarily related to the Company’s other business segment where the Company generates revenue from 
underwriting policies through unaffiliated general agents. These policies are typically annual policies for which revenue is 
recognized pro-rata over the twelve-month policy period. Deferred revenue also consists of subscription fees received or billed 
in advance of the subscription services within the Company's subscription business. 

Revenue Recognition

The Company generates revenue primarily from subscription fees and through underwriting policies for unaffiliated general 
agents. For the year ended December 31, 2023, premiums from policies sourced by general agents accounted for 34% of our 
total revenue, and one general agent sourced members whose premiums accounted for over 10% of our total revenue. Revenue 
is recognized pro-rata over the terms of the customer contracts.

Veterinary Invoice Expense

Veterinary invoice expense includes the Company’s costs to review and pay veterinary invoices, administer the payments, and 
provide member services, and other operating expenses directly or indirectly related to this process. The Company also accrues 
for veterinary invoices that have been incurred but not yet received or paid and the estimated cost of processing these invoices. 
Veterinary invoice expense also includes amounts paid by unaffiliated general agents on our behalf, and an estimate of amounts 
incurred and not yet paid for the other business segment.

Other Cost of Revenue

Other cost of revenue for the subscription business segment includes direct and indirect member service expenses, Territory 
Partner renewal fees, credit card transaction fees and premium tax expenses. Other cost of revenue for the other business 
segment includes the commissions the Company pays to unaffiliated general agents and costs to administer the programs in the 
other business segment.

Technology and Development

Technology and development expenses primarily consist of personnel costs and related expenses for the Company's technology 
staff, which includes information technology development and infrastructure support and third-party services. It also includes 
expenses associated with development of new products and offerings. 

General and Administrative

General and administrative expenses consist primarily of personnel costs and related expenses for the Company’s finance, 
actuarial, human resources, legal, regulatory, and general management functions, as well as facilities and professional services.

New Pet Acquisition Expense

New pet acquisition expense primarily consists of costs, including employee compensation, to educate veterinarians and 
consumers about the benefits of Trupanion, to generate leads and to convert leads into enrolled pets, as well as print, online and 
promotional advertising costs.  

Other Expense (Income), Net

Other income, net, was $7.7 million, $3.1 million, and nil, including interest income of $9.0 million, $3.0 million, and $0.3 
million offset by credit losses of $1.7 million, nil, and nil for the years ended December 31, 2023, 2022, and 2021, respectively. 

70

Advertising

Advertising costs are expensed as incurred, with the exception of television advertisements, which are expensed the first time 
each advertisement is aired. Advertising costs amounted to $16.9 million, $25.5 million and $23.6 million, in the years ended 
December 31, 2023, 2022 and 2021, respectively.

Stock-Based Compensation

Compensation expense related to stock-based transactions, including employee and non-employee stock option awards, 
restricted stock awards, and restricted stock units, is measured and recognized in the financial statements based on fair value. 
The fair value of restricted stock awards and restricted stock units is the common stock price as of the measurement date. The 
fair value of stock options is estimated on the measurement date using the Black-Scholes option-pricing model that requires 
management to apply judgment and make estimates, including: 

•

•

•

•

Expected volatility —The Company estimates the expected volatility based on the historical volatility of a 
representative group of publicly traded companies with similar characteristics to the Company, and its own historical 
volatility;
Expected term for awards granted to employees —The Company has based its expected term for awards issued to 
employees on the simplified method, as permitted by the SEC Staff Accounting Bulletin Topic 14, Share-Based 
Payment;
Risk-free interest rate—The risk-free interest rate is based on the yields of U.S. Treasury securities with maturities 
similar to the expected term of the options; and
Expected dividend yield—The Company has never declared or paid any cash dividends and does not presently plan to 
pay cash dividends in the foreseeable future. Consequently, the Company uses an expected dividend yield of zero.

Stock-based compensation expense for stock options, restricted stock awards, and restricted stock units is recognized on a 
straight-line basis over the requisite service period, which is generally the vesting period of the respective award. The Company 
recognizes forfeitures when they occur. 

Income Taxes

The Company uses the asset and liability approach for accounting and reporting income taxes. Deferred tax assets and liabilities 
are recognized for future tax consequences attributable to differences between the financial statement carrying amounts of 
existing assets and liabilities, and their respective tax bases, operating loss, and tax credit carryforwards. 

Deferred tax assets and liabilities are measured using enacted tax rates expected to apply to taxable income in the years in 
which those temporary differences are expected to be recovered or settled. The effect of a tax rate change is recognized in the 
period that includes the enactment date. Valuation allowances are provided for when it is considered more likely than not that 
deferred tax assets will not be realized.

The Company recognizes the effect of income tax positions only if those positions are more likely than not of being sustained. 
Recognized income tax positions are measured at the largest amount that is greater than a 50% likelihood of being realized. 
Penalties and interest are classified as a component of income taxes.

Foreign Currency Translation

The Company’s consolidated financial statements are reported in U.S. dollars. Assets and liabilities denominated in foreign 
currencies were translated to U.S. dollars, the reporting currency, at the exchange rates in effect on the balance sheet date. 
Revenue and expenses denominated in foreign currencies were translated to U.S. dollars using a weighted average rate for the 
relevant reporting period. Cumulative translation adjustments of $(0.1) million, $(2.8) million, and $1.6 million were recorded 
in accumulated other comprehensive loss (income) as of December 31, 2023, 2022, and 2021, respectively.  

Reclassifications

Certain reclassifications have been made to prior-year amounts to conform to current-year reporting classifications. These 
reclassifications had no impact on net earnings, total assets, total liabilities, or total shareholders' equity.

71

Insurance Operations

Effective January 1, 2015, the Company formed a segregated account in Bermuda as part of Wyndham Insurance Company 
(SAC) Limited (WICL) and entered into a revised fronting and reinsurance arrangement with Omega General Insurance 
Company (Omega) to include its newly formed segregated account. The Company maintains all risk with the business written 
in Canada and consolidates the entity in its financial statements. Dividends are allowed subject to the Segregated Accounts 
Company Act of 2000, which allows for dividends only to the extent that the entity remains solvent and the value of its assets 
remain greater than the aggregate of its liabilities and its issued share capital and share premium accounts.

For the Company’s Canadian business, all plans are written by Omega and the risk is assumed by the Company through a 
fronting and reinsurance agreement. Premiums are recognized and earned pro rata over the terms of the related customer 
contracts. Revenue recognized from the agreement in 2023, 2022, and 2021 was $167.6 million, $135.9 million and $112.0 
million, respectively, and deferred revenue relating to this arrangement at December 31, 2023 and 2022 was $9.5 million and 
$6.4 million, respectively. Reinsurance revenue was 15%, 15%, and 16% of total revenue in 2023, 2022, and 2021, 
respectively. Cash designated for the purpose of paying claims related to this reinsurance agreement was $11.2 million and $7.2 
million at December 31, 2023 and 2022, respectively. In addition, as required by the Office of the Superintendent of Financial 
Institutions regulations related to the Company’s reinsurance agreement with Omega, the Company is required to fund a 
Canadian Trust account with the greater of CAD $2.0 million or 120% of unearned Canadian premium plus 20% of outstanding 
Canadian claims, including all incurred but not reported claims. As of December 31, 2023, the account balance was CAD $15.7 
million and the Company was in compliance with all requirements.

The Company has not transferred any risk to third-party reinsurers.

Concentrations of Credit Risk

Financial instruments, which potentially subject the Company to concentration of credit risk, consist primarily of cash and cash 
equivalents, investments, and debt. The Company manages its risk by investing cash equivalents and investment securities in 
money market instruments and securities of the U.S. government, U.S. government agencies and high-credit-quality issuers of 
debt securities. 

Recent Accounting Pronouncements

In November 2023, the Financial Accounting Standards Board ("FASB") issued Accounting Standards Update ("ASU") 
2023-07 related to improving segment disclosures. This ASU enhances disclosures about significant segment expenses, allows 
for multiple measures of a segment's profit or loss, and requires additional disclosures about the Chief Operating Decision 
Maker. The ASU is effective for annual periods beginning after December 15, 2023, including interim periods within that 
reporting period, with early adoption permitted. As of year-end, the Company is still evaluating the impact on its consolidated 
financial statements. 

In December 2023, the FASB issued ASU 2023-09 which improves and expands upon the income tax disclosures, primarily 
related to the rate reconciliation and income taxes paid information. The ASU is effective for annual periods beginning after 
December 15, 2024, including interim periods within that reporting period, with early adoption permitted. As of year-end, the 
Company is still evaluating the impact on its consolidated financial statements. 

2. Net Loss per Share

Basic net loss per share is computed using the weighted average number of shares of common stock outstanding during the 
period. Diluted net loss per share is calculated using the weighted average number of shares of common stock plus, when 
dilutive, potential shares of common stock outstanding using the treasury-stock method. Potential shares of common stock 
outstanding include stock options, unvested restricted stock awards and restricted stock units.

The following potentially dilutive equity securities were not included in the diluted earnings per share of common stock 
calculation because they would have had an antidilutive effect:

Stock options
Restricted stock awards and restricted stock units

72

As of December 31,

2023

2022

2021

408,970 

714,382 

629,650 

807,205 

1,112,552 

1,087,627 

 
 
 
 
 
 
 
 
3. Business Combinations

PetExpert

On November 16, 2022, the Company acquired 100% of voting equity interest in Royal Blue s.r.o., the parent company of 
PetExpert, a veterinary-centric, managing general agent for pet insurance with operations in the Czech Republic, Slovakia, and 
Belgium for approximately $12.3 million in net cash.  The acquisition provides the Company with a foothold in Europe, 
allowing for expansion within different countries within the region. Additionally, the acquired technology from PetExpert 
focuses on the pet space and, along with the acquired personnel, is intended to enable the Company to improve its back-end 
software to help facilitate growth opportunities. The Company incurred $0.2 million of acquisition-related costs that were 
recorded in general and administrative expenses.

The acquisition is recorded using the purchase method of accounting in accordance with Accounting Standards Codification 
(ASC) 805, Business Combinations, which requires that the assets acquired and liabilities assumed to be recorded at their 
respective fair values at the acquisition date. The excess of the purchase price over the estimated fair values of the net tangible 
and intangible assets acquired is recorded as goodwill. The application of the purchase method of accounting resulted in the 
recognition of intangible assets, the estimated fair values of which involved a discounted cash flow model and certain 
assumptions and estimates, including but not limited to, revenue growth rates and margins, attrition rates, and discount rates. 
These estimates are inherently uncertain and unanticipated events and circumstances may occur which could affect the accuracy 
or validity of estimates used in purchase accounting. The purchase price allocation recorded in a business combination may 
change during the measurement period, which is a period not to exceed one year from the date of acquisition, as additional 
information about conditions existing at the acquisition date becomes available. 

The following table summarizes the estimated fair values of the assets acquired and liabilities assumed at the acquisition date 
(in thousands): 

Current assets, net of cash acquired

Property and equipment and other long-term assets

Amortizable intangible assets

Goodwill

Current liabilities and short-term loan

Deferred tax liability and other liabilities

Total consideration transferred, net of cash acquired

November 16,

2022

295 

27 

5,121 

9,541 

(1,677) 

(1,056) 

12,251 

$ 

$ 

The Company acquired intangible assets which included developed technologies and customer relationships with an estimated 
useful life of 5.0 years. The goodwill recognized is attributable primarily to going concern value such as assembled workforce, 
future technology development, future customers, and expected synergies from incorporating the operations into the Company’s 
portfolio. It has been assigned to the subscription business segment. None of the goodwill associated with this acquisition is 
expected to be deductible for income tax purposes. 

As of the acquisition date, the Company assumed a credit agreement entered into by PetExpert in 2021 that provides for a 
revolving line of credit. This line of credit was due and paid in full in May 2023. 

Smart Paws

On August 31, 2022, the Company completed an acquisition of 100% of the equity of Smart Paws GmbH (Smart Paws), a 
managing general agent for pet insurance with operations in Germany and Switzerland, for approximately $2.8 million in net 
cash. The acquisition of Smart Paws provides the Company with a foothold in Europe, allowing for expansion within different 
countries within the region. The Company incurred $0.1 million of acquisition related costs that were included in general and 
administrative expenses during the year ended December 31, 2022.

The Company acquired a definite-lived intangible asset valued at $1.1 million with an estimated useful life of 5.0 years. 
Goodwill of $2.6 million was recognized as a result of the acquisition and attributable primarily to going concern value such as 
assembled workforce, future customers, and expected synergies from incorporating the operations into the Company’s 
portfolio. None of the goodwill associated with this acquisition is expected to be deductible for income tax purposes. 

The results of PetExpert and Smart Paws operations have been included in the consolidated financial statements since the 
acquisition date, but were immaterial to the Company's consolidated financial statements.

73

 
 
 
 
 
4. Property, Equipment, and Internal-Use Software, Net

Property, equipment, and internal-use software, net consisted of the following (in thousands):

Land and improvements

Building and improvements

Software

Office equipment and other

Construction in progress

Property, equipment and internal-use software, at cost

Less: Accumulated depreciation

Property and equipment, net

December 31,

2023

2022

$ 

15,911  $ 

48,974 

40,097 

6,129 

34,627 

15,911 

48,963 

34,779 

6,814 

21,415 

145,738 

(42,088)   

127,882 

(37,181) 

$ 

103,650  $ 

90,701 

Depreciation expense related to property, equipment, and internal-use software was $6.7 million, $6.1 million and $7.1 million 
for the years ended December 31, 2023, 2022 and 2021, respectively. 

5. Goodwill and Intangible Assets

Goodwill arises from business acquisitions in which the purchase price exceeds the fair value of tangible and intangible assets 
acquired less assumed liabilities. 

The following is a summary of goodwill by reportable segment for the years ended December 31, 2023 and 2022 (in 
thousands):

Subscription Business

Other Business

Total

Balance as of January 1, 2022
Acquisitions
Effects of foreign currency
Balance as of December 31, 2022
Effects of foreign currency
Balance as of December 31, 2023

$ 

$ 

32,709  $ 
12,159 
(2,885)   
41,983 
1,730 
43,713  $ 

—  $ 
— 
— 
— 
— 
—  $ 

32,709 
12,159 
(2,885) 
41,983 
1,730 
43,713 

74

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The following table presents the detail of intangible assets other than goodwill for the periods presented (in thousands):

Gross Carrying 
Value

Accumulated 
Amortization

Net Carrying 
Value

Weighted Average Useful 
Life Remaining as of 
December 31, 2023

December 31, 2023:

Licenses

Leases
Trade name
Developed technologies

Customer relationships

Patents, trademarks, and other

Total Intangibles

December 31, 2022:

Licenses

Leases

Trade name

Developed technologies

Customer relationships

Patents, trademarks, and other

$ 

$ 

$ 

4,773  $ 

—  $ 

848 
1,294 

17,278 

8,379 

2,459 

(848)   
(412)   

(9,023)   

(4,855)   

(1,148)   

4,773 

— 
882 

8,255 

3,524 

1,311 

35,031  $ 

(16,286)  $ 

18,745 

N/A

—
6.8

2.6

2.1

5.0

2.8

4,773  $ 

—  $ 

2,959 

1,228 

16,770 

7,980 

2,768 

(2,866)   

(266)   

(5,164)   

(3,001)   

(1,150)   

4,773 

93 

962 

11,606 

4,979 

1,618 

24,031 

Total Intangibles

$ 

36,478  $ 

(12,447)  $ 

The Company acquired an insurance company in 2007, which originally included licenses in 23 states. These licenses were 
valued at $4.8 million. The Company is currently licensed in all 50 states, the District of Columbia and Puerto Rico. Insurance 
licenses are renewed annually upon payment of various fees assessed by the issuing state. Renewal costs are expensed as 
incurred. Insurance licenses are considered an indefinite-lived intangible asset given the planned renewal of the certificates of 
authority and applicable licenses for the foreseeable future. 

Amortization expense associated with intangible assets was $5.7 million, $4.8 million, and $4.9 million for the years ended 
December 31, 2023, 2022, and 2021, respectively.

As of December 31, 2023, expected amortization expense relating to purchased intangible assets for each of the next five years 
and thereafter is as follows (in thousands):

Year ending December 31:

2024
2025

2026
2027

2028

Thereafter

Total

6. Investments

$ 

$ 

5,345 
4,556 

1,482 
1,311 

164 

443 

13,301 

Available-for sale securities are classified as short-term versus long-term investments based on whether they represent the 
investment of funds available for current operations.  All available-for-sale securities are considered short-term in nature, with 
the exception of certain long-term investments that are being held for statutory requirements. Held-to-maturity securities are 
classified as short-term versus long-term investments based on the effective maturity dates. The amortized cost, gross 
unrealized holding gains and losses, and estimates of fair value of long-term and short-term investments by major security type 
and class of security were as follows as of December 31, 2023 and 2022 (in thousands):

75

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
As of December 31, 2023

Long-term investments:

Available-for-sale investments

Foreign deposits

Held-to-maturity investments

U.S. treasury securities

Short-term investments:

Available-for-sale investments

              U.S. treasury securities

Mortgage-backed securities and collateralized 
mortgage obligations

Other asset-backed securities

Corporate bonds

Held-to-maturity investments

U.S. Treasury securities

              Certificates of deposit

As of December 31, 2022
Long-term investments:

Available-for-sale investments
Foreign deposits

Held-to-maturity investments
U.S. treasury securities

Short-term investments:

Available-for-sale investments

U.S. treasury securities
Mortgage-backed securities and collateralized 
mortgage obligations

Other asset-backed securities

Municipal bond

Corporate bonds

Held-to-maturity investments
U.S. Treasury securities
Certificates of deposit
U.S. government funds

Amortized
Cost

Gross
Unrealized
Holding
Gains

Gross
Unrealized
Holding
Losses

Fair
Value

$ 

$ 

$ 

$ 

11,869  $ 

11,869  $ 

997  $ 

997  $ 

—  $ 

—  $ 

8  $ 

8  $ 

—  $ 

—  $ 

11,869 

11,869 

—  $ 

—  $ 

1,005 

1,005 

$ 

44,425  $ 

326  $ 

(64)  $ 

44,687 

10,460 

12,422 

36,404 

69 

67 

332 

(75) 

(53) 

(123) 

10,454 

12,436 

36,613 

$ 

103,711  $ 

794  $ 

(315)  $ 

104,190 

$ 

$ 

$ 

$ 

$ 

$ 

13,179  $ 

12,298 

25,477  $ 

21  $ 

— 

21  $ 

(15)  $ 

— 

(15)  $ 

13,185 

12,298 

25,483 

Amortized
Cost

Gross
Unrealized
Holding
Gains

Gross
Unrealized
Holding
Losses

Fair
Value

7,683  $ 

7,683  $ 

158  $ 

158  $ 

—  $ 

—  $ 

—  $ 

—  $ 

—  $ 

—  $ 

7,683 

7,683 

(4)  $ 

(4)  $ 

154 

154 

$ 

42,833  $ 

17  $ 

(203)  $ 

42,647 

8,015 

11,286 

1,000 

37,793 

8 

8 

— 

95 

(105) 

(85) 

(6) 

(357) 

7,918 

11,209 

994 

37,531 

$ 

100,927  $ 

128  $ 

(756)  $ 

100,299 

$ 

12,059  $ 

3,254 

41,192 
56,505  $ 

$ 

76

—  $ 

— 

— 
—  $ 

(58)  $ 

12,001 

— 

— 
(58)  $ 

3,254 

41,192 
56,447 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Maturities of investments classified as available-for-sale and held-to-maturity were as follows (in thousands):

Available-for-sale:

Due under one year

Due after one year through five years

Available-for-sale collateralized:

Mortgage-backed securities and collateralized mortgage obligations

Other asset-backed securities

Held-to-maturity:

Due under one year

Due after one year through five years

December 31, 2023

Amortized
Cost

Fair
Value

$ 

$ 

$ 

$ 

$ 

$ 

2,420 

$ 

90,278 

92,698 

$ 

10,460 

$ 

12,422 

22,882 

$ 

25,477 

$ 

997 

26,474 

$ 

2,408 

90,761 

93,169 

10,454 

12,436 

22,890 

25,483 

1,005 

26,488 

The Company does not expect any credit losses from its held-to-maturity investments, considering the composition of the 
investment portfolio and the credit loss history of these investments. For available-for-sale investments, the Company 
determined that there were unrealized losses of $0.3 million and $0.8 million for the years ended December 31, 2023 and 2022, 
respectively. As of December 31, 2023, $18.9 million in available-for-sale investments have been in a loss position for more 
than twelve months, with total unrealized losses of $0.2 million. As of December 31, 2023, $25.9 million available-for-sale 
investments have been in a loss position for less than twelve months, with total unrealized losses of $0.1 million. As of 
December 31, 2022, no available-for-sale investments had been in a loss position for more than twelve months. As of December 
31, 2022, $76.3 million available-for-sale investments had been in a loss position for less than twelve months, with total 
unrealized losses of $0.8 million. These losses relate to interest rate changes. The Company does not expect any credit losses 
from its available-for-sale investments, considering the composition of the investment portfolio and the credit rating of these 
investments. For those securities, the Company determined it is not likely to, and does not intend to, sell prior to a potential 
recovery.

Proceeds from the sales of fixed maturities classified as available-for-sale were $114.7 million and $43.0 million during the 
years ended December 31, 2023 and 2022, respectively. 

7. Other Investments

Preferred Stock Investment 

The Company has invested $7.0 million in the preferred stock of a variable interest entity, Baystride, Inc., a U.S.-based 
privately held corporation operating in the pet food industry. The Company does not have power over the activities that most 
significantly impact the economic performance of the entity and is, therefore, not the primary beneficiary. The Company has the 
option to purchase all of the outstanding common stock issued by the entity in August 2027 at an amount approximating its 
expected fair value. The preferred stock investment in the entity is redeemable, and therefore, is accounted for as an available-
for-sale debt security, and measured at fair value at each balance sheet date — see Note 8.

Additionally, the Company has extended a $7.0 million revolving line of credit to the variable interest entity to fund its 
inventory purchases, which will increase annually by $2.0 million until the note’s maturity in 2027. Borrowing amounts are 
subject to limitations based on Baystride’s forecasted revenues and inventory balances. The Company's investment and amounts 
loaned under the line of credit are recorded in other long-term assets on its consolidated balance sheet. The outstanding loan 
balance under the line of credit, including accrued interest, was $4.0 million and $6.3 million as of December 31, 2023 and 
2022, respectively. The Company has also entered into a series of agreements to provide ancillary services to, and receive 
reimbursement from, the variable interest entity at cost. The Company provided $0.4 million and $0.8 million of these services 
for the years ended December 31, 2023 and 2022, respectively.

77

 
 
 
 
 
 
 
 
Allowance for Credit Loss

The Company regularly evaluates its investments for expected credit losses. The Company considers past events, current 
conditions, and reasonable and supportable forecasts in estimating an allowance for credit losses. Additionally, the Company 
considers the ultimate collection of cash flows from its investments and whether the Company has the intent to sell, or if it is 
more likely than not the Company would be required to sell the security prior to recovery of its amortized cost. Such 
evaluations are revised as conditions change and new information becomes available. Based on these considerations, the 
Company has established an allowance for credit losses related to its investment in the preferred stock of a variable interest 
entity. The following table presents a rollforward of the allowance for credit losses for this investment.

 Balance as of January 1, 2022 

(Addition to) allowance for credit losses 

 Balance as of December 31, 2022 

(Addition to) allowance for credit losses 

 Balance as of December 31, 2023 

Investment in Joint Venture

$ 

$ 

— 

— 

— 

(1,674) 

(1,674) 

In September 2018, the Company acquired a non-controlling equity interest in a joint venture in Australia, whereby it has 
committed to licensing certain intellectual property and contributing up to $2.2 million AUD upon the achievement of specific 
operational milestones over a period of at least four years from the agreement execution date. As of December 31, 2023, the 
Company has contributed $1.3 million AUD. This equity investment is accounted for using the equity method and is classified 
in other long-term assets on the Company's consolidated balance sheet. The Company's share of income and losses from this 
equity method investment is included in gain (loss) from investment in joint venture on its consolidated statement of operations. 
Also included in this line item are income and expenses associated with administrative services provided to the joint venture.

78

 
 
 
8. Fair Value

Fair Value Disclosures 

The following table summarizes, by major security type, the Company's assets that are measured at fair value on a recurring 
basis, and placement within the fair value hierarchy (in thousands):

Assets

Money market funds

Fixed maturities:

Mortgage-backed securities and collateralized 
mortgage obligations

Other asset-backed securities

Corporate bonds

Foreign deposits

U.S. Treasury securities

Preferred stock investment

Total

Assets

Money market funds

Fixed maturities:

Mortgage-backed securities and collateralized 
mortgage obligations
Other asset-backed securities

Corporate bonds

Foreign deposits

Municipal bond

U.S. Treasury securities

Preferred stock investment

Total

As of December 31, 2023

Fair Value

Level 1

Level 2

Level 3

$ 

67,360  $ 

67,360  $ 

—  $ 

— 

10,454 

12,436 

36,613 

11,869 

44,687 

5,326 

— 

— 

— 

11,869 

— 

— 

10,454 

12,436 

36,613 

— 

44,687 

— 

$ 

188,745  $ 

79,229  $ 

104,190  $ 

— 

— 

— 

— 

— 

5,326 

5,326 

As of December 31, 2022

Fair Value

Level 1

Level 2

Level 3

$ 

1,633  $ 

1,633  $ 

—  $ 

7,918 

11,209 

37,531 

7,683 

994 

42,647 

4,115 

— 

— 

— 

7,683 

— 

— 

— 

7,918 

11,209 

37,531 

— 

994 

42,647 

— 

$ 

113,730  $ 

9,316  $ 

100,299  $ 

— 

— 

— 

— 

— 

— 

— 

4,115 

4,115 

The Company measures the fair value of money market funds and foreign deposits, classified as Level 1, based on quoted 
prices in active markets for identical assets. The Company's fixed maturity investments classified as either Level 1 or Level 2 in 
the above tables are priced exclusively by external sources, including pricing vendors, dealers/market makers, and exchange-
quoted prices. The fair value of the Company's fixed maturity investments classified as Level 2 is based on either recent trades 
in inactive markets or quoted market prices of similar instruments and other significant inputs derived from or corroborated by 
observable market data. Held-to-maturity investments are carried at amortized cost and the fair value and changes in unrealized 
gains (losses) are disclosed in Note 6, Investments. The fair value of these investments is determined in the same manner as 
available-for-sale securities and are considered either a Level 1 or Level 2 measurement.

The Company's preferred stock investment (see Note 7) is accounted for as an available-for-sale debt security, and measured at 
fair value at each balance sheet date. The estimated fair value of the preferred stock investment is a Level 3 measurement, and 
is based on certain unobservable inputs such as the value of the underlying enterprise, volatility, time to liquidity, and market 
interest rates. An increase or decrease in any of these unobservable inputs would result in a change in the fair value 
measurement.  The estimated fair value was $5.3 million and $4.1 million as of December 31, 2023 and 2022, respectively, and 
is recorded in other long-term assets on the Company's consolidated balance sheet. 

The Company recognizes transfers between levels of the fair value hierarchy on the date of the event or change in 
circumstances that caused the transfer. There were no transfers between levels for the years ended December 31, 
2023 and 2022.

79

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The following table presents the change in fair value of the Company’s investment carried at fair value and classified as Level 3 
as of December 31, 2023 (in thousands):

Balance as of January 1, 2021

Unrealized gain included in other comprehensive income (loss)

Balance as of December 31, 2021

Unrealized loss included in other comprehensive income (loss)

Balance as of December 31, 2022

Reversal of cumulative unrealized loss included in other comprehensive income (loss)

Credit loss included in earnings

Balance as of December 31, 2023

Preferred Stock Investment

$ 

$ 

$ 

$ 

7,949 

493 

8,442 

(4,327) 

4,115 

2,885 

(1,674) 

5,326 

Fair Value Disclosures - Other Assets and Liabilities

The Company's other long-term assets balance also included notes receivable of $6.8 million and $9.3 million as of 
December 31, 2023 and 2022, respectively, recorded at their estimated collectible amount. The Company estimates that the 
carrying value of the notes receivable approximates the fair value. The estimated fair value represents a Level 3 measurement 
within the fair value hierarchy, and is based on market interest rates and the assessed creditworthiness of the third party. 

The Company estimates the fair value of long-term debt based upon rates currently available to the Company for debt with 
similar terms and remaining maturities. This is a Level 3 measurement. Based upon the terms of the debt, the carrying amount 
of long-term debt approximated fair value at December 31, 2023.

9. Commitments and Contingencies

Legal Proceedings

From time to time the Company is or may become subject to various legal proceedings arising in the ordinary course of 
business, including proceedings against members, other entities or regulatory bodies. Estimated liabilities are recorded when it 
is both probable that a liability has been incurred and the amount of the loss can be reasonably estimated. At this time, the 
Company does not believe any such matters to be material individually or in the aggregate. These views are subject to change 
following the outcome of future events or the results of future developments.

10. Reserve for Veterinary Invoices

The reserve for veterinary invoices is an estimate of the future amount the Company will pay for veterinary invoices that 
haven't been processed or received but that are dated as of, or prior to, its balance sheet date. The reserve also includes the 
Company's estimate of related internal processing costs. The reserve estimate involves actuarial projections, and is based on 
management's assessment of facts and circumstances currently known, and assumptions about anticipated patterns. The 
Company uses generally accepted actuarial methodologies, such as paid loss development methods, in estimating the amount of 
the reserve for veterinary invoices. The reserve is made for each of the Company's segments, subscription and other business, 
and is continually refined as the Company receives and pays veterinary invoices. Changes in management's assumptions and 
estimates may have a relatively large impact to the reserve and associated expense. 

Reserve for veterinary invoices

Summarized below are the changes in the total liability for the Company's subscription business segment (in thousands):

80

 
 
 
 
Subscription
Reserve at beginning of year

Veterinary invoices during the period related to:

Current year

Prior years

Total veterinary invoice expense

Amounts paid during the period related to:

Current year

Prior years

Total paid

Non-cash expenses

Reserve at end of period

Year Ended December 31,

2023

2022

2021

$ 

21,543  $ 

22,407  $ 

19,925 

540,396 

2,800 

543,196 

506,294 

23,001 

529,295 

3,896 

439,679 

(2,799)   

436,880 

357,859 

(1,411) 

356,448 

414,778 

18,739 

433,517 

4,227 

333,182 

16,109 

349,291 

4,675 

22,407 

$ 

31,548  $ 

21,543  $ 

The Company had unfavorable development on veterinary invoice reserves for the subscription business segment of $2.8 
million for the year ended December 31, 2023, favorable development on veterinary invoice reserves of  $2.8 million for the 
year ended December 31, 2022, and favorable development on veterinary invoice reserves of $1.4 million for the year ended 
December 31, 2021, all of which were the result of ongoing analysis of recent payment trends. 

Summarized below are the changes in total liability for the Company's other business segment (in thousands):

Other Business
Reserve at beginning of year

Veterinary invoices during the period related to:

Current year

Prior years

Total veterinary invoice expense

Amounts paid during the period related to:

Current year

Prior years

Total paid

Non-cash expenses

Reserve at end of period

Year Ended December 31,

2023

2022

2021

$ 

22,191  $ 

17,264  $ 

9,004 

287,361 

498 

287,859 

256,616 

21,744 

278,360 
— 

211,729 

1,128 

212,857 

190,031 

17,899 

207,930 
— 

$ 

31,690  $ 

22,191  $ 

129,826 

(212) 

129,614 

112,574 

8,780 

121,354 
— 

17,264 

The Company had unfavorable development on veterinary invoice reserves for the other business segment of $0.5 million for 
the year ended December 31, 2023, unfavorable development on veterinary invoice reserves of $1.1 million for the year ended 
December 31, 2022, and favorable development on veterinary invoice reserves of $0.2 million for the year ended December 31, 
2021, all of which were the result of ongoing analysis of recent payment trends.

Reserve for veterinary invoices, by year of occurrence

In the following tables, the cumulative number of veterinary invoices represents the total number received as of December 31, 
2023, by year the veterinary invoice relates to, referred to as the year of occurrence. If a pet is injured or becomes ill, multiple 
trips to the veterinarian may result in several invoices. Each of these veterinary invoices is included in the cumulative number, 
regardless of whether the veterinary invoice was paid. Information for years 2020 through 2022 is provided as required 
supplementary information. Amounts in these tables are presented on a constant currency basis to remove the impact of changes 
in the foreign currency exchange rate on development. The cumulative expenses as of the end of each year are revalued using 
the currency exchange rate as of December 31, 2023.

81

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The following table summarizes the development of veterinary invoice expense, on a constant currency basis, for the 
Company's subscription business segment by year of occurrence (in thousands, except for cumulative number of veterinary 
invoices data):

Subscription

Year of Occurrence

2020

2021

2022

2023

Cumulative veterinary invoice expenses

Reserve

Cumulative 
number of 
veterinary 
invoices

As of December 31,

As of December 31,

2020

2021

2022

2023

2023

2023

(unaudited)

(unaudited)

(unaudited)

$  279,236  $  278,325  $  277,839  $  278,342  $ 

$  354,083  $  351,797  $  352,320  $ 

— 

— 

  1,205,693 

  1,482,674 

$  438,148  $  439,448  $ 

1,342 

  1,775,110 

$  542,362  $  30,206 

  1,981,465 

$ 1,612,472  $  31,548 

The following table summarizes the development of veterinary invoice expense, on a constant currency basis, for the 
Company's other business segment by year of occurrence (in thousands, except for cumulative number of veterinary invoices 
data):

Other Business

Year of Occurrence

2020

2021

2022

2023

Cumulative veterinary invoice expenses

Reserve

Cumulative 
number of 
veterinary 
invoices

As of December 31,

As of December 31,

2020

2021

2022

2023

2023

2023

(unaudited)

(unaudited)

(unaudited)

$  72,289  $  72,026  $  72,255  $  72,352  $ 

$  129,814  $  130,650  $  130,577  $ 

— 

— 

  536,416 

  906,658 

$  211,724  $  212,163  $ 

945 

  1,289,524 

$  287,365  $  30,745 

  1,414,664 

$  702,457  $  31,690 

Cumulative paid veterinary invoice expense

In the following tables, amounts are by the year the veterinary invoice relates to, referred to as the year of occurrence. Amounts 
in these tables are presented on a constant currency basis to remove the impact of changes in the foreign currency exchange 
rate. The cumulative amounts paid as of the end of each year are revalued using the currency exchange rate as of December 31, 
2023. Information for years 2020 through 2022 is provided as required supplementary information.

The following table summarizes the amounts paid for veterinary invoices, inclusive of related internal processing costs and 
reported on a constant currency basis, for the subscription segment (in thousands):

Subscription

Year of Occurrence

2020

2021

2022

2023

Year Ended December 31,

2020

2021

2022

2023

(unaudited)

(unaudited)

(unaudited)

$ 

261,780  $ 

276,589  $ 

277,839  $ 

278,342 

$ 

334,187  $ 

350,925  $ 

352,320 

$ 

417,419  $ 

438,106 

$ 

512,156 

Total amounts unpaid and recorded as a liability $ 

$  1,580,924 
31,548 

82

The following table summarizes the amounts paid for veterinary invoices, inclusive of related internal processing costs and 
reported on a constant currency basis, for the other business segment (in thousands):

Other Business

Year of Occurrence

2020

2021

2022

2023

11. Debt

Year Ended December 31,

2020

2021

2022

2023

(unaudited)

(unaudited)

(unaudited)

$ 

63,362  $ 

72,013  $ 

72,255  $ 

72,352 

$ 

112,562  $ 

130,157  $ 

130,577 

$ 

190,026  $ 

211,218 

Total amounts unpaid and recorded as a liability $ 

31,690 

$ 

$ 

256,620 

670,767 

On March 25, 2022, the Company entered into a credit agreement with Piper Sandler Finance, LLC, acting as the administrative 
agent, that provides the Company with $150.0 million in credit (the Credit Facility) consisting of: 

(a) an initial term loan in an aggregate principal amount of $60.0 million (Initial Term Loan), which was funded at 

closing;

(b) commitments for delayed draw term loans in an aggregate principal amount not in excess of $75.0 million 
(Delayed Draw Term Loans, and together with the Initial Term Loan, the Term Loans), which may be drawn from time to time 
until September 25, 2023. On December 29, 2022, February 17, 2023, and September 21, 2023, the Company borrowed 
Delayed Draw Term loans of $15.0 million, $35.0 million, and $25.0 million, respectively; and 

(c) commitments for revolving loans in an aggregate principal amount at any time outstanding not in excess of $15.0 

million (Revolving Loans), which may be drawn at any time prior to March 25, 2027. 

The Credit Facility bears interest at a floating base rate plus an applicable margin.  The stated interest rate as of December 31, 
2023 was approximately 10.5% for the original $60.0 million term loan and for the aggregate $75.0 million term loans. The 
Company incurred total debt issuance cost of approximately $5.9 million, which is reported in the consolidated balance sheet as 
a direct reduction from the carrying amount of the Credit Facility, and is amortized as interest expense over the term of five 
years. 

The Credit Facility is secured by substantially all assets of the Company and its subsidiaries. Proceeds from the Credit Facility 
may be used for permitted acquisitions and investments, working capital and other general corporate purposes.  The Credit 
Agreement contains financial and other covenants. As of December 31, 2023, the Company was in compliance with all 
financial and other covenants.

To the extent not previously paid, the Initial Term Loan is due and payable on March 25, 2027, the Delayed Draw Term Loans 
are due and payable on the earlier of the five-year anniversary of their initial funding or March 25, 2028, and Revolving Loans 
are due and payable on March 25, 2027. The Company must repay 0.25% of any then-outstanding Term Loans, together with 
accrued and unpaid interest, on a quarterly basis. 

Future principal payments on outstanding borrowings as of December 31, 2023 are as follows (in thousands):

Year Ending December 31,

December 31, 2023

2024

2025

2026

2027

2028

Thereafter

Total

$ 

1,350 

1,350 

1,350 

72,113 

57,125 

— 

$ 

133,288 

83

 
 
 
 
 
12. Stock-Based Compensation

Stock-based compensation expense includes stock options and restricted stock units granted to employees and other service 
providers and has been reported in the Company’s consolidated statements of operations depending on the function performed 
by the employee or other service provider. Stock-based compensation expense recognized in each category of the consolidated 
statements of operations for the years ended December 31, 2023, 2022 and 2021 was as follows (in thousands):

Veterinary invoice expense

Other cost of revenue

Technology and development

General and administrative

New pet acquisition expense

Total expensed stock-based compensation

Capitalized stock-based compensation

Total stock-based compensation

Year Ended December 31,

2023

2022

2021

$ 

3,667  $ 

4,145  $ 

1,612 

2,846 

17,717 

7,319 

33,161 

2,135 

2,339 

4,742 

12,831 

9,336 

33,393 

1,633 

4,538 

2,610 

3,056 

8,862 

9,160 

28,226 

676 

$ 

35,296  $ 

35,026  $ 

28,902 

As of December 31, 2023, the Company had 714,382 unvested restricted stock units. Stock-based compensation expense of 
$44.6 million related to unvested restricted stock units are expected to be recognized over a weighted average period of 
approximately 2.4 years. 

In March 2023, two executives terminated employment with the Company and one executive signed a separation agreement 
effective June 1, 2023. In conjunction with these departures, the Company accelerated the vesting of certain RSUs as of the 
termination date and extended the purchase date of certain vested options from 90 to 365 days. These award modifications 
resulted in the recognition of $4.8 million share-based compensation expense during the year ended December 31, 2023.

Stock Options

The grant date fair value of stock option awards are estimated on the date of grant using the Black-Scholes option-pricing 
model. The Company did not grant any new stock options during the years ended December 31, 2023, 2022, and 2021.

84

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The following table presents information regarding stock options granted, exercised and forfeited for the periods presented:

Outstanding as of January 1, 2021

Granted

Exercised

Forfeited

Outstanding as of December 31, 2021

Granted

Exercised

Forfeited

Outstanding as of December 31, 2022

Granted

Exercised

Forfeited

Outstanding as of December 31, 2023

Number
of
Options

Weighted Average
Exercise
Price per Share

Aggregate
Intrinsic
Value 
(in thousands)

1,459,290  $ 

9.93  $ 

160,200 

— 

(647,164)   

(4,921)   

807,205 

— 

(174,721)   

(2,834)   

629,650 

— 

(213,848)   

(6,832)   

408,970 

— 

5.59 

13.66 

13.39 

— 

12.82 

18.87 

13.53 

— 

12.47 

12.80 

14.09 

— 

58,200 

— 

95,765 

— 

10,931 

— 

21,410 

— 

3,720 

— 

6,715 

Exercisable at December 31, 2023

408,970  $ 

14.09  $ 

6,715 

As of December 31, 2023, stock options outstanding and stock options exercisable had a weighted average remaining 
contractual life of 2.5 years. 

The fair value of options vested were as follows for the years ended December 31, 2023, 2022, and 2021. The Company didn't 
grant any stock options in these three years. 

Year:

2021

2022

2023

Fair Value of Options Vested 
(in thousands)

$ 

$ 

$ 

313 

— 

— 

85

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Restricted Stock Awards and Restricted Stock Units

A summary of the Company’s restricted stock award and restricted stock unit activity for the years ended December 31, 2023, 
2022 and 2021 is as follows:

Unvested shares as of January 1, 2021

Granted

Vested

Forfeited

Unvested shares as of December 31, 2021

Granted

Vested

Forfeited

Unvested shares as of December 31, 2022

Granted

Vested

Forfeited

Unvested shares as of December 31, 2023

13. Stockholders’ Equity 

Common Stock and Preferred Stock

Number of 
Shares

Weighted Average
Grant Date       

Fair Value per
Share

782,755  $ 

787,730 

(426,725)   

(56,133)   

1,087,627 

623,401 

(516,077)   

(82,399)   

1,112,552 

366,870 

(669,413)   

(95,627)   

714,382  $ 

34.81 

101.32 

40.10 

72.93 

78.94 

84.11 

72.81 

81.91 

84.46 

26.77 

72.52 

79.60 

66.64 

As of December 31, 2023, the Company had 100,000,000 shares of common stock authorized and 41,858,866 shares of 
common stock outstanding. Holders of common stock are entitled to one vote on each matter properly submitted to the 
stockholders of the Company except those related to matters concerning possible outstanding preferred stock. At December 31, 
2023, the Company had 10,000,000 shares of undesignated preferred stock authorized for future issuance and did not have any 
outstanding shares of preferred stock. The holders of common stock are also entitled to receive dividends as and when declared 
by the board of directors of the Company (the Board), whenever funds are legally available. These rights are subordinate to the 
dividend rights of holders of any senior classes of stock outstanding at the time. The Company does not intend to declare or pay 
any cash dividends in the foreseeable future.

Share Repurchase Program

In April 2021, the Board approved a share repurchase program, pursuant to which the Company may, between May 2021 and 
May 2026, repurchase outstanding shares of the Company's common stock.  The Company repurchased no shares during the 
year ended December 31, 2023. The Company repurchased 95,021 shares under this program during the year ended December 
31, 2022.

86

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
14. Accumulated Comprehensive Income (Loss) 

A summary of the components of accumulated other comprehensive income (loss) is as follows (in thousands):

Balance as of January 1, 2021

Other comprehensive income (loss)

Balance as of December 31, 2021

Other comprehensive income (loss)

Balance as of December 31, 2022

Other comprehensive income (loss)

Balance as of December 31, 2023

Foreign Currency 
Translation

Net Unrealized Gain 
(Loss) on Available-for-
Sale Securities

Total

$ 

$ 

$ 

$ 

2,120  $ 

(496)   

1,624  $ 

(4,412)   

(2,788)  $ 

2,712 

(76)  $ 

951  $ 

502 

1,453  $ 

(4,966)   

(3,513)  $ 

3,992 

479  $ 

3,071 

6 

3,077 

(9,378) 

(6,301) 

6,704 

403 

87

 
 
 
 
 
 
15. Segments

The Company has two aggregated reporting segments: subscription business and other business. The subscription business 
segment consists of products that have been created to meet the needs of their distribution channels and have similar target 
margin profiles. This segment generates revenue primarily from subscription fees related to the Company's direct-to-consumer 
products. The other business segment generates revenue primarily by underwriting policies on behalf of third parties. The 
Company does not undertake marketing efforts for these policies and has a business-to-business relationship with these third-
parties. The other business segment also includes other products and insurance software solutions that have a different margin 
profile from the Company’s subscription business segment.

The chief operating decision maker reviews revenue and operating income (loss) to evaluate segment performance. Revenue, 
veterinary invoice expense, other cost of revenue, and new pet acquisition expenses are generally directly attributed to each 
segment. Other operating expenses, such as technology and development expense, general and administrative expense, and 
depreciation and amortization, are generally allocated proportionately based on revenue in each segment. Interest and other 
expenses and income taxes are not allocated to the segments, nor included in the measure of segment profit or loss. The 
Company does not analyze discrete segment balance sheet information related to long-term assets.

Operating income (loss) of the Company’s segments were as follows (in thousands):

Subscription business:

Revenue

Veterinary invoice expense

Other cost of revenue

Technology and development

General and administrative

New pet acquisition expense

Depreciation and amortization

Year Ended December 31,

2023

2022

2021

$ 

712,906  $ 

596,610  $ 

543,196 

436,880 

70,490 

13,765 

36,256 

77,172 

8,021 

60,804 

16,555 

25,964 

88,959 

7,205 

494,862 

356,448 

51,216 

11,942 

22,579 

78,148 

8,494 

Subscription business operating loss

(35,994)   

(39,757)   

(33,965) 

Other business:

Revenue

Veterinary invoice expense

Other cost of revenue

Technology and development

General and administrative

New pet acquisition expense

Depreciation and amortization

Other business operating loss

Gain (loss) from investment in joint venture

Total operating loss

Interest expense

Other expense (income), net

Loss before income taxes

395,699 

287,859 

76,044 

7,638 
23,951 

200 
4,453 

308,569 

212,857 

72,453 

8,578 
13,415 

541 
3,716 

(4,446)   

(219)   

(2,991)   

(253)   

204,129 

129,614 

57,367 

4,924 
9,314 

499 
3,471 

(1,060) 

(171) 

(40,659)   

(43,001)   

(35,196) 

12,077 

4,267 

(7,701)   

(3,072)   

10 

14 

$ 

(45,035)  $ 

(44,196)  $ 

(35,220) 

88

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The following table presents the Company’s revenue by geographic region of the member (in thousands):

United States

Canada and other

Total revenue

Year Ended December 31,

2023

2022

2021

$ 

935,312  $ 

764,349  $ 

173,293 

140,830 

$ 

1,108,605  $ 

905,179  $ 

580,966 

118,025 

698,991 

Substantially all of the Company’s long-lived assets were located in the United States as of December 31, 2023 and 2022.

89

 
 
 
 
 
16. Dividend Restrictions and Statutory Surplus
The Company’s business operations are conducted through subsidiaries, one of which is an insurance company domiciled in 
New York, American Pet Insurance Company (APIC), and one of which is a segregated cell business, Wyndham Segregated 
Account AX, located in Bermuda. In 2022, the Company incorporated a new wholly-owned insurance subsidiary, GPIC 
Insurance Company (GPIC), domiciled in Canada. In 2021, the Company established two new wholly-owned insurance 
subsidiaries in the United States, ZPIC Insurance Company (ZPIC) and QPIC Insurance Company (QPIC), domiciled in 
Missouri and Nebraska, respectively. In addition to general state law restrictions on payments of dividends and other 
distributions to stockholders applicable to all corporations, insurance companies are subject to further regulations that, among 
other things, may require such companies to maintain certain levels of equity and restrict the amount of dividends and other 
distributions that may be paid to their parent corporations.

Applicable regulations generally restrict the ability of the insurance entities to pay dividends to its holding company parent. 
These restrictions are based in part on the prior year’s statutory income and surplus. In the United States, dividends up to 
specified levels are generally considered ordinary and may be paid without prior approval. Dividends, in larger amounts, known 
as extraordinary dividends, are subject to approval by the insurer's domiciliary state regulator. An extraordinary dividend or 
distribution is generally defined as a dividend or distribution that, in the aggregate in any 12-month period, exceeds the lesser of 
(i) 10% of surplus as of the preceding December 31 or (ii) the insurer’s adjusted net investment income for the 12-month period 
immediately preceding the declaration or distribution of the current dividend increased by the excess, if any, of net investment 
income over dividends declared or distributed during the period commencing thirty-six months prior to the declaration or 
distribution of the current dividend and ending twelve months prior thereto, and not including realized capital gains. APIC paid 
dividends of $7.6 million to the Company during the year ended December 31, 2023. None of the Company's U.S. insurance 
subsidiaries paid dividends to the Company during the years ended December 31, 2022 and 2021.

The Company's insurance subsidiary in Bermuda is regulated by the Bermuda Monetary Authority. Under the Bermuda 
Companies Act of 1981, as amended, a Bermuda company may not declare or pay a dividend or make a distribution out of 
contributed surplus if there are reasonable grounds for believing that: (a) the company is, or would be after the payment, unable 
to pay its liabilities as they become due; or (b) the realizable value of the company’s assets would thereby be less than its 
liabilities. The Segregated Accounts Company Act of 2000 further requires that dividends out of a segregated account can only 
be paid to the extent that the cell remains solvent. The value of its assets must remain greater than the aggregate of its liabilities, 
issued share capital, and share premium accounts. Per our contractual agreements with Wyndham Insurance Company (SAC) 
Limited, the allowable dividend is equivalent to the positive undistributed profit attributable to the shares. This insurance 
subsidiary paid the Company a dividend of $7.3 million, $6.9 million, and $5.6 million during the years ended December 31, 
2023, 2022 and 2021, respectfully.

The statutory net income for 2023, 2022 and 2021 and statutory capital and surplus at December 31, 2023, 2022 and 2021, for 
APIC were as follows (in thousands):

Statutory net income
Statutory capital and surplus

As of December 31,

2023

2022

2021

$ 

$ 

40,076  $ 

35,227  $ 

24,409 

199,613  $ 

162,232  $ 

124,189 

As of December 31, 2023, APIC maintained $199.6 million of statutory capital and surplus which was above the required 
amount of $137.6 million of statutory capital and surplus to avoid additional regulatory oversight. 

During the year ended December 31, 2023, the Company funded $3.8 million, $0.2 million, and CAD $8.5 million of statutory 
capital to APIC, ZPIC and GPIC, respectively. During the year ended December 31, 2022, the Company funded $8.0 million 
and $7.8 million of statutory capital to ZPIC and QPIC, respectively. ZPIC, QPIC and GPIC will each be required to maintain a 
level of surplus as determined by their respective domiciliary regulators. As of December 31, 2023, neither ZPIC, QPIC nor 
GPIC has begun underwriting any insurance policies. 

As of December 31, 2023, the Company had $14.6 million on deposit with various states in which it is licensed to write 
policies.

90

 
 
17. Income Taxes

Loss before income taxes was as follows for the years ended December 31, 2023, 2022 and 2021 (in thousands):

United States

Foreign

Year Ended December 31,

2023

2022

2021

$ 

$ 

(41,019)  $ 

(43,794)  $ 

(34,052) 

(4,016)   

(402)   

(1,168) 

(45,035)  $ 

(44,196)  $ 

(35,220) 

The components of income tax expense (benefit) were as follows (in thousands):

Year Ended December 31,

2023

2022

2021

Current:

U.S. federal & state

Foreign

Deferred:

U.S. federal & state

Foreign

$ 

(8)  $ 

82  $ 

464 

456 

7 

(805)   

(798)   

(342)  $ 

814 

896 

11 

(431)   

(420)   

476  $ 

58 

2,066 

2,124 

(15) 

(1,799) 

(1,814) 

310 

Income tax expense (benefit)

$ 

A reconciliation of income tax expense at the statutory federal income tax rate and income taxes as reflected in the financial 
statements is presented below: 

Federal income taxes at statutory rate

U.S. state income taxes

Equity compensation

Change in valuation allowance

Other, net

Credits

Effective income tax rate

Year Ended December 31,    

2023

2022

2021

 21.0 %

 21.0 %

 21.0 %

 7.9 

 (9.2) 

 (19.1) 

 (0.1) 

 0.3 
 0.8 %

 3.5 

 2.5 

 (26.7) 

 (1.7) 

 0.3 
 (1.1) %

 7.5 

 30.4 

 (58.4) 

 (1.7) 

 0.3 
 (0.9) %

91

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The principal components of the Company’s deferred tax assets and liabilities were as follows (in thousands):

Deferred tax assets:

Deferred revenue

Accruals and reserves

Net operating loss carryforwards

Depreciation and amortization

Equity compensation

Credits

Other

Total deferred tax assets

Deferred tax liabilities:

Deferred costs

Intangible assets

Other

Total deferred tax liabilities

Total deferred taxes

Less deferred tax asset valuation allowance

Net deferred tax liability

As of December 31,         

2023

2022

$ 

10,017  $ 

2,190 

71,231 

2,310 

1,875 

1,147 

1,995 

90,765 

(1,549)   

(3,103)   

(3,471)   

(8,123)   

82,642 

(85,245)   

$ 

(2,603)  $ 

8,610 

1,860 

63,772 

1,421 

3,179 

997 

1,661 

81,500 

(1,322) 

(3,603) 

(2,398) 

(7,323) 

74,177 

(77,507) 

(3,330) 

At December 31, 2023, the Company had U.S. federal, U.S. state, and foreign net operating loss carryforwards of $71.2 million 
(tax-effected) and U.S. federal income tax credits of $1.1 million. Use of carryforwards is limited based on the future income of 
the Company. The federal net operating loss carryforwards will begin to expire in 2026. Foreign net operating loss 
carryforwards will begin to expire in 2024. U.S. federal income tax credits will begin to expire in 2036. Pursuant to Sections 
382 and 383 of the Internal Revenue Code, annual use of the Company’s net operating loss carryforwards and credit 
carryforwards may be limited if the Company experiences an ownership change. As of December 31, 2023, the utilization of 
approximately $0.5 million of net operating losses are subject to limitation as a result of prior ownership changes; however, 
subsequent ownership changes may further affect the limitation in future years. 

A valuation allowance is required to reduce the deferred tax assets reported if, based on the weight of available evidence, it is 
more likely than not that some portion or all of the deferred tax assets will not be realized. After consideration of all the 
evidence, both positive and negative, the Company has recorded a full valuation allowance against its U.S. Federal, the majority 
of its U.S. State, and a portion of its foreign deferred tax assets as of December 31, 2023, 2022, and 2021 because the 
Company’s management has determined that it is more likely than not that these assets will not be fully realized. 

For the year ended December 31, 2023, the Company recognized a net increase of $7.7 million in valuation allowance against 
its net deferred tax assets associated with U.S. federal and certain foreign and U.S. state jurisdictions, primarily attributable to 
current year activity.

The Company is open to examination by the U.S. federal tax jurisdiction for the years ended December 31, 2020 through 2023, 
and is also open to examination for 2006 and forward with respect to net operating loss carryforwards generated and carried 
forward from those years in the United States. The Company is subject to taxation in various states and countries, and may be 
subject to audit or examination by the relevant authorities in respect to those particular jurisdictions primarily for 2018 and 
thereafter. 

For the year ended December 31, 2023, the Company intends to invest substantially all of its foreign subsidiary earnings, as 
well as its capital in its foreign subsidiaries, indefinitely outside of the U.S. in those jurisdictions in which it would incur 
significant, additional costs upon repatriation of such amounts. A deferred tax liability related to taxes due upon repatriation to 
the U.S. has not been recorded. 

The Company is booking Global Intangible Low-Taxed Income ("GILTI") on a current basis and is not booking deferred taxes 
related to GILTI. 

92

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The Company accounts for uncertain tax positions based on a two-step process of evaluating recognition and measurement 
criteria. The first step assesses whether the tax position is more likely than not to be sustained upon examination by the taxing 
authority, including resolution of any appeals or litigation, on the basis of the technical merits of the position. If the tax position 
meets the more-likely-than-not criteria, the portion of the tax benefit greater than 50% likely to be realized upon settlement with 
the relevant taxing authority is recognized in the financial statements. No significant changes in uncertain tax positions are 
expected in the next twelve months.

A reconciliation of the beginning and ending amount of gross unrecognized tax benefits is as follows (in thousands):

Balance, beginning of year

Increases (decreases) to tax positions related to prior periods

Increases to tax positions related to the current year

Balance, end of year

Year Ended December 31,

2023

2022

2021

$ 

$ 

151  $ 

(72)   

1 

80  $ 

138  $ 

8 

5 

151  $ 

133 

— 

5 

138 

18. Employee Benefits

The Company has a 401(k) plan for its U.S. employees. The plan allows employees to contribute a percentage of their pretax 
earnings annually, subject to limitations imposed by the Internal Revenue Service. The plan also allows the Company to make a 
matching contribution, subject to certain limitations. As of December 31, 2023, the Company has made no matching 
contributions to the 401(k) plan.

19. Related Parties

In August 2018, the Company invested $0.3 million in a limited liability entity in exchange for a 17.5% ownership interest. The 
investee is considered to be a related party, as the Company has the ability to exercise significant influence over the investee. In 
February 2020, the Company entered into a service agreement with the investee, under which the Company incurred $2.2 
million and $3.5 million of expenses for consulting services provided by the investee related to pet acquisition during the years 
ended December 31, 2023 and 2022, respectively, recorded as new pet acquisition expense on the Company's consolidated 
statement of operations.

93

  
 
 
 
 
 
 
Item 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure 

None.

Item 9A. Controls and Procedures 

Evaluation of Disclosure Controls and Procedures 

Our management, with the participation of our Chief Executive Officer (CEO) and Chief Financial Officer (CFO), has 
evaluated the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) under the 
Exchange Act), as of the end of the period covered by this Annual Report on Form 10-K. Based on such evaluation, our CEO 
and CFO have concluded that as of December 31, 2023, the disclosure controls and procedures were not effective due to 
material weaknesses in internal control over financial reporting, described below. 

Notwithstanding the identified material weaknesses described below, management does not believe that these material 
weaknesses had an adverse effect on our reported operating results or financial condition and management has determined that 
the financial statements and other information included in this report and other periodic filings present fairly in all material 
respects our financial condition, results of operations, and cash flows at and for the periods presented in accordance with U.S. 
GAAP.

Management’s Report on Internal Control over Financial Reporting 

Our management is responsible for establishing and maintaining adequate internal control over financial reporting, as such term 
is defined under Rule 13a-15(f) and 15d-15(f) under the Exchange Act. Our internal control over financial reporting is designed 
to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for 
external purposes in accordance with U.S. GAAP and includes those policies and procedures that: (1) pertain to the 
maintenance of records that in reasonable detail accurately and fairly reflect our transactions and the dispositions of our assets; 
(2) provide reasonable assurance that our transactions are recorded as necessary to permit preparation of financial statements in 
accordance with U.S. GAAP and that our receipts and expenditures are being made only in accordance with authorizations of 
our management and directors; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized 
acquisition, use or disposition of our assets that could have a material effect on our financial statements.

Management has assessed the effectiveness of our internal control over financial reporting as of December 31, 2023, using the 
criteria set forth by the Committee of Sponsoring Organizations of the Treadway Commission (COSO) in Internal Control—
Integrated Framework (2013). As a result of this assessment, management concluded that, as of December 31, 2023, its internal 
control over financial reporting was not effective because management identified material weaknesses in internal control over 
financial reporting. A material weakness is a deficiency, or a combination of deficiencies, in internal control over financial 
reporting, such that there is a reasonable possibility that a material misstatement of our annual or interim financial statements 
will not be prevented or detected on a timely basis.

We noted a material weakness related to the design of information technology general controls (ITGCs) in the areas of user 
access and program change-management over certain information technology (IT) systems related to revenue, veterinary 
invoice expense, accounts receivable, reserve for veterinary invoices and deferred revenue in our subscription business 
segment. We believe that these control deficiencies were a result of: (1) risk-assessment processes that were inadequate to 
identify and assess the scope of IT systems that could impact internal controls over financial reporting; and (2) IT control 
processes lacking sufficient documentation around the affected systems. Process level controls (business and automated) that 
are dependent on the affected IT environments were also deemed ineffective.

We also noted a material weakness related to the processing of transactions performed by an unaffiliated general agent related 
to revenue, veterinary invoice expense, accounts receivable, reserve for veterinary invoices and deferred revenue accounts 
within our other business segment. The Company had not sufficiently evaluated the design of processes and controls over such 
transactions, including ITGCs and process level controls. 

These material weaknesses did not result in any material misstatements to the financial statements in this Form 10-K, and we 
have not identified any changes required to our previously issued financial statements. 

We have completed substantive procedures for the year ended December 31, 2023. Based on these procedures, management 
believes that our consolidated financial statements included in this Form 10-K have been prepared in accordance with U.S. 
GAAP. Our CEO and CFO have certified that, based on their knowledge, the financial statements, and other financial 
information included in this Form 10-K, fairly present in all material respects our financial condition, results of operations and 
cash flows as of, and for, the periods presented in this Form 10-K. Ernst & Young LLP has issued an unqualified opinion on our 
financial statements, which is included in Item 8 of this Form 10-K.

In addition, Ernst & Young LLP has issued a report on our internal control over financial reporting as of December 31, 2023, 
and its report appears below.  

94

Planned Material Weakness Remediation Activities

Management has been, and intends to continue, implementing measures designed to remediate the control deficiencies 
contributing to the material weaknesses described above. The remediation actions for the material weakness related to the 
design of ITGCs in the areas of user access and program change-management over certain information technology include: (1) 
enhancing our IT compliance oversight function and expanding our team members with experience designing and 
implementing ITGCs; (2) developing a training program addressing ITGCs and policies, including educating control owners 
about the principles and requirements of each control, with a focus on those related to user access and change-management over 
IT systems; (3) developing and maintaining documentation underlying ITGCs to promote knowledge transfer upon IT 
personnel and function changes; (4) developing enhanced risk assessment procedures and controls related to changes in IT 
systems; (5) implementing an IT management review and testing plan to monitor ITGCs; and (6) enhanced quarterly reporting 
on the remediation measures to the Audit Committee of our board of directors. With respect to the material weakness related to 
the processing of transactions performed by an unaffiliated general agent, we are developing our remediation plan. 

A material weakness will not be considered remediated, however, until the applicable controls operate for a sufficient period of 
time and management has concluded, through testing, that these controls are operating effectively. Until management has 
concluded that we have remediated the material weaknesses, we intend to continue completing additional substantive 
procedures sufficient for management to believe that our consolidated financial statements have been prepared in accordance 
with U.S. GAAP.   

Changes in Internal Control 

Except for changes relating to the material weaknesses identified above, there have been no changes in our internal control over 
financial reporting identified in management’s evaluation pursuant to Rules 13a-15(f) or 15d-15(f) of the Exchange Act during 
the period covered by this Annual Report on Form 10-K that materially affected, or are reasonably likely to materially affect, 
our internal control over financial reporting. 

Limitations on Effectiveness of Controls and Procedures 

In designing and evaluating the disclosure controls and procedures, management recognizes that any controls and procedures, 
no matter how well designed and operated, can provide only reasonable assurance of achieving the desired control objectives. 
In addition, the design of disclosure controls and procedures must reflect the fact that there are resource constraints and that 
management is required to apply judgment in evaluating the benefits of possible controls and procedures relative to their costs. 

95

Report of Independent Registered Public Accounting Firm

To the Stockholders and the Board of Directors of Trupanion, Inc.

Opinion on Internal Control Over Financial Reporting

We have audited Trupanion, Inc.’s internal control over financial reporting as of December 31, 2023, based on criteria 
established in Internal Control—Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway 
Commission (2013 framework) (the COSO criteria). In our opinion, because of the effect of the material weaknesses described 
below on the achievement of the objectives of the control criteria, Trupanion, Inc. (the Company) has not maintained effective 
internal control over financial reporting as of December 31, 2023, based on the COSO criteria.

A material weakness is a deficiency, or combination of deficiencies, in internal control over financial reporting, such that there 
is a reasonable possibility that a material misstatement of the company's annual or interim financial statements will not be 
prevented or detected on a timely basis. The following material weaknesses have been identified and included in management's 
assessment. Management has identified a material weakness related to the design of information technology general controls 
(ITGCs) in the areas of user access and program change-management over certain information technology (IT) systems and 
related process controls related to revenue, veterinary invoice expense, accounts receivable, reserve for veterinary invoices and 
deferred revenue in the subscription business segment. Management has also identified a material weakness related to 
inadequate design of ITGC and process level controls over the processing of transactions performed by an unaffiliated general 
agent related to revenue, veterinary invoice expense, accounts receivable, reserve for veterinary invoices and deferred revenue 
accounts within the other business segment. 

We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) 
(PCAOB), the consolidated balance sheets of the Company as of December 31, 2023 and 2022, the related consolidated 
statements of operations, comprehensive loss, stockholders’ equity and cash flows for each of the three years in the period 
ended December 31, 2023, and the related notes and financial statement schedule listed in the Index at Item 15(a)(2). These 
material weaknesses were considered in determining the nature, timing and extent of audit tests applied in our audit of the 2023 
consolidated financial statements, and this report does not affect our report dated February 26, 2024, which expressed an 
unqualified opinion thereon.

Basis for Opinion

The Company’s management is responsible for maintaining effective internal control over financial reporting and for its 
assessment of the effectiveness of internal control over financial reporting included in the accompanying Management’s Report 
on Internal Control over Financial Reporting. Our responsibility is to express an opinion on the Company’s internal control 
over financial reporting based on our audit. We are a public accounting firm registered with the PCAOB and are required to be 
independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and 
regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audit in accordance with the standards of the PCAOB. Those standards require that we plan and perform the 
audit to obtain reasonable assurance about whether effective internal control over financial reporting was maintained in all 
material respects. 

Our audit included obtaining an understanding of internal control over financial reporting, assessing the risk that a material 
weakness exists, testing and evaluating the design and operating effectiveness of internal control based on the assessed risk, and 
performing such other procedures as we considered necessary in the circumstances. We believe that our audit provides a 
reasonable basis for our opinion.

Definition and Limitations of Internal Control Over Financial Reporting

A company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the 
reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally 
accepted accounting principles. A company’s internal control over financial reporting includes those policies and procedures 
that (1) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and 
dispositions of the assets of the company; (2) provide reasonable assurance that transactions are recorded as necessary to permit 
preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and 
expenditures of the company are being made only in accordance with authorizations of management and directors of the 

96

company; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or 
disposition of the company’s assets that could have a material effect on the financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, 
projections of any evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate 
because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.

/s/ Ernst & Young LLP

Seattle, Washington

February 26, 2024

Item 9B. Other Information

Rule 10b5-1 Plan

During the three months ended December 31, 2023, no director or officer (as defined in Rule 16a-1(f) of the Exchange Act) of 
the Company adopted or terminated, including by modification, a "Rule 10b5-1 trading arrangement" or a "non-Rule 10b5-1 
trading arrangement," as each term is defined in Item 408(a) of Regulation S-K.

Item 9C. Disclosure Regarding Foreign Jurisdictions that Prevent Inspections

Not applicable.

97

Item 10. Directors, Executive Officers and Corporate Governance 

PART III

Information required by this item is incorporated herein by reference to our Proxy Statement with respect to our 2024 Annual 
Meeting of Stockholders to be filed with the SEC within 120 days of the end of the fiscal year covered by this Annual Report.

Item 11. Executive Compensation 

Information required by this item is incorporated herein by reference to our Proxy Statement with respect to our 2024 Annual 
Meeting of Stockholders to be filed with the SEC within 120 days of the end of the fiscal year covered by this Annual Report.

Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters 

Information required by this item is incorporated herein by reference to our Proxy Statement with respect to our 2024 Annual 
Meeting of Stockholders to be filed with the SEC within 120 days of the end of the fiscal year covered by this Annual Report.

Item 13. Certain Relationships and Related Transactions and Director Independence 

Information required by this item is incorporated herein by reference to our Proxy Statement with respect to our 2024 Annual 
Meeting of Stockholders to be filed with the SEC within 120 days of the end of the fiscal year covered by this Annual Report.

Item 14. Principal Accountant Fees and Services 

Information required by this item is incorporated herein by reference to our Proxy Statement with respect to our 2024 Annual 
Meeting of Stockholders to be filed with the SEC within 120 days after the end of the fiscal year covered by this Annual 
Report.

98

Item 15. Exhibits, Financial Statement Schedules 

(a)(1) Financial Statements 

PART IV

We have filed the financial statements listed in the Index to Financial Statements as a part of this Annual Report on Form 10-K. 

(a)(2) Financial Statement Schedules 

Schedule I Condensed Financial Information of Registrant 

No other financial statement schedules have been provided because the information called for is not required or is shown either 
in the financial statements or notes thereto.

(a)(3) Exhibits

The following exhibits are filed as part of this Annual Report on Form 10-K or are incorporated herein by reference. 

Exhibit Description

Form

File No.

Exhibit

Incorporated by Reference

Filed/
Furnished
Exhibit Filing Date Herewith

Amended and Restated Certificate of 
Incorporation of Trupanion, Inc. 

8-K

001-36537

Amended and Restated Bylaws of Trupanion, 
Inc.

8-K

001-36537

Exhibit

Number

3.1

3.2

4.1

4.2

3.1

3.2

4.1

10.1

10.2

6/12/2023

6/12/2023

6/16/2014

6/16/2014

6/16/2014

S-1

S-1

S-1

333-196814

333-196814

333-196814

S-1

333-196814

10.3

6/16/2014

10.4+

2014 Employee Stock Purchase Plan.

S-1

333-196814

10-K

001-36537

10.4

10.13

6/16/2014

2/24/2015

Description of Capital Stock

Form of Common Stock Certificate.

10.1+

Form of Indemnity Agreement.

10.2+

10.3+

2007 Equity Compensation Plan and forms of 
stock option agreements and exercise notices, 
restricted stock notice agreement and restricted 
stock agreement thereunder.

2014 Equity Incentive Plan and forms of stock 
option award agreement, restricted stock 
agreement and restricted stock unit award 
agreement thereunder.

10.5†

10.6†

10.7†

10.8

10.9

10.10

Agency Agreement between Omega General 
Insurance Company and Trupanion Brokers 
Ontario, Inc., effective January 1, 2015.

Fronting and Administration Agreement 
between Wyndham Insurance Company (SAC) 
Limited and Omega General Insurance 
Company, effective January 1, 2015.

Quota Share Reinsurance Agreement between 
Wyndham Insurance Company (SAC) Limited 
and Omega General Insurance Company, 
effective January 1, 2015.

Quota Share Reinsurance Agreement between 
Wyndham Insurance Company (SAC) Limited 
and Omega General Insurance Company, 
effective July 1, 2020.

Addendum #11 to Quota Share Reinsurance 
Agreement between Wyndham Insurance 
Company (SAC) Limited and Omega General 
Insurance Company, effective January 1, 2024.

Addendum #1 to Fronting And Administration 
Agreement between Omega General Insurance 
Company and Wyndham Insurance Company 
(Sac) Limited, effective January 1, 2024.

10-K

001-36537

10.14

2/24/2015

10-K

001-36537

10.15

2/24/2015

10-K

001-36537

10.23

2/14/2020

X

X

X

10.11+

Compensation Program for Non-Employee 
Directors of Trupanion, Inc, as amended on 
April 21, 2023.

10-Q

001-36537

10.1

8/4/2023

99

10.12+

Form of Consulting Agreement.

10.13+

Form of Separation Agreement.

10.14+

Trupanion, Inc. Severance and Change in 
Control Plan effective July 28, 2023.

8-K

8-K

001-36537

001-36537

10-Q

001-36537

10.1

10.2

10.2

4/4/2023

4/4/2023

8/4/2023

8-K

001-36537

10.1

9/6/2023

8-K

001-36537

10.2

10/29/2020

8-K

001-36537

10.3

10/29/2020

10-Q

001-36537

10.1

4/29/2022

10.15+

10.13

10.14

10.15†

21.1

23.1

24.1

31.1

31.2

32.1*

32.2*

Offer Letter dated as of August 24, 2023, by 
and between the Company and Fawwad 
Qureshi. 

Strategic Alliance Agreement, dated as of 
October 26, 2020 by and between Trupanion, 
Inc. and Aflac Incorporated.

Shareholder Agreement, dated as of October 
26, 2020 by and between Trupanion, Inc. and 
Aflac Incorporated. 

Credit Agreement, dated as of March 25, 2022, 
by and among Trupanion, Inc., Piper Sandler 
Finance, LLC, as administrative agent, and the 
lenders party thereto.

Subsidiaries of the Registrant.

Consent of independent registered public 
accounting firm.

Power of Attorney (reference is made to the 
signature page hereto).

Certification of Principal Executive Officer, 
pursuant to Rule 13a-14(a)/15d-14(a), as 
adopted pursuant to Section 302 of the 
Sarbanes-Oxley Act of 2002.

Certification of Principal Financial Officer, 
pursuant to Rule 13a-14(a)/15d-14(a), as 
adopted pursuant to Section 302 of the 
Sarbanes-Oxley Act of 2002.

Certification of Chief Executive Officer, 
pursuant to 18 U.S.C. Section 1350, as adopted 
pursuant to Section 906 of the Sarbanes-Oxley 
Act of 2002.

Certification of Chief Financial Officer, 
pursuant to 18 U.S.C. Section 1350, as adopted 
pursuant to Section 906 of the Sarbanes-Oxley 
Act of 2002.

97.1

Compensation Clawback Policy

101.INS  XBRL Instance Document - the instance does 
not appear in the Interactive Data File because 
its XBRL tags are embedded within the Inline 
XBRL document.

101.SCH 

Inline XBRL Taxonomy Extension Schema 
With Embedded LinkBase Documents.

104

Cover Page Interactive Data File (formatted in 
Inline XBRL and contained in Exhibit 101)

X

X

X

X

X

X

X

X

X

X

X

+ Indicates a management contract or compensatory plan or arrangement.
† Registrant has omitted portions of the referenced exhibit pursuant to a request for confidential treatment under Rule 24b-2 
promulgated under the Exchange Act. The omitted portions of this exhibit have been filed separately with the SEC.
* This certification is deemed not filed for purpose of section 18 of the Exchange Act or otherwise subject to the liability of 
that section, nor shall it be deemed incorporated by reference into any filing under the Securities Act or the Exchange Act. 

100

Item 16. Form 10-K Summary

None. 

101

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this 
report to be signed on its behalf by the undersigned, thereunto duly authorized, in the city of Seattle, state of Washington, on 
this 26th day of February, 2024.

SIGNATURES 

TRUPANION, INC.

By:

/s/ Darryl Rawlings
Darryl Rawlings 
Chief Executive Officer and Chairperson of the Board

POWER OF ATTORNEY 

KNOW ALL PERSONS BY THESE PRESENTS, that each person whose signature appears below hereby constitutes and 
appoints Darryl Rawlings, Fawwad Qureshi and Chris Kearns, and each of them, as his or her true and lawful attorneys-in-fact, 
proxies and agents, each with full power of substitution, for him or her in any and all capacities, to sign any and all amendments 
to this Annual Report on Form 10-K, and to file the same, with all exhibits thereto and other documents in connection 
therewith, with the Securities and Exchange Commission, granting unto said attorneys-in-fact, proxies and agents full power 
and authority to do and perform each and every act and thing requisite and necessary to be done in connection therewith, as 
fully for all intents and purposes as he or she might or could do in person, hereby ratifying and confirming all that said 
attorneys-in-fact, proxies and agents, or their or his or her substitute or substitutes, may lawfully do or cause to be done by 
virtue hereof. 

Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following 
persons on behalf of the registrant and in the capacities and on the dates indicated. 

102

Date: February 26, 2024

Date: February 26, 2024

Date: February 26, 2024

Date: February 26, 2024

Date: February 26, 2024

Date: February 26, 2024

Date: February 26, 2024

Date: February 26, 2024

Date: February 26, 2024

Date: February 26, 2024

/s/ Darryl Rawlings
Darryl Rawlings
Chief Executive Officer and Chairperson of the Board
(Principal Executive Officer)

/s/ Fawwad Qureshi
Fawwad Qureshi
Chief Financial Officer
(Principal Financial and Accounting Officer)

/s/ Max Broden
Max Broden
Director

/s/ Jacqueline Davidson
Jacqueline Davidson
Director

/s/ Paulette Dodson
Paulette Dodson
Director

/s/ Richard Enthoven
Richard Enthoven
Director

/s/ Dan Levitan
Dan Levitan
Director

/s/ Murray Low
Murray Low
Director

/s/ Betsy McLaughlin
Betsy McLaughlin
Director

/s/ Howard Rubin
Howard Rubin
Director

103

Date: February 26, 2024

/s/ Zay Satchu
Zay Satchu
Director

104

Schedule I - Condensed Financial Information of Registrant

Trupanion, Inc.
Condensed Statements of Operations and Comprehensive Loss
(Parent Company Only, in thousands)

Expenses:

Veterinary invoice expense

Other cost of revenue

Technology and development

General and administrative

New pet acquisition expense

Depreciation and amortization

Total expenses

Loss from investment in joint venture

Operating loss

Interest expense

Other income, net

Loss before equity in undistributed earnings of subsidiaries

Income tax benefit

Equity (loss) in undistributed earnings of subsidiaries

Year Ended December 31,

2023

2022

2021

$ 

253  $ 

4,144  $ 

240 

1,507 

5,345 

806 

494 

8,645 

2,340 

4,930 

16,346 

9,351 

289 

37,400 

4,538 

2,610 

3,130 

11,714 

9,177 

473 

31,642 

(237)   

(192)   

(33) 

(8,882)   

(37,592)   

(31,675) 

11,998 

4,255 

(14,442)   

(8,047)   

(6,438)   

(33,800)   

15,766 

14,544 

(54,021)   

(25,416)   

(2) 

(5,755) 

(25,918) 

12,272 

(21,884) 

(35,530) 

Net loss

$ 

(44,693)  $ 

(44,672)  $ 

Other comprehensive income (loss), net of taxes:

Other comprehensive income (loss) of subsidiaries

Other comprehensive income (loss)

Comprehensive loss

6,704 

6,704 

(9,378)   

(9,378)   

6 

6 

$ 

(37,989)  $ 

(54,050)  $ 

(35,524) 

105

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Trupanion, Inc.
Condensed Balance Sheets
(Parent Company Only)
(In thousands, except share data)

December 31,

2023

2022

$ 

10,994  $ 

16,052 

Assets

Current assets:

Cash and cash equivalents

Accounts and other receivables

Prepaid expenses and other assets

Total current assets

Restricted cash

Property and equipment, net

Intangible assets, net

Other long-term assets

Advances to and investments in subsidiaries

Total assets

Liabilities and stockholders’ equity

Current liabilities:

1 

804 

11,799 

22,963 

3,981 

5,808 

12,540 

377,031 

$ 

434,122  $ 

5,739 

697 

22,488 

19,032 

2,398 

5,710 

13,960 

312,559 

376,147 

484 

750 

1,234 

68,354 

1,100 

162 

70,850 

— 

— 

499,694 

(6,301) 

(171,562) 

(16,534) 

305,297 

376,147 

Accounts payable, accrued liabilities, and other current liabilities

$ 

336  $ 

Long-term debt - current portion

Total current liabilities

Long-term debt

Deferred tax liabilities

Other liabilities

Total liabilities

Stockholders’ equity:

Common stock: $0.00001 par value per share, 100,000,000 shares authorized; 42,887,052 and 
41,858,866 shares issued and outstanding at December 31, 2023; 42,041,344 and 41,013,158 
shares issued and outstanding at December 31, 2022

Preferred stock: $0.00001 par value per share, 10,000,000 shares authorized; no shares issued and 
outstanding

Additional paid-in capital

Accumulated other comprehensive income (loss)

Accumulated deficit
Treasury stock, at cost: 1,028,186 shares at December 31, 2023 and 2022

Total stockholders’ equity

Total liabilities and stockholders’ equity

1,350 

1,686 

127,580 

1,106 

28 

130,400 

— 

— 

536,108 

403 

(216,255) 

(16,534) 

303,722 

$ 

434,122  $ 

106

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Trupanion, Inc.
Condensed Statements of Cash Flows
(Parent Company Only, in thousands)

Year Ended December 31,

2023

2022

2021

$ 

(44,693)  $ 

(44,672)  $ 

(35,530) 

Operating activities

Net loss
Adjustments to reconcile net loss to cash provided by (used in) operating 
activities:

Loss attributable to investments in subsidiaries

Dividends from subsidiaries

Depreciation and amortization

Stock-based compensation expense

Other, net

Changes in operating assets and liabilities

39,184 

14,837 

494 

4,575 

4,200 

6,194 

19,331 

6,942 

289 

33,393 

533 

(166)   

Net cash provided by operating activities

24,791 

15,650 

Investing activities

Cash paid in business acquisition, net of cash acquired

Purchases of property and equipment

Advances to and investments in subsidiaries

Other investments 

Net cash used in investing activities

Financing activities

Proceeds from debt financing, net of financing fees

Repayments of debt financing

Repurchase of common stock

Proceeds from exercise of stock options

Taxes paid related to net share settlement of equity awards

Net cash (used in) provided by financing activities

— 

(172)   

(15,034)   

(516)   

(87,198)   

(71,671)   

1,586 

(1,598)   

(85,784)   

(88,819)   

59,972 

(1,225)   

— 

2,655 

69,138 

(487)   

(5,755)   

2,290 

(1,536)   

(4,359)   

59,866 

60,827 

17,501 

5,567 

473 

28,226 

(161) 

(1,219) 

14,857 

— 

(280) 

(71,721) 

(1,755) 

(73,756) 

— 

— 

— 

3,607 

(4,732) 

(1,125) 

Net change in cash, cash equivalents, and restricted cash

(1,127)   

(12,342)   

(60,024) 

Cash, cash equivalents, and restricted cash at beginning of period

35,084 

47,426 

Cash, cash equivalents, and restricted cash at end of period

$ 

33,957  $ 

35,084  $ 

107,450 

47,426 

1. Organization and Presentation 

The accompanying condensed financial statements present the financial position, results of operations and cash flows for 
Trupanion, Inc. These condensed unconsolidated financial statements should be read in conjunction with the consolidated 
financial statements of Trupanion, Inc. and its subsidiaries and the notes thereto (the Consolidated Financial Statements). 
Investments in subsidiaries are accounted for using the equity method of accounting. Trupanion, Inc. received cash dividends 
from subsidiaries of $14.9 million, $6.9 million and $5.6 million for the years ended December 31, 2023, 2022 and 2021, 
respectively. These cash dividends were recorded within Trupanion, Inc.'s other income and were eliminated within the 
consolidated financial statements of Trupanion, Inc.

The Company has made an immaterial presentation error correction within the Condensed Statements of Cash Flows, 
reclassifying prior years' dividends from subsidiaries from investing to operating activities. Additional information about 
Trupanion, Inc.’s accounting policies pertaining to intangible assets, commitments and contingencies, stock-based 
compensation, stockholders’ equity, and income taxes are set forth in Notes 5, 9, 12, 13, and 17, respectively, to the 
Consolidated Financial Statements. 

107

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Compensation expense related to stock-based transactions, including employee and non-employee stock option awards, 
restricted stock awards, and restricted stock units, is measured and recognized in the financial statements based on fair value. 
Effective January 1, 2023, we entered into an intercompany agreement with a non-insurance subsidiary whereby stock-based 
compensation costs are allocated to this entity. For the year ended December 31, 2023, stock-based compensation expenses of 
$28.3 million were included within equity (loss) in undistributed earnings of subsidiaries within the Condensed Statements of 
Operations and Comprehensive Loss and in advances to and investments in subsidiaries in the Condensed Balance Sheets.  
There was no impact to net income as a result of this intercompany agreement.

108

TRUPANION.COM