Quarterlytics / Consumer Cyclical / Auto - Dealerships / Kingsway Financial Services Inc

Kingsway Financial Services Inc

kfs · NYSE Consumer Cyclical
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Ticker kfs
Exchange NYSE
Sector Consumer Cyclical
Industry Auto - Dealerships
Employees 201-500
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FY2017 Annual Report · Kingsway Financial Services Inc
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UNITED STATES 
SECURITIES AND EXCHANGE COMMISSION
WASHINGTON, D.C. 20549  
 FORM 10-K

ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the fiscal year ended December 31, 2017 
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 001-15204  
Kingsway Financial Services Inc.
(Exact name of registrant as specified in its charter) 

Ontario, Canada
(State or other jurisdiction of
incorporation or organization)

Not Applicable

(I.R.S. Employer Identification No.)

45 St. Clair Avenue West, Suite 400
Toronto, Ontario 
(Address of principal executive offices)

M4V 1K9
(Zip Code)

1-416-848-1171

(Registrant's telephone number, including area code) 

Securities registered pursuant to Section 12(b) of the Act:

Title of Each Class
Common Stock, no par value

Name of Each Exchange on Which Registered
New York Stock Exchange

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

Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. Yes   

     No   

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 and posted on its corporate Web site, if any, every Interactive Data 
File required to be submitted and posted pursuant to Rule 405 of Regulation S-T during the preceding 12 months (or for such shorter period that 
     No   
the registrant was required to submit and post such files).    Yes   

Indicate by check mark if disclosure of delinquent filers pursuant to Item 405 of Regulation S-K (§ 229.405 of this chapter) is not contained 
herein, and will not be contained, to the best of registrant's knowledge, in definitive proxy or information statements incorporated by reference 
in Part III of this Form 10-K or any amendment to this Form 10-K.   

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer or a smaller reporting 
company. See definitions of "large accelerated filer," "accelerated filer," and "smaller reporting company" and "emerging growth company" in 
Rule 12b-2 of the Exchange Act.

Large accelerated filer 

Accelerated filer 

Non-accelerated filer 
(Do not check if a 
smaller reporting 
company)

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 is a shell company (as defined in Rule 12b-2 of the Exchange Act).    Yes   

     No   

 
 
 
 
 
 
As of June 30, 2017, the aggregate market value of the registrant's voting common stock held by non-affiliates of registrant was $85,076,504 
based upon the closing sale price of the common stock as reported by the New York Stock Exchange.  Solely for purposes of this calculation, 
all executive officers and directors of the registrant are considered affiliates.

The number of shares of the Registrant's Common Stock outstanding as of March 16, 2018 was 23,660,855.

DOCUMENTS INCORPORATED BY REFERENCE
Part III of this Form 10-K is incorporated by reference to certain sections of the Proxy Statement for the 2017 Annual Meeting of Shareholders, 
which will be filed with the Securities and Exchange Commission no later than 120 days after the end of our fiscal year ended December 31, 
2017.

 
KINGSWAY FINANCIAL SERVICES INC.

Caution Regarding Forward-Looking Statements

Table Of Contents

PART I

Item 1. Business

Item 1A. Risk Factors

Item 1B. Unresolved Staff Comments

Item 2. Properties

Item 3. Legal Proceedings

Item 4. Mine Safety Disclosures

PART II

Item 5. Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of
Equity Securities

Item 6. Selected Financial Data

Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations

Item 7A. Quantitative and Qualitative Disclosures About Market Risk

Item 8. Financial Statements and Supplementary Data

Item 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure

Item 9A. Controls and Procedures

Item 9B. Other Information

PART III

Item 10. Directors, Executive Officers, and Corporate Governance

Item 11. Executive Compensation

Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder
Matters

Item 13. Certain Relationships and Related Transactions, and Director Independence

Item 14. Principal Accounting Fees and Services

PART IV

Item 15. Exhibits, Financial Statement Schedules

Item 16. Form 10-K Summary

SIGNATURES

EXHIBIT INDEX

3

4

4

16

27

27

27

27

28

28

30

31

54

56

110

110

114

114

114

114

114

114

114

115

115

124

125

126

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KINGSWAY FINANCIAL SERVICES INC.

Caution Regarding Forward-Looking Statements

This 2017 Annual Report on Form 10-K (the "2017 Annual Report"), including the accompanying consolidated financial statements 
of Kingsway Financial Services Inc. ("Kingsway") and its subsidiaries (individually and collectively referred to herein as the 
"Company") and the notes thereto appearing in Item 8 herein (the "Consolidated Financial Statements"), Management's Discussion 
and Analysis of Financial Condition and Results of Operations appearing in Item 7 herein (the "MD&A"), and the other Exhibits 
and Financial Statement Schedules filed as a part hereof or incorporated by reference herein may contain or incorporate by reference 
information that includes or is based on forward-looking statements within the meaning of Section 27A of the Securities Act of 
1933 and Section 21E of the Securities Exchange Act of 1934.

Forward-looking statements relate to future events or future performance and reflect Kingsway management's current beliefs, 
based  on  information  currently  available. The  words  "anticipate,"  "expect,"  "believe,"  "may,"  "should,"  "estimate,"  "project," 
"outlook," "forecast" and variations or similar words and expressions are used to identify such forward looking information, but 
these words are not the exclusive means of identifying forward-looking statements.  Specifically, statements about (i) the Company's 
ability to preserve and use its net operating losses; (ii) the Company's expected liquidity; and (iii) the potential impact of volatile 
investment markets and other economic conditions on the Company's investment portfolio and underwriting results, among others, 
are forward-looking, and the Company may also make forward-looking statements about, among other things:

• 

• 

• 

• 
• 
• 
• 
• 
• 
• 
• 

its results of operations and financial condition (including, among other things, premium volume, premium rates, net and 
operating income, investment income and performance, return on equity, and expected current returns and combined ratios);
changes in facts and circumstances affecting assumptions used in determining the provision for unpaid loss and loss adjustment 
expenses;
the number and severity of insurance claims (including those associated with catastrophe losses) and their impact on the 
adequacy of the provision for unpaid loss and loss adjustment expenses;
the impact of emerging claims issues as well as other insurance and non-insurance litigation;
orders, interpretations or other actions by regulators that impact the reporting, adjustment and payment of claims;
changes in industry trends and significant industry developments;
uncertainties related to regulatory approval of insurance rates, policy forms, license applications and similar matters;
the impact of certain guarantees made by the Company;
the ability to complete current or future acquisitions successfully;
the ability to successfully implement our restructuring activities; and
strategic initiatives.

For a discussion of some of the factors that could cause actual results to differ, see Item 1A,"Risk Factors," and Item 7, "Management's 
Discussion and Analysis of Financial Condition and Results of Operations-Critical Accounting Estimates and Assumptions," in 
this 2017 Annual Report.  

Except as expressly required by applicable securities laws, the Company disclaims any intention or obligation to update or revise 
any forward-looking statements, whether as a result of new information, future events or otherwise, that might arise subsequent 
to the date of this 2017 Annual Report.

3

KINGSWAY FINANCIAL SERVICES INC.

Part I

Item 1. BUSINESS

Kingsway Financial Services Inc. was incorporated under the Business Corporations Act (Ontario) on September 19, 1989.  In 
this report, the terms "Kingsway," the "Company," "we," "us" or "our" mean Kingsway Financial Services Inc. and all entities 
included in our Consolidated Financial Statements.  

The Company's registered office is located at 45 St. Clair Avenue West, Suite 400, Toronto, Ontario, Canada M4V 1K9.  The 
common shares of Kingsway are listed on the Toronto Stock Exchange and the New York Stock Exchange under the trading symbol 
"KFS." 

Kingsway is a Canadian holding company with operating subsidiaries located in the United States.  The Company operates as a 
merchant bank with a focus on long-term value-creation.  The Company owns or controls subsidiaries primarily in the insurance, 
extended warranty, asset management and real estate industries and pursues non-control investments and other opportunities acting 
as  an  advisor,  an  investor  and  a  financier.    Kingsway  conducts  its  business  through  the  following  three  reportable  segments: 
Insurance  Underwriting,  Extended Warranty  (formerly Insurance  Services)  and  Leased  Real  Estate.   Insurance  Underwriting, 
Extended Warranty and Leased Real Estate conduct their business and distribute their products in the United States.  Certain of 
the  business  descriptions  below,  particularly  "Investments,"  "Reinsurance"  and  "Regulatory  Environment,"  are  principally  or 
exclusively related to Insurance Underwriting. 

Financial information about Kingsway's reportable business segments for the years ended December 31, 2017, 2016 and 2015 is 
contained in the following sections of this 2017 Annual Report: (i) Note 24, "Segmented Information," to the Consolidated Financial 
Statements; and (ii) "Results of Continuing Operations" section of MD&A.

REPORTING CURRENCY

The Consolidated Financial Statements have been presented in U.S. dollars because the Company's principal investments and cash 
flows are denominated in U.S. dollars. The Company's functional currency is the U.S. dollar since the substantial majority of its 
operations is conducted in the United States.  Assets and liabilities of subsidiaries with non-U.S. dollar functional currencies are 
translated to U.S. dollars at period-end exchange rates, while revenue and expenses are translated at average monthly rates and 
shareholders' equity is translated at the rates in effect at dates of capital transactions.  Foreign currency translation adjustments are 
included in shareholders' equity under the caption accumulated other comprehensive loss.  Foreign currency gains and losses 
resulting from transactions which are denominated in currencies other than the entity's functional currency are reflected in foreign 
exchange losses, net in the consolidated statements of operations. 

All of the dollar amounts in this 2017 Annual Report are expressed in U.S. dollars, except where otherwise indicated.  References 
to "dollars" or "$" are to U.S. dollars, and any references to "C$" are to Canadian dollars. 

GENERAL DEVELOPMENT OF BUSINESS

Acquisition of Professional Warranty Service Corporation:

On  October  12,  2017,  the  Company  acquired  100%  of  the  outstanding  shares  of  Professional Warranty  Service  Corporation 
("PWSC") for estimated cash consideration of approximately $9.9 million.  The final purchase price is subject to a true-up that 
will be finalized in 2018.  PWSC is included in the Extended Warranty segment.  PWSC is a leading provider of new home warranty 
products and administration services to the largest tier of domestic residential construction firms in the United States.  Further 
information is contained in Note 4, "Acquisitions," to the Consolidated Financial Statements.  

INSURANCE UNDERWRITING SEGMENT

The Company's property and casualty insurance business operations are conducted primarily through the following subsidiaries: 
Mendota  Insurance  Company  ("Mendota"),  Mendakota  Insurance  Company  ("Mendakota"),  Mendakota  Casualty  Company 
("MCC"), Kingsway Amigo Insurance Company ("Amigo") and Kingsway Reinsurance Corporation (collectively, "Insurance 
Underwriting"). 

The insurance subsidiaries in Insurance Underwriting issue insurance policies and retain the risk of operating profit or loss related 
to the ultimate loss and loss adjustment expenses incurred on the underlying policies.  Insurance Underwriting provides non-
standard automobile insurance to individuals who do not meet the criteria for coverage by standard automobile insurers.  Insurance 
Underwriting has policyholders in 12 states; however, new business is accepted in only eight states.  In 2017, production in the 

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KINGSWAY FINANCIAL SERVICES INC.

following states represented 90.1% of Insurance Underwriting's gross premiums written: Florida (28.0%), Texas (16.8%), California 
(13.3%), Nevada (12.1%), Illinois (10.5%) and Colorado (9.4%). 

The Company previously placed Amigo and MCC into voluntary run-off in 2012 and 2011, respectively.  Each of Amigo and MCC 
entered into a comprehensive run-off plan that was approved by its respective state of domicile.  Kingsway continues to manage 
Amigo and MCC in a manner consistent with the run-off plans.  During the first quarter of 2015, MCC sent a letter of intent to 
the Illinois Department of Insurance to resume writing private passenger automobile policies in the state of Illinois.  MCC began 
writing these policies on April 1, 2015.

Insurance Underwriting Products 

Insurance Underwriting primarily markets automobile insurance products which provide coverage in three major areas: liability, 
accident benefits and physical damage.  Liability insurance provides coverage for claims against the Company's insureds legally 
responsible for automobile accidents which have injured third-parties or caused property damage to third-parties.  Accident benefit 
policies or personal injury protection policies provide coverage for loss of income, medical and rehabilitation expenses for insured 
persons who are injured in an automobile accident, regardless of fault.  Physical damage policies cover damages to an insured 
automobile arising from a collision with another object or from other risks such as fire or theft. 

Table 1 and Table 2 summarize Insurance Underwriting's gross premiums written by line of business and by state, respectively, 
for the years ended December 31, 2017, 2016 and 2015.

TABLE 1  Gross premiums written by line of business

For the years ended December 31 (in thousands of dollars, except for percentages)

Private passenger auto liability

Auto physical damage

Total gross premiums written

87,222

39,737

126,959

68.7%

31.3%

90,114

42,575

67.9%

32.1%

78,811

37,592

100.0%

132,689

100.0%

116,403

67.7%

32.3%

100.0%

2017

% of Total

2016

% of Total

2015

% of Total

TABLE 2  Gross premiums written by state 
For the years ended December 31 (in thousands of dollars, except for percentages)

Florida

Texas

California

Nevada

Illinois
Colorado

Other

2017

% of Total

2016

% of Total

2015

% of Total

35,534

21,314

16,923

15,406

13,301
11,982

12,499

28.0%

16.8%

13.3%

12.1%

10.5%
9.4%

9.9%

36,378

23,525

14,429

15,015

17,644
11,122

14,576

27.4%

17.7%

10.9%

11.3%

13.3%
8.4%

11.0%

27,935

18,989

12,046

11,572

18,265
10,027

17,569

24.0%

16.3%

10.3%

9.9%

15.7%
8.6%

15.2%

Total gross premiums written

126,959

100.0%

132,689

100.0%

116,403

100.0%

Non-standard automobile insurance is principally provided to individuals who do not qualify for standard automobile insurance 
coverage because of their payment history, driving record, place of residence, age, vehicle type or other factors.  Such drivers 
typically represent higher than normal risks and pay higher insurance rates for comparable coverage.

Non-standard automobile insurance loss experience is generally driven by higher frequency and lower severity than the standard 
automobile market.  The higher frequency, however, is mitigated to some extent by higher premium rates; the tendency of high-
risk individuals to own low-value automobiles; and generally lower limits of insurance coverage as insureds tend to purchase 
coverage at the minimum prescribed limits.  In the United States, non-standard automobile insurance policies generally have lower 
limits of insurance commensurate with the minimum coverage requirements under the statute of the states in which we write the 
business. These limits of liability are typically not greater than $50,000 per occurrence.

The insuring of non-standard automobile drivers is often transitory.  When their driving records improve, insureds may qualify to 
obtain insurance in the standard market at lower premium rates.  We often cancel policies for non-payment of premium and, 

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KINGSWAY FINANCIAL SERVICES INC.

following a period of lapse in coverage, insureds frequently return to purchase a new policy at a later date.  As a result, our non-
standard automobile insurance policies experience a retention rate that is lower than that experienced for standard market risks.  
This creates an on-going requirement to replace non-renewing policyholders with new policyholders and to react promptly to issue 
cancellation notices for non-payment of premiums to mitigate potential bad debt write-offs.  Most of our insureds pay their premiums 
on a monthly installment basis, and we typically limit our risk related to non-payment of premiums by requiring a deposit for 
future insurance premiums and the prepayment of subsequent installments.

In the United States, automobile insurers are generally required to participate in various involuntary residual market pools and 
assigned risk plans that provide automobile insurance coverage to individuals or other entities that are unable to purchase such 
coverage in the voluntary market.  Participation in these pools in most jurisdictions is in proportion to voluntary writings of selected 
lines of business in those jurisdictions.

Non-standard automobile insurance accounted for 100.0% of Insurance Underwriting's gross premiums written in 2017, 2016 and 
2015.  For the year ended December 31, 2017, gross premiums written for non-standard automobile insurance decreased 4.3% to 
$127.0 million as compared to $132.7 million in 2016. For the year ended December 31, 2016, gross premium written for non-
standard automobile insurance increased 14.0% to $132.7 million as compared to $116.4 million in 2015.  The decrease in gross 
premiums written during 2017 compared to 2016 reflects the Company’s actions throughout 2017 to increase rates, revise payment 
terms and invoke certain market restrictions, all with the intention of improving the profitability of the Company’s business.  The 
increase in gross premiums written during 2016 compared to 2015 reflected a change in the mix of business by state resulting from 
Insurance Underwriting’s strategic shift to emphasize certain states and de-emphasize others while also reflecting the competitive 
market dynamics of each state.  Of particular note, the Company recorded increased premiums written in Florida, Texas and Nevada 
while reducing premiums written in Virginia, a state in which Insurance Underwriting ceased writing new business beginning in 
the third quarter of 2015. 

Marketing and Distribution

Our strategy focuses on developing and maintaining strong relationships with our independent agents.  Insurance Underwriting's 
products and services are marketed through approximately 2,800 independent agencies.  We maintain an "open market" approach 
which enables these agents to place business with us without the obligation of minimum production commitments, providing us 
with a broad, flexible and scalable distribution network.  We continually strive to provide excellent service in the markets in which 
we operate, communicating through a variety of channels as we look for opportunities to increase efficiency and reduce operating 
costs with our agents.  Our independent agents have the ability to bind insurance policies on our behalf, subject to our underwriting 
guidelines.  Our proprietary point-of-sale systems, however, prevent any agent from binding an unacceptable risk.  We do not, 
though, delegate authority to settle or adjust claims, establish underwriting guidelines, develop rates or enter into other transactions 
or commitments through our independent agents. 

Florida and Texas business are originated through affiliated managing general agents, and the Texas business is written through 
an  unaffiliated  Texas  county  mutual  insurance  company.    This  Texas  business  is  then  100%  assumed  through  a  quota-share 
arrangement by one of our insurance subsidiaries. This represents a common way of originating non-standard automobile business 
in the state of Texas due to the greater rating and underwriting flexibility accorded Texas county mutual insurance companies 
under Texas statutes.

No customer or group of affiliated customers accounts for 10% or more of Insurance Underwriting's revenues, and no loss of a 
customer or group of affiliated customers would have a material adverse effect on the Company. 

Competition 

Insurance Underwriting operates in a highly competitive environment.  Our core non-standard automobile offerings are policies 
at the minimum prescribed limits in each state produced entirely through our independent agents.  We compete with large national 
insurance companies and smaller regional insurance companies which produce through independent agents.  We also compete 
with insurance companies which sell policies directly to their customers.

Large national insurance companies and direct underwriters typically operate in standard lines of personal automobile and property 
insurance in addition to non-standard lines and generally bring with them increased name recognition obtained through extensive 
media advertising, loyalty of the customer base to the insurer rather than to an independent agency and, potentially, reduced policy 
acquisition costs and increased customer retention.

From time to time, the non-standard automobile market attracts competition from new entrants.  In many cases, these entrants are 
looking for growth and, as a result, price their insurance below the rates that we believe provide an acceptable return for the related 
risk.  We firmly believe that it is not in our best interest to compete solely on price; consequently, we are willing to experience a 
loss of market share during periods of intense price competition or soft market conditions.  During the last few years, the Company 

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KINGSWAY FINANCIAL SERVICES INC.

carried out a detailed review of its premium adequacy in the territories in which it operates and implemented steps to terminate 
business where premium adequacy was unlikely to be achieved within an acceptable period of time.

In order to stay competitive while striving to generate an economic rate of return, we compete on a number of factors such as 
distribution  strength  and  breadth,  premium  adequacy,  agency  relationships,  ease  of  doing  business  and  market  reputation.    
Ultimately, we believe that our ability to compete successfully in our industry is based, among other things, on our ability to:

• 

• 

• 

• 

• 

• 

identify markets that are most likely to produce an underwriting profit;

operate with a disciplined underwriting approach;

practice prudent claims management;

establish an appropriate provision for unpaid loss and loss adjustment expenses;

strive for cost containment and the economics of shared support functions where deemed appropriate; and

provide our independent agents and brokers with competitive commissions, an ease of doing business and additional value-
added products and services for them and their customers.

Insurance Underwriting generally does not compete on the basis of ratings assigned by insurance rating agencies.  Previously, the 
Company's insurance subsidiaries were assigned ratings by A.M. Best.  In October, 2011 the Company had the A.M. Best ratings 
for all of its insurance subsidiaries withdrawn.  As a result, the Company's insurance subsidiaries are currently unrated. 

Underwriting

Our underwriting philosophy stresses receiving an adequate premium and spread of risks for the business we accept.  We regularly 
monitor premium adequacy by territory, line of business and agency and take actions as necessary.  Actions include, but are not 
limited to, tightening underwriting requirements, filing for rate increases, terminating underperforming programs and agents, non-
renewing policies (where permitted) and other administrative changes.  Typically, we do not reduce our premiums when competitors 
underwrite at premium rates that we believe are below acceptable levels.  Instead, we focus on maintaining our premium per risk 
rather than writing a large number of risks at premiums that we believe would be inadequate and thus unprofitable.  As a result, 
our premium volumes may be negatively impacted during a soft market.

Claims Management

Claims management is the process by which Insurance Underwriting determines the validity and amount of a claim.  We believe 
that claims management is fundamental to our operating results.  With respect to Insurance Underwriting, proper and efficient 
claims management has a direct effect on the operating profit or loss which has been retained related to the ultimate loss and loss 
adjustment expenses incurred on the underlying policies.   

Insurance Underwriting primarily employs its own claims adjusters who are responsible for investigating and settling claims.  Our 
goal is to settle claims fairly for the benefit of our insureds in a manner that is consistent with the insurance policy language and 
our regulatory and legal obligations.

In addition to claims adjusters, our operating subsidiaries also employ appraisers, special investigators and salvage, subrogation 
and other personnel who are responsible for helping us reduce the net cost of claim-handling, particularly with respect to identifying 
instances of fraud.  We also outsource certain of these activities when we believe outsourcing represents a more efficient approach 
to performing these activities.  We aggressively combat fraud and have processes in place to investigate suspicious claim activity.  
We may also engage independent appraisers, private investigators, various experts and legal counsel to assist us in adjusting claims.  
When necessary, we defend litigation against our insureds generally by retaining outside legal counsel. 

EXTENDED WARRANTY SEGMENT

Extended Warranty includes the following subsidiaries of the Company: IWS Acquisition Corporation ("IWS"), Trinity Warranty 
Solutions LLC ("Trinity") and PWSC, (collectively, "Extended Warranty"). 

IWS is a licensed motor vehicle service agreement company and is a provider of after-market vehicle protection services distributed 
by credit unions in 23 states and the District of Columbia to their members.

Trinity sells warranty products and provides maintenance support to consumers and businesses in the heating, ventilation, air 
conditioning ("HVAC"), standby generator, commercial LED lighting and refrigeration industries.  Trinity distributes its warranty 

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KINGSWAY FINANCIAL SERVICES INC.

products  through  original  equipment  manufacturers,  HVAC  distributors  and  commercial  and  residential  contractors.    Trinity 
distributes its maintenance support direct through corporate owners of retail spaces throughout the United States.

PWSC sells new home warranty products and provides administration services to home builders and homeowners across the United 
States.  PWSC distributes its products and services through an in-house sales team and through insurance brokers and insurance 
carriers throughout all states except Alaska and Louisiana.

Effective April 1, 2015, the Company closed on the sale of its wholly owned subsidiary, Assigned Risk Solutions Ltd. ("ARS").  
As a result, ARS has been classified as discontinued operations and the results of their operations are reported separately for all 
periods presented.  Prior to the transaction, ARS was included in the Extended Warranty (formerly Insurance Services) segment.  
As a result of classifying ARS as a discontinued operation, all segmented information has been restated to exclude ARS from the 
Extended  Warranty  segment.    Further  information  is  contained  in  Note  5,  "Deconsolidations,  Discontinued  Operations  and 
Liquidation," to the Consolidated Financial Statements.

Extended Warranty Products

IWS markets and administers vehicle service agreements and related products for new and used automobiles throughout the United 
States.  A vehicle service agreement is an agreement between IWS and the vehicle purchaser under which IWS agrees to replace 
or repair, for a specific term, designated vehicle parts in the event of a mechanical breakdown.  IWS serves as the administrator 
on all contracts it originates.  Vehicle service agreements supplement, or are in lieu of, manufacturers' warranties and provide a 
variety of extended coverage options.  Vehicle service agreements typically range from three months to seven years and/or 3,000 
miles to 100,000 miles.  The cost of the vehicle service agreement is a function of the contract term, coverage limits and type of 
vehicle.

In addition to marketing vehicle service agreements, IWS also brokers a guaranteed asset protection product ("GAP") through its 
distribution channel.  GAP generally covers a consumer's out-of-pocket amount, related to an automobile loan or lease, if the 
vehicle is stolen or damaged beyond repair.  IWS earns a commission when a consumer purchases a GAP certificate but does not 
take on any insurance risk.  

Trinity sells HVAC, standby generator, commercial LED lighting and refrigeration warranty products and provides equipment 
breakdown and maintenance support services to companies across the United States.  As a seller of warranty products, Trinity 
markets and administers product warranty contracts for certain new and used products in the HVAC, standby generator, commercial 
LED lighting and refrigeration industries throughout the United States.  A warranty contract is an agreement between Trinity and 
the purchaser of such HVAC, standby generator, commercial LED lighting and refrigeration equipment to replace or repair, for a 
specific term, designated parts in the event of a mechanical breakdown.  As a provider of equipment breakdown and maintenance 
support services, Trinity acts as a single point of contact to its clients for both certain equipment breakdowns and scheduled 
maintenance of equipment.  Trinity will provide such repair and breakdown services by contracting with certain HVAC providers.

PWSC administers insured warranty programs of liability coverage for home builders issued to buyers of their new homes.  The 
liability coverage is provided to builder entities nationwide by a single, A+ rated insurance carrier.  The warranty document is an 
agreement between the home builder and the purchaser of the home and includes specific tolerances related to covered defects 
and precise definitions of damages.  Each damage category includes materials defect coverage for the first year, major systems 
coverage for the second year, and workmanship and structural coverage for years three through ten.  The warranty enables certain 
damages to be resolved by the home builder without admitting fault or negligence, and offers an efficient method to resolve 
complaints by buyers through mediation and mandatory binding arbitration, when allowed, to avoid costly litigation and resolve 
issues amicably.  

PWSC also administers uninsured home builder backed warranty programs for home builders issued to buyers of their new homes.  
The warranty document, an agreement between the home builder and the purchaser of the home, includes performance standards 
established by the home builder and warrants conditions in the home that in the builder’s opinion may constitute a construction 
defect throughout the warranty period.  Claims are covered for the statute of repose in a specific state or per agreement with the 
general liability insurance carrier.  Constituents' interests are aligned to handle their claims relative to construction defects promptly 
and without attorney intervention.  The warranty enables construction defects to be resolved by the home builder without admitting 
fault or negligence, and offers an efficient method to resolve complaints by buyers through mediation and mandatory binding 
arbitration to avoid costly litigation and resolve issues amicably.  

Marketing and Distribution
IWS markets its products primarily through credit unions.  IWS enters into an exclusive agreement with each credit union whereby 
the credit union receives a stipulated access fee for each vehicle service agreement issued to its members.  The credit unions are 

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KINGSWAY FINANCIAL SERVICES INC.

served by IWS employee representatives located throughout the United States in close geographical proximity to the credit unions 
they serve.  IWS distributes and markets its products in 23 states and the District of Columbia.   

Trinity  directly  markets  and  distributes  its  warranty  products  to  manufacturers,  distributors  and  installers  of  HVAC,  standby 
generator, commercial LED lighting and refrigeration equipment.  As a provider of equipment breakdown and maintenance support, 
Trinity directly markets and distributes its product through its clients, which are primarily companies that directly own and operate 
numerous locations across the United States.

PWSC markets its insured warranty products through a sales force directly to the home builder and its uninsured builder backed 
warranty products through a network of construction general liability insurance carriers and domestic insurance brokers.  Home 
builder prospects are developed through membership in local homebuilder associations, attendance at homebuilder conventions, 
distribution of promotional products and direct mail efforts.  For its uninsured home builder backed product, PWSC dedicates 
senior personnel to working with the construction general liability insurers and domestic insurance brokers to identify and assist 
in developing new opportunities and devotes marketing resources to sell its product.

No customer or group of affiliated customers accounts for 10% or more of Extended Warranty's revenues, and no loss of a customer 
or group of affiliated customers would have a material adverse effect on the Company. 

Competition

IWS focuses exclusively on the automotive finance market with its core vehicle service agreement and related product offerings, 
while much of its competition in the credit union channel has a less targeted product approach.  IWS' typical competitor takes a 
generalist approach to market by providing credit unions with a variety of different product offerings.  They are thus unable to 
deliver specialty expertise on par with IWS and do not give vehicle service agreement products the attention they require for 
healthy profitability and strong risk management.

Trinity operates in an environment with few market competitors. Trinity competes on two important facets: its belief that it provides 
superior customer service relative to its competitors and its ability, through the support of its insurance company partners, to 
provide warranty solutions to a wider range of HVAC, standby generator, commercial LED lighting and refrigeration equipment 
than that of its competitors.

For its insured warranty product, PWSC operates in an environment with several competitors.  PWSC differentiates itself through 
its relationship with and backing by an A+ rated global insurance carrier; its over 20 years' experience in the field of new home 
warranty administration; its dispute resolution services; and best in class customer service.  For its uninsured builder backed 
product, PWSC operates in an environment with very few competitors.  The most significant features differentiating the builder 
backed product from its competition are an express warranty for all construction defects, the only warranty that is fully integrated 
with the general liability policy in its definition and coverage of construction defects, and mutual agreement between the home 
builder and the home buyer that all claims be resolved through mediation or, if necessary, binding arbitration.

Claims Management

Claims management is the process by which Extended Warranty determines the validity and amount of a claim.  We believe that 
claims management is fundamental to our operating results. The individual operating subsidiaries in Extended Warranty primarily 
employ their own claims adjusters who are responsible for investigating and settling claims.  Our goal is to settle claims fairly for 
the benefit of our insureds and the insureds of our insurance company partners in a manner that is consistent with the insurance 
policy language and our regulatory and legal obligations.

IWS  effectively  and  efficiently  manages  claims  by  utilizing  in-house  expertise  and  information  systems.    IWS  employs  an 
experienced claims staff comprised of Automotive Service Excellence certified mechanics, knowledgeable in all aspects of vehicle 
repairs and potential claims.  Additionally, IWS owns its own proprietary database of historical claims data dating back over twenty 
years.  Management analyzes this database to drive real-time pricing adjustments and strategic decision-making.

Trinity claims on warranty products are managed by the insurance companies with which Trinity partners.  Trinity may, at times, 
act as a third-party administrator of such claims; however, at no time does Trinity bear the loss of claims on warranty products.  

Under PWSC’s warranty products, disputes typically arise when there is a difference between what the homeowner expects of the 
builder and what the builder believes are its legitimate warranty service responsibilities.  PWSC employs an experienced claims 
staff who responds to all inquiries from homeowners and from requests by builders.  Any inquiries or complaints received are 
submitted or communicated to the builder.  PWSC will not make any determination as to the validity or resolution of any complaint; 
however, PWSC can and will discuss alternatives or resolutions to disputes with all parties and can mediate or negotiate a fair 
solution to a dispute.  This process ensures that home builders can effectively manage new home construction risk and reduce the 

9

KINGSWAY FINANCIAL SERVICES INC.

potential for substantial legal costs associated with litigation.  PWSC may, at times, act as a third-party administrator for claims 
under the insured warranty product; however, at no time does PWSC bear the loss of claims on warranty products.

LEASED REAL ESTATE SEGMENT

Leased Real Estate includes the Company's subsidiary, CMC Industries, Inc. ("CMC").  CMC owns, through an indirect wholly 
owned subsidiary (the "Property Owner"), a parcel of real property consisting of approximately 192 acres located in the State of 
Texas (the "Real Property"), which is subject to a long-term triple net lease agreement.  The Real Property is also subject to a 
mortgage, which is recorded as note payable in the consolidated balance sheets (the "Mortgage"). 

PRICING AND PRODUCT MANAGEMENT 

Responsibility for pricing and product management rests with the Company's individual operating subsidiaries in each of Insurance 
Underwriting and Extended Warranty.  Typically, teams comprised of pricing actuaries, product managers and business development 
managers work together by territory to develop policy forms and language, rating structures, regulatory filings and new product 
ideas.  Data solutions and claims groups track loss performance on a monthly basis so as to alert the operating subsidiaries to the 
potential need to adjust forms or rates.

UNPAID LOSS AND LOSS ADJUSTMENT EXPENSES

Kingsway records a provision for its unpaid losses that have occurred as of a given evaluation date as well as for its estimated 
liability for loss adjustment expenses.  The provision for unpaid losses includes a provision, commonly referred to as case reserves, 
for losses related to reported claims as well as a provision for losses related to claims incurred but not reported ("IBNR").  The 
provision for loss adjustment expenses represents the cost to investigate and settle claims.

The provision for unpaid loss and loss adjustment expenses does not represent an exact calculation of the liability but instead 
represents management's best estimate at a given accounting date, utilizing actuarial and statistical procedures, of the undiscounted 
estimates of the ultimate net cost of all unpaid loss and loss adjustment expenses.  Management continually reviews its estimates 
and adjusts its provision as new information becomes available.  In establishing the provision for unpaid loss and loss adjustment 
expenses, the Company also takes into account estimated recoveries, reinsurance, salvage and subrogation.

Any adjustments to the provision for unpaid loss and loss adjustment expenses are reflected in the consolidated statements of 
operations in the periods in which they become known, and the adjustments are accounted for as changes in estimates.  Even after 
such adjustments, ultimate liability or recovery may exceed or be less than the revised provisions.  An adjustment that increases 
the provision for unpaid loss and loss adjustment expenses is known as an unfavorable development or a deficiency and will reduce 
net income while an adjustment that decreases the provision is known as a favorable development or a redundancy and will increase 
net income.

Process for Establishing the Provision for Unpaid Loss and Loss Adjustment Expenses

The process for establishing the provision for unpaid loss and loss adjustment expenses reflects the uncertainties and significant 
judgmental factors inherent in predicting future results of both reported and IBNR claims.  As such, the process is inherently 
complex and imprecise and estimates are constantly refined.  The process of establishing the provision for unpaid loss and loss 
adjustment expenses relies on the judgment and opinions of a large number of individuals, including the opinions of the Company's 
actuaries.

Factors  affecting  the  provision  for  unpaid  loss  and  loss  adjustment  expenses  include  the  continually  evolving  and  changing 
regulatory and legal environment, actuarial studies, professional experience and expertise of the Company's claims departments' 
personnel and independent adjusters retained to handle individual claims, the quality of the data used for projection purposes, 
existing claims management practices including claims handling and settlement practices, the effect of inflationary trends on future 
loss settlement costs, court decisions, economic conditions and public attitudes. 

The process for establishing the provision for loss and loss adjustment expenses begins with the collection and analysis of claim 
data.  Data on individual reported claims, both current and historical, including paid amounts and individual claim adjuster estimates, 
are grouped by common characteristics and evaluated by actuaries in their analyses of ultimate claim liabilities by product line. 
Such  data  is  occasionally  supplemented  with  external  data  as  available  and  when  appropriate.   The  process  of  analyzing  the 
provision is undertaken on a regular basis, generally quarterly, in light of continually updated information. 

Multiple estimation methods are available for the analysis of the provision for loss and loss adjustment expenses.  Each estimation 
method has its own set of assumption variables and its own advantages and disadvantages, with no single estimation method being 
better than the others in all situations and no one set of assumption variables being meaningful for all product line components.  

10

KINGSWAY FINANCIAL SERVICES INC.

The relative strengths and weaknesses of the particular estimation methods when applied to a particular group of claims can also 
change over time; therefore, the actual choice of estimation method can change with each evaluation. The estimation methods 
chosen are those that are believed to produce the most reliable indication at that particular evaluation date. 

In most cases, multiple estimation methods will be valid for the evaluation of the provision for loss and loss adjustment expenses.  
This will result in a range of reasonable estimates for the provision.  Reported values found to be closer to the endpoints of a range 
of reasonable estimates are subject to further detailed reviews.  These reviews may substantiate the validity of management's 
recorded provision or lead to a change in the reported provision. 

The exact boundary points of these ranges are more qualitative than quantitative in nature, as no clear line of demarcation exists 
to determine when the set of underlying assumptions for an estimation method switches from being reasonable to unreasonable.  
As a result, the Company does not believe that the endpoints of these ranges are or would be comparable across companies.  In 
addition, potential interactions among the different estimation assumptions for different product lines make the aggregation of 
individual ranges a highly judgmental and inexact process. 

A basic premise in most actuarial analyses is that past patterns demonstrated in the data will repeat themselves in the future, absent 
a material change in the associated risk factors discussed below.  To the extent a material change affecting the ultimate provision 
for loss and loss adjustment expenses is known, such change is quantified to the extent possible through an analysis of internal 
company data and, if available and when appropriate, external data.  Such a measurement is specific to the facts and circumstances 
of the particular claim portfolio and the known change being evaluated.  Significant structural changes to the available data, product 
mix or organization can materially impact the provision for loss and loss adjustment expenses. 

Informed judgment is applied throughout the process.  This includes the application of various individual experiences and expertise 
to multiple sets of data and analyses.  In addition to actuaries, experts involved with the reserving process also include underwriting 
and claims personnel and lawyers, as well as other company management.  As a result, management may have to consider varying 
individual viewpoints when establishing the provision for loss and loss adjustment expenses. 

Variables Influencing the Provision for Unpaid Loss and Loss Adjustment Expenses

The variables discussed above have different impacts on estimation uncertainty for a given product line, depending on the length 
of the claim tail, the reporting lag, the impact of individual claims and the complexity of the claim process for a given product 
line.

Property and casualty insurance policies are either written on a claims-made or occurrence basis.  Claims-made policies generally 
cover, subject to requirements in individual policies, claims reported during the policy period.  Policies that are written on an 
occurrence basis require that the insured demonstrate that a loss occurred in the policy period, even if the insured reports the loss 
in a later policy period.  

Product lines are generally classifiable as either long-tail or short-tail, based on the average length of time between the event 
triggering claims under a policy and the final resolution of those claims.  Short-tail claims are reported and settled quickly, resulting 
in less estimation variability. The longer the time before final claim resolution, the greater the exposure to estimation risks and 
hence the greater the estimation uncertainty. 

A major component of the claim tail is the reporting lag.  The reporting lag, which is the time between the event triggering a claim 
and the reporting of the claim to the insurer, makes estimating IBNR inherently more uncertain.  In addition, the greater the reporting 
lag, the greater the proportion of IBNR to the total provision for the product line.  Writing new products with material reporting 
lags can result in adding several years' worth of IBNR claim exposure before the reporting lag exposure becomes clearly observable, 
thereby increasing the risk associated with pricing and reserving such products.

For some lines, the impact of large individual claims or loss events, such as catastrophes, can be material to the analysis.  These 
lines are generally referred to as being "low frequency/high severity," while lines without this "large claim" sensitivity are referred 
to as "high frequency/low severity."  The provision for low frequency/high severity lines can be sensitive to the impact of a small 
number of potentially large claims or a small number of significant loss events, such as catastrophes.  As a result, the role of 
judgment is much greater for these provisions.  In contrast, for high frequency/low severity lines, the impact of individual claims 
is relatively minor and the range of reasonable provision estimates is narrower and more stable. 

Claim complexity can also greatly affect the estimation process by impacting the number of assumptions needed to produce the 
estimate, the potential stability of the underlying data and claim process, and the ability to gain an understanding of the data. 
Product lines with greater claim complexity have inherently greater estimation uncertainty. 

11

KINGSWAY FINANCIAL SERVICES INC.

Actuaries have to exercise a considerable degree of judgment in the evaluation of all these factors in their analysis of the provision 
for loss and loss adjustment expenses.  The human element in the application of actuarial judgment is unavoidable when faced 
with material uncertainty.  Different actuaries may choose different assumptions when faced with such uncertainty, based on their 
individual backgrounds, professional experiences and areas of focus.  Hence, the estimates selected by the various actuaries may 
differ materially from each other. 

Lastly, significant structural changes to the available data, product mix or organization can also materially impact the process for 
establishing the provision for loss and loss adjustment expenses.

Property and Casualty Insurance

The Company's insurance policies are generally written on an occurrence basis.  Non-standard automobile includes both short and 
long-tail coverages.  The payments that are made quickly typically pertain to auto physical damage and property damage claims.  
The payments that take longer to finalize and are more difficult to estimate relate to bodily injury claims.  Reporting lags are 
relatively short, and the claim settlement process for personal automobile liability generally is the least complex of the liability 
products.  Given that our core non-standard automobile offerings are policies at the minimum prescribed limits in each state, our 
non-standard automobile business is generally viewed as a high frequency, low severity business. 

Examples of common risk factors that could change and, thus, affect the provision for loss and loss adjustment expenses for the 
non-standard automobile product line include, but are not limited to: 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

• 

trends in jury awards;

changes in the underlying court system and its philosophy;

changes in case law;

litigation trends;

frequency of claims with payment capped by policy limits;

change in average severity of accidents, or proportion of severe accidents;

subrogation opportunities;

degree of patient responsiveness to treatment;

changes in claim handling philosophies;

effectiveness of no-fault laws;

frequency of visits to health providers;

number of medical procedures given during visits to health providers;

types of health providers used;

types of medical treatments received;

changes in cost of medical treatments;

changes in policy provisions (e.g., deductibles, policy limits, endorsements, etc.);

changes in underwriting standards; and

changes in the use of credit data for rating and underwriting.

Rollforward of Property and Casualty Unpaid Loss and Loss Adjustment Expenses

Table 3 shows a rollforward of the provision for property and casualty unpaid loss and loss adjustment expenses, net of amounts 
recoverable from reinsurers.  The effect on the Company's net (loss) income during the past three years due to changes in estimates 
of prior year property and casualty unpaid loss and loss adjustment expenses is shown as the "prior years" contribution to incurred 
losses.  The consolidated financial statements are presented on a calendar year basis for all data.  Calendar year results reflect 
payments and re-estimation of the provision that have been recorded in the consolidated financial statements during the applicable 

12

KINGSWAY FINANCIAL SERVICES INC.

reporting period without regard to the periods in which the original losses were incurred.  Calendar year results do not change 
after the end of the applicable reporting period, even as new information develops. 

TABLE 3 Rollforward of property and casualty unpaid loss and loss adjustment expenses
As of December 31 (in thousands of dollars)

Balance at beginning of period, gross

Less reinsurance recoverable related to property and casualty
unpaid loss and loss adjustment expenses

Balance at beginning of period, net

Incurred related to:

      Current year

      Prior years

Paid related to:

      Current year
      Prior years
Balance at end of period, net
Plus reinsurance recoverable related to property and casualty
unpaid loss and loss adjustment expenses
Balance at end of period, gross

INVESTMENTS

2017

53,795

681

53,114

100,097

20,694

(57,983)
(52,444)
63,478

174
63,652

2016

55,471

1,207

54,264

96,289

8,095

(62,978)
(42,556)
53,114

681
53,795

2015

63,895

3,203

60,692

86,439

616

(54,415)
(39,068)
54,264

1,207
55,471

We manage our investments to support the liabilities of our insurance operations, preserve capital, maintain adequate liquidity and 
maximize after-tax investment returns within acceptable risks.  The fixed maturities portfolios are managed by a third party firm 
and are comprised predominantly of high-quality fixed maturities with relatively short durations.  Equity, limited liability and 
other investments are managed by a team of employees and advisors dedicated to the identification of investment opportunities 
that offer asymmetric risk/reward potential with a margin of safety supported by private market values.  The Investment Committee 
of the Board of Directors is responsible for monitoring the performance of our investments and compliance with the Company's 
investment policies and guidelines, which it reviews annually.  We are also subject to the applicable state regulations that prescribe 
the type, quality and concentration of investments that individual insurance companies can make.

For further descriptions of the Company's investments, see our disclosures under the headings "Net Investment Income," "Net 
Realized Gains," "Investments," "Liquidity and Capital Resources" and "Critical Accounting Estimates and Assumptions" in the 
MD&A and Note 6, "Investments," and Note 25, "Fair Value of Financial Instruments," to the Consolidated Financial Statements.

REINSURANCE 

For most of the non-standard automobile business that we write, our exposure is generally limited to the minimum statutory liability 
limits, which are typically not greater than $50,000 per occurrence, depending on the state.  We have from time to time, though, 
entered into different types of reinsurance arrangements as part of the management of our non-standard automobile business.  For 
2016 and 2015, we entered into an excess of loss reinsurance arrangement to reduce our exposure to losses related to certain 
catastrophic events which may occur in any of the states in which we write non-standard automobile business.  Upon the expiration 
in January, 2017 of this excess of loss reinsurance arrangement, we concluded not to renew it. 

Reinsurance ceded does not relieve us of our ultimate liability to our insureds in the event that any reinsurer is unable to meet its 
obligations under its reinsurance contracts.  We therefore enter into reinsurance contracts with only those reinsurers which we 
believe have sufficient financial resources to meet their obligations to us.  Reinsurance treaties generally have terms of one year 
and, as a result, are subject to renegotiation annually.

Because our reinsurance recoverable is generally unsecured, we regularly evaluate the financial condition of our reinsurers and 
monitor the concentrations of credit risk to minimize our exposure to significant losses as a result of the insolvency of a reinsurer.  
We believe that the amounts we have recorded as reinsurance recoverable are appropriately established. Estimating our reinsurance 
recoverable, however, is subject to various uncertainties and the amounts ultimately recoverable may vary from amounts currently 
recorded.  Estimating amounts of reinsurance recoverable is also impacted by the uncertainties involved in the establishment of 

13

 
KINGSWAY FINANCIAL SERVICES INC.

provisions for unpaid loss and loss adjustment expenses.  As our underlying provision develops, the amounts ultimately recoverable 
may vary from amounts currently recorded.

As of December 31, 2017, we had $0.2 million recoverable from third-party reinsurers.  As shown in Table 4 below, at December 31, 
2017, 100.0% of the amounts recoverable from third-party reinsurers were due from reinsurers that were rated "A-" or higher by 
the A.M. Best rating service.  We regularly evaluate our reinsurers and their respective amounts recoverable, and an allowance for 
uncollectible reinsurance is provided, if needed.

TABLE 4 Composition of amounts due from reinsurers by A.M. Best rating
As of December 31, 2017 

A+

A-

Total

REGULATORY ENVIRONMENT

52.7%

47.3%

100.0%

Our insurance subsidiaries are subject to extensive regulation in the states in which they do business.  Such regulation pertains to 
a variety of matters, including, but not limited to, policy forms, premium rate plans, licensing of agents, licenses to transact business, 
trade practices, claims practices, investments, payment of dividends, transactions with affiliates and solvency.  The majority of 
our insurance is written in states requiring prior approval by regulators before proposed rates for property and casualty policies 
may be implemented. 

Our U.S. insurance subsidiaries are subject to the insurance holding company laws in the jurisdictions in which they conduct 
business.  These regulations require that each U.S insurance company in the holding company system register with the insurance 
department of its state of domicile and furnish information concerning the operations of companies in the holding company system 
which may materially affect the operations, management or financial condition of the insurers in the holding company domiciled 
in that state.  We have U.S. insurance subsidiaries that are organized and domiciled under the insurance statutes of Illinois, Minnesota 
and Florida. The insurance laws in each of these states similarly provide that all transactions among members of a holding company 
system be done at arm’s length and be shown to be fair and reasonable to the regulated insurer.  Transactions between insurance 
company  subsidiaries  and  their  parents  and  affiliates  typically  must  be  disclosed  to  the  state  regulators,  and  any  material  or 
extraordinary transaction requires prior approval of the applicable state insurance regulator.  A change of control of a domestic 
insurer or of any controlling person requires the prior approval of the state insurance regulator.  In general, any person who acquires 
10% or more of the outstanding voting securities of the insurer or its parent company is presumed to have acquired control of the 
domestic insurer.  To the best of our knowledge, we are in compliance with the regulations discussed above.

Insurance companies are required to report their financial condition and results of operation in accordance with statutory accounting 
principles  prescribed  or  permitted  by  state  insurance  regulators  in  conjunction  with  the  National Association  of  Insurance 
Commissioners ("NAIC").  State insurance regulators also prescribe the form and content of statutory financial statements, perform 
periodic financial examinations of insurers, set minimum reserve and loss ratio requirements, establish standards for the types and 
amounts of investments and require minimum capital and surplus levels.  Such statutory capital and surplus requirements reflect 
risk-based capital ("RBC") standards promulgated by the NAIC.  These RBC standards are intended to assess the level of risk 
inherent in an insurance company's business and consider items such as asset risk, credit risk, underwriting risk and other business 
risks relevant to its operations.  In accordance with RBC formulas, an insurance company's RBC requirements are calculated and 
compared to its total adjusted capital, as defined by the NAIC, to determine whether regulatory intervention is warranted.  In 
general, insurers reporting surplus as regards policyholders below 200% of the authorized control level, as defined by the NAIC, 
at December 31 are subject to varying levels of regulatory action, including discontinuation of operations.  As of December 31, 
2017, surplus as regards policyholders reported by each of our insurance subsidiaries, with the exception of Mendota, exceeded 
the 200% threshold.  Refer to Note 28, "Regulatory Capital Requirements and Ratios," to the Consolidated Financial Statements 
for further discussion. 

Our  insurance  subsidiaries  are  required  under  the  guaranty  fund  laws  of  most  states  in  which  they  transact  business  to  pay 
assessments up to prescribed limits to fund policyholder losses or liabilities of insolvent insurance companies.  Our insurance 
subsidiaries also are required to participate in various involuntary pools or assigned risk pools.  In most states, the involuntary 
pool participation of our insurance subsidiaries is in proportion to their voluntary writings of related lines of business in such states.

We operate under licenses issued by various state insurance authorities.  These licenses govern, among other things, the types of 
insurance coverage and agency and claim services that we may offer consumers in these states.  Such licenses typically are issued 
only after we file an appropriate application and satisfy prescribed criteria.  We must apply for and obtain the appropriate new 

14

KINGSWAY FINANCIAL SERVICES INC.

licenses before we can implement any plan to expand into a new state or offer a new line of insurance or other new product that 
requires separate licensing.

The insurance laws of most states in which our insurance subsidiaries operate require insurance companies to file insurance rate 
schedules and insurance policy forms for review and approval.  State insurance regulators have broad discretion in judging whether 
our rates are adequate, not excessive and not unfairly discriminatory and whether our policy forms comply with law.  The speed 
at which we can change our rates depends, in part, on the method by which the applicable state's rating laws are administered.  
Generally, state insurance regulators have the authority to disapprove our rates or request changes in our rates.  In addition, certain 
states in which we operate have laws and regulations that limit an automobile insurance company's ability to cancel or not renew 
policies. 

We are subject to state laws and regulations that require diversification of our investment portfolios and that limit the amount of 
investments in certain categories.  Failure to comply with these laws and regulations would cause non-conforming investments to 
be treated as non-admitted assets for purposes of measuring statutory surplus and, in some instances, would require divestiture.

The state insurance departments that have jurisdiction over our insurance company subsidiaries may conduct on-site visits and 
examinations of the insurance companies' affairs, especially as to their financial condition, ability to fulfill their obligations to 
policyholders,  market  conduct,  claims  practices  and  compliance  with  other  laws  and  applicable  regulations.   Typically,  these 
examinations are conducted every three to five years.  In addition, if circumstances dictate, regulators are authorized to conduct 
special or target examinations of insurance companies to address particular concerns or issues.  The results of these examinations 
can give rise to regulatory orders requiring remedial, injunctive or other corrective action on the part of the company that is the 
subject of the examination or the assessment of fines or other penalties against that company.

The  Gramm-Leach-Bliley Act  protects  consumers  from  the  unauthorized  dissemination  of  certain  personal  information.   The 
majority of states have implemented additional regulations to address privacy issues.  These laws and regulations apply to all 
financial institutions, including insurance companies, and require us to maintain appropriate procedures for managing and protecting 
certain personal information of our customers and to fully disclose our privacy practices to our customers.  We may also be exposed 
to future privacy laws and regulations, which could impose additional costs and impact our results of operations or financial 
condition.

In July 2010, the Dodd-Frank Wall Street Reform and Consumer Protection Act (the "DFA") was enacted into law.  Among other 
things, the DFA forms within the Treasury Department a Federal Insurance Office ("FIO") that is charged with monitoring all 
aspects of the insurance industry, gathering data, and conducting a study on methods to modernize and improve the insurance 
regulatory system in the United States.  FIO's report, which was delivered to Congress in 2013, concluded that a hybrid approach 
to regulation, involving a combination of state and federal government action, could improve the U.S. insurance system by attaining 
uniformity, efficiency and consistency, particularly with respect to solvency and market conduct regulation.  A hybrid approach 
was also recommended to address the perceived need for uniform supervision of insurance companies with national and global 
activities.  FIO established the Federal Advisory Committee on Insurance ("FACI") whose mission is to provide recommendations 
to FIO on issues it monitors for Congress.  While the NAIC continues to promote the strengths of the U.S. state-based insurance 
regulatory system, both FIO/FACI and international standard setting authorities such as the International Association of Insurance 
Supervisors are actively seeking a role in shaping the future of the U.S. insurance regulatory framework.

Title V of the DFA instructs the FIO Director to submit an update to the report that FIO submitted to Congress in 2013 describing 
the impact of Part II of the DFA's Nonadmitted and Reinsurance Reform Act of 2010 ("NRRA") on the ability of state regulators 
to access reinsurance information for regulated entities in their jurisdictions.  The update, submitted by FIO in May 2015, concludes 
that Part II of NRRA has not had an adverse impact on the ability of state regulators to access reinsurance information from 
regulated companies.  It is not yet known whether or how these organizations' recommendations might result in changes to the 
current state-based system of insurance industry regulation or ultimately impact Kingsway’s operations.

Vehicle service agreements are regulated in all states in the United States, and IWS is subject to these regulations.  Most states 
utilize the approach of the Uniform Service Contract Act which was adopted by the NAIC in the early 1990's.  Under that scheme, 
states regulate vehicle service contract companies by requiring them annually to file documentation, together with a copy of the 
contract of insurance covering their liability under the service contracts, which complies with the particular state's regulatory 
requirements.  IWS is in compliance with the regulations of each state in which it sells vehicle service agreements.

Certain, but not all, states regulate the sale of HVAC and equipment warranty contracts.  Trinity is licensed as a service contract 
provider in those states where it is required.

The insurance carrier providing the contractual liability coverage for the insured warranty product offered by PWSC is designated 
as a surplus lines carrier in all states.  The offering of surplus lines insurance is regulated in all states.  The insurance carrier has 
designated an agent within PWSC who is a licensed property and casualty broker and a surplus lines broker in all states where 

15

KINGSWAY FINANCIAL SERVICES INC.

such a license is required.  PWSC is in compliance with the regulations of each state in which it offers its insured warranty products.  
In addition, New Jersey, Maryland and the U.S. Department of Housing & Urban Development ("HUD") require PWSC to file its 
warranty plan documents and other company information for periodic review and approval to demonstrate compliance with new 
home warranty plan regulations promulgated by those jurisdictions.  HUD and New Jersey require such a filing every two years.  
Maryland requires a filing every year.  PWSC is in compliance with the filing requirements of each state and HUD.

EMPLOYEES

At December 31, 2017, we employed 316 personnel supporting our continuing operations, of which 309 were full-time employees.   

ACCESS TO REPORTS

Our Annual Report 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 Securities Exchange Act of 1934 are made available free of charge 
through our website at www.kingsway-financial.com as soon as reasonably practicable after such material is electronically filed 
with, or furnished to, the U.S. Securities and Exchange Commission ("SEC").

Item 1A. Risk Factors 

Most issuers, including Kingsway, are exposed to numerous risk factors that could cause actual results to differ materially from 
recent results or anticipated future results.  The risks and uncertainties described below are those specific to the Company that we 
currently believe have the potential to be material, but they may not be the only ones we face.  If any of the following risks, or 
any other risks and uncertainties that we have not yet identified or that we currently consider not to be material, actually occur or 
become material risks, our business, prospects, financial condition, results of operations and cash flows could be materially and 
adversely affected.  Investors are advised to consider these factors along with the other information included in this 2017 Annual 
Report and to consult any further disclosures Kingsway makes on related subjects in its filings with the SEC.

FINANCIAL RISK

Kingsway  is  a  holding  company,  and  its  operating  insurance  subsidiaries  are  subject  to  dividend  restrictions  and  are 
required to maintain minimum capital and surplus levels, which could limit our operations and have a material adverse 
effect on our financial condition.

Kingsway is a holding company with assets consisting primarily of the capital stock of its subsidiaries.  Our operations are and 
will continue to be limited by the earnings of our subsidiaries and their ability to pay dividends to us.  The payment of dividends 
by our operating insurance subsidiaries is subject to various statutory and regulatory restrictions imposed by the insurance laws 
of the domiciliary jurisdiction, including Barbados, of each such subsidiary.  As a result of operating losses recorded in recent 
years, at this time none of our U.S. insurance subsidiaries is able to declare and pay a dividend to the holding company without 
prior regulatory approval.  The Company expects these restrictions to continue.  In the case of other subsidiaries not currently 
subject to these restrictions, these subsidiaries may be limited in their ability to make dividend payments or advance funds to 
Kingsway in the future because of the need to support their own capital levels.  The inability of our subsidiaries to pay dividends 
to us could have a material adverse effect on our financial condition.

See the "Liquidity and Capital Resources" section of MD&A for a detailed description of the liquidity requirements of the holding 
company and the regulatory capital requirements of the operating insurance subsidiaries.  No assurances can be given that the 
operating insurance subsidiaries will be able to maintain compliance with these regulatory capital requirements. 

We have substantial outstanding recourse debt, which could adversely affect our ability to obtain financing in the future, 
react to changes in our business and satisfy our obligations. 

As of December 31, 2017, we had $90.5 million principal value of outstanding recourse subordinated debt, in the form of trust 
preferred debt instruments, with redemption dates beginning in December, 2032.  Because of our substantial outstanding recourse 
debt:

• 
• 

• 

our ability to engage in acquisitions without raising additional equity or obtaining additional debt financing could be limited;  
our ability to obtain additional financing for working capital, capital expenditures, acquisitions, debt service requirements or 
general corporate purposes and our ability to satisfy our obligations with respect to our debt may be impaired in the future; 
a large portion of our cash flow must be dedicated to the payment of interest on our debt, thereby reducing the funds available 
to us for other purposes; 

16

KINGSWAY FINANCIAL SERVICES INC.

•  we are exposed to the risk of increased interest rates because our outstanding subordinated debt, representing $90.5 million 
of principal value, bears interest directly related to the London interbank offered interest rate for three-month U.S. dollar 
deposits ("LIBOR"); 
it may be more difficult for us to satisfy our obligations to our creditors, resulting in possible defaults on, and acceleration 
of, such debt; 

• 

•  we may be more vulnerable to general adverse economic and industry conditions; 
•  we may be at a competitive disadvantage compared to our competitors with proportionately less debt or with comparable debt 

on more favorable terms and, as a result, they may be better positioned to withstand economic downturns; 
our ability to refinance debt may be limited or the associated costs may increase; 
• 
• 
our flexibility to adjust to changing market conditions and ability to withstand competitive pressures could be limited; and 
•  we may be prevented from carrying out capital spending that is, among other things, necessary or important to our growth 

strategy and efforts to improve the operating results of our businesses.

Increases in interest rates would increase the cost of servicing our subordinated debt and could adversely affect our results 
of operation. 

Our outstanding recourse debt of $90.5 million principal value bears interest directly related to LIBOR.  As a result, increases in 
LIBOR would increase the cost of servicing our debt and could adversely affect our results of operations.  As of December 31, 
2017, each one hundred basis point increase in LIBOR would result in an approximately $0.9 million increase in our annual interest 
expense.

Our operations are restricted by the terms of our debt indentures, which could limit our ability to plan for or react to 
market conditions or meet our capital needs.

Our debt indentures contain numerous covenants that may limit our ability, among other things, to make particular types of restricted 
payments and pay dividends or redeem capital stock.  The covenants under our debt agreements could limit our ability to plan for 
or react to market conditions or to meet our capital needs.  No assurances can be given that we will be able to maintain compliance 
with these covenants.

If we are not able to comply with the covenants and other requirements contained in the debt indentures, an event of default under 
the relevant debt instrument could occur.  If an event of default does occur, it could trigger a default under our other debt instruments, 
and the holders of the defaulted debt instrument could declare amounts outstanding with respect to such debt to become immediately 
due and payable.  Upon such an event, our assets and cash flow may not be sufficient to fully repay borrowings under our outstanding 
debt instruments.  In addition, such a repayment under an event of default could adversely affect our liquidity and force us to sell 
assets to repay borrowings.

The  Investment  Committee  of  the  Board  of  Directors  closely  monitors  the  debt  and  capital  position  and,  from  time  to  time, 
recommends capital initiatives based upon the circumstances of the Company. 

The Real Property is leased pursuant to a long-term triple net lease and the failure of the tenant to satisfy its obligations 
under the lease may adversely affect the condition of the Real Property or the results of the Leased Real Estate segment.

Because the Real Property is leased pursuant to a long-term triple net lease, we depend on the tenant to pay all insurance, taxes, 
utilities, common area maintenance charges, maintenance and repair expenses and to indemnify, defend and hold us harmless from 
and against various claims, litigation and liabilities arising in connection with its business, including any environmental liabilities.  
There can be no assurance that the tenant will have sufficient assets, income and access to financing to enable it to satisfy its 
payment obligations to us under the lease.  The inability or unwillingness of the tenant to meet its rent obligations to CMC or to 
satisfy its other obligations, including indemnification obligations, could materially adversely affect the business, financial position 
or results of operations of our Leased Real Estate segment.  Furthermore, the inability or unwillingness of the tenant to satisfy its 
other obligations under the lease, such as the payment of insurance, taxes and utilities, could materially and adversely affect the 
condition of the Real Property.

Our triple net lease agreement requires that the tenant maintain comprehensive liability and hazard insurance.  However, there are 
certain types of losses (including losses arising from environmental conditions or of a catastrophic nature, such as earthquakes, 
hurricanes and floods) that may be uninsurable or not economically insurable.  Insurance coverage may not be sufficient to pay 
the  full  current  market  value  or  current  replacement  cost  of  a  loss.   Inflation,  changes  in  building  codes  and  ordinances, 
environmental considerations, and other factors also might make it infeasible to use insurance proceeds to replace the property 
after such property has been damaged or destroyed.  In addition, if we experience a loss that is uninsured or that exceeds policy 
coverage limits, we could lose the capital invested in the property as well as the anticipated future cash flows from the property.

17

KINGSWAY FINANCIAL SERVICES INC.

We may not be able to realize our investment objectives, which could significantly reduce our earnings and liquidity.

We depend on our investments, particularly our fixed maturities, for a substantial portion of our liquidity.  As of December 31, 
2017, our investments included $53.2 million of fixed maturities, at fair value.  General economic conditions can adversely affect 
the markets for interest rate-sensitive instruments, including the extent and timing of investor participation in such markets, the 
level and volatility of interest rates and, consequently, the fair value of fixed maturities.  In addition, changing economic conditions 
can result in increased defaults by the issuers of investments that we own.  Interest rates are highly sensitive to many factors, 
including monetary policies, domestic and international economic and political conditions and other factors beyond our control.  
Given the low interest rate environment that exists for fixed maturities, a significant increase in investment yields or an impairment 
of investments that we own could have a material adverse effect on our business, results of operations and financial condition by 
reducing the fair value of the investments we own, particularly if we were forced to liquidate investments at a loss.  The low 
interest rate environment for fixed maturities that has existed for years also exposes us to reinvestment risk as these investments 
mature because the funds may be reinvested at rates lower than those of the maturing investments.

As of December 31, 2017, our investments also included $25.2 million of limited liability investments and a $10.3 million limited 
liability investment, at fair value.  These investments are less liquid than fixed maturities.  We generally make these investments 
with long-term time horizons in mind.  General economic conditions, stock market conditions and many other factors can adversely 
affect the fair value of the investments we own.  If circumstances necessitated us disposing of our limited liability investments 
prematurely in order to generate liquidity for operating purposes, we would be exposed to realizing less than their carrying value.

Our ability to achieve our investment objectives is affected by general economic conditions that are beyond our control and our 
own liquidity needs for operating purposes.  We may not be able to realize our investment objectives, which could adversely  affect 
our results of operations, financial condition and available cash resources.  

A difficult economy generally may materially adversely affect our business, results of operations and financial condition.

An adverse change in market conditions leading to instability in the global credit markets presents additional risks and uncertainties 
for our business.  In particular, deterioration in the public debt markets could lead to investment losses and an erosion of capital 
in our insurance company subsidiaries as a result of a reduction in the fair value of investments. 

Depending on market conditions going forward, we could incur substantial realized and unrealized losses in future periods, which 
could have an adverse impact on our results of operations and financial condition.  We could also experience a reduction in capital 
in our insurance subsidiaries below levels required by the regulators in the jurisdictions in which they operate.  Certain trust 
accounts and letters of credit for the benefit of related companies and third-parties have been established with collateral on deposit 
under the terms and conditions of the relevant trust and/or letter of credit agreements.  The value of collateral could fall below the 
levels required under these agreements putting the subsidiary or subsidiaries in breach of the agreements.

Market volatility may also make it more difficult to value certain of our investments if trading becomes less frequent.  Disruptions, 
uncertainty and volatility in the global credit markets may also impact our ability to obtain financing for future acquisitions.  If 
financing is available, it may only be available at an unattractive cost of capital, which would decrease our profitability.  There 
can be no assurance that market conditions will not deteriorate in the near future. 

Financial disruption or a prolonged economic downturn may materially and adversely affect our business.  

Worldwide financial markets have recently experienced periods of extraordinary disruption and volatility, resulting in heightened 
credit risk, reduced valuation of investments and decreased economic activity.  Moreover, many companies have experienced 
reduced liquidity and uncertainty as to their ability to raise capital during such periods of market disruption and volatility.  In the 
event that these conditions recur or result in a prolonged economic downturn, our results of operations, financial position and/or 
liquidity could be materially and adversely affected.  These market conditions may affect the Company's ability to access debt 
and equity capital markets.  In addition, as a result of recent financial events, we may face increased regulation.  Many of the other 
risk factors discussed in this Risk Factors section identify risks that result from, or are exacerbated by, financial economic downturn.  
These include risks related to our investments portfolio, the competitive environment, adequacy of unpaid loss and loss adjustment 
expenses and regulatory developments.

We provided indemnity and hold harmless agreements to a third party, which could materially adversely affect our business, 
results of operations and financial condition.

We provided indemnity and hold harmless agreements to a third-party for certain customs bonds reinsured by Lincoln General 
Insurance Company ("Lincoln General") during a period of the time Lincoln General was a subsidiary of ours.  These agreements 
may require us to compensate the third-party if Lincoln General is unable to fulfill its obligations relating to the customs bonds.  
Our potential exposure under these agreements is not determinable, and no assurances can be given that we will not be required 

18

KINGSWAY FINANCIAL SERVICES INC.

to perform under these agreements in a manner that has a material adverse effect on our business, results of operations and financial 
condition. 

We have generated net operating loss carryforwards for U.S. income tax purposes, but our ability to use these net operating 
losses may be limited by our inability to generate future taxable income.

Our U.S. businesses have generated consolidated net operating loss carryforwards ("U.S. NOLs") for U.S. federal income tax 
purposes of approximately $882.4 million as of December 31, 2017.  These U.S. NOLs can be available to reduce income taxes 
that might otherwise be incurred on future U.S. taxable income.  The utilization of these U.S. NOLs would have a positive effect 
on our cash flow.  Our operations, however, remain challenged, and there can be no assurance that we will generate the taxable 
income in the future necessary to utilize these U.S. NOLs and realize the positive cash flow benefit.  Also, our U.S. NOLs have 
expiration dates.  There can be no assurance that, if and when we generate taxable income in the future from operations or the sale 
of assets or businesses, we will generate such taxable income before our U.S. NOLs expire.

We have generated U.S. NOLs, but our ability to preserve and use these U.S. NOLs may be limited or impaired by future 
ownership changes.

Our ability to utilize the U.S. NOLs after an "ownership change" is subject to the rules of Section 382 of the U.S. Internal Revenue 
Code of 1986, as amended ("Section 382").  An ownership change occurs if, among other things, the shareholders (or specified 
groups of shareholders) who own or have owned, directly or indirectly, five (5%) percent or more of the value of our shares or 
are otherwise treated as five (5%) percent shareholders under Section 382 and the regulations promulgated thereunder increase 
their aggregate percentage ownership of the value of our shares by more than 50 percentage points over the lowest percentage of 
the value of the shares owned by these shareholders over a three-year rolling period.  An ownership change could also be triggered 
by other activities, including the sale of our shares that are owned by our five (5%) shareholders.  In the event of an ownership 
change, Section 382 would impose an annual limitation on the amount of taxable income we may offset with U.S. NOLs.  This 
annual limitation is generally equal to the product of the value of our shares on the date of the ownership change multiplied by 
the long-term tax-exempt rate in effect on the date of the ownership change.  The long-term tax-exempt rate is published monthly 
by the Internal Revenue Service.  Any unused Section 382 annual limitation may be carried over to later years until the applicable 
expiration date for the respective U.S. NOLs.  In the event an ownership change as defined under Section 382 were to occur, our 
ability to utilize our U.S. NOLs would become substantially limited.  The consequence of this limitation would be the potential 
loss of a significant future cash flow benefit because we would no longer be able to substantially offset future taxable income with 
U.S. NOLs.  There can be no assurance that such ownership change will not occur in the future.

Expiration of our tax benefit preservation plan may increase the probability that we will experience an ownership change 
as defined under Section 382.

In order to reduce the likelihood that we would experience an ownership change without the approval of our Board of Directors, 
our shareholders ratified and approved the tax benefit preservation plan agreement (the "Plan"), dated as of September 28, 2010, 
between the Company and Computershare Investor Services Inc., as rights agent, for the sole purpose of protecting the U.S. NOLs.  
The Plan expired on September 28, 2013.  There can be no assurance that our Board of Directors will recommend to our shareholders 
that a similar tax benefit preservation plan be approved to replace the expired Plan; furthermore, there can be no assurance that 
our shareholders would approve any new tax benefit preservation plan were our Board of Directors to present one for shareholder 
approval.  The expiration of the Plan, without a new tax benefit preservation plan, exposes us to certain changes in share ownership 
that we would not be able to prevent as we would have been able to prevent under the Plan.  Such changes in share ownership 
could trigger an ownership change as defined under Section 382 resulting in restrictions on the use of NOLs in future periods, as 
discussed above.

We will only be able to utilize our U.S. NOLs against the future taxable income generated by companies we acquire if we 
are able to include the acquired companies in our U.S. consolidated tax return group.

We have in the past acquired companies and expect to do so in the future.  Our ability to include acquired companies in our U.S.  
consolidated tax return group is subject to the rules of Section 1504 of the U.S. Internal Revenue Code of 1986, as amended.  If 
it were ever determined that an acquired company did not qualify to be included in our U.S. consolidated tax return group, such 
acquired company would be required to file a U.S. tax return separate and apart from our U.S. consolidated tax return group.  In 
that instance, the acquired company would be required to pay U.S. income tax on its taxable income despite the existence of our 
U.S. NOLs, which would be a use of cash at the acquired company; furthermore, were the income tax obligation of the acquired 
company in such instance to be greater than its available cash, we could be obligated to contribute cash to our subsidiary to meet 
its income tax obligation.  There can be no assurance that an acquired company will generate taxable income and, if an acquired 
company does generate taxable income, there can be no assurance that the acquired company will be allowed to be included in 
our U.S. consolidated tax return group.

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KINGSWAY FINANCIAL SERVICES INC.

Our being registered as a Canadian domestic company subjects us to being taxed in Canada on foreign accrual property 
income that cannot be offset by our U.S. NOLs.

Canadian domestic companies are subject to taxation on certain non-Canadian sourced income called foreign accrual property 
income ("FAPI").  FAPI is traditionally comprised of passive income (i.e. interest, dividends, rents, capital gains and income 
generated from triple net leases).  As a result, our investment portfolio, triple net lease and merchant banking activities are generally 
deemed to be sources of FAPI.  Active trades or businesses are generally not considered sources of FAPI; however, pursuant to 
current Canadian tax law, our U.S. property-casualty insurance companies may be considered sources of FAPI.  Our FAPI is subject 
to taxation in Canada regardless of whether we separately utilize our U.S. NOLs to offset that same income for U.S. income tax 
purposes.  As a result, we could be required to pay Canadian income tax on FAPI despite the existence of our U.S. NOLs.  We are 
currently in a position to offset some amount of FAPI using available Canadian NOLs and foreign accrual property losses ("FAPLs") 
that have been generated based upon our prior year loss activity.  In the event that we do not have sufficient Canadian NOLs and 
FAPLs to offset future FAPI, however, we would be required to pay Canadian income tax, which would have a negative effect on 
our cash flow.  There can be no assurance that our available Canadian NOLs and FAPLs will offset our future FAPI.  In order for 
us to avoid paying Canadian income tax on future FAPI, we would have to redomesticate to a non-Canadian jurisdiction.

COMPLIANCE RISK 

If we fail to comply with applicable insurance and securities laws or regulatory requirements, our business, results of 
operations and financial condition could be adversely affected.

As a publicly traded holding company listed on the Toronto and New York Stock Exchanges and that owns several property and 
casualty insurance subsidiaries, we are subject to numerous laws and regulations.  These laws and regulations delegate regulatory, 
supervisory and administrative powers to federal, provincial or state regulators. 

Insurance regulations are generally designed to protect policyholders rather than shareholders and are related to matters including:

rate-setting;
risk-based capital and solvency standards;
restrictions on the amount, type, nature, quality and quantity of investments;
the maintenance of adequate provisions for unearned premiums and unpaid loss and loss adjustment expenses;
restrictions on the types of terms that can be included in insurance policies;
standards for accounting;

• 
• 
• 
• 
• 
• 
•  marketing practices;
• 
• 

claims-settlement practices;
the  examination  of  insurance  companies  by  regulatory  authorities,  including  periodic  financial  and  market  conduct 
examinations;
the licensing of insurers and their agents;
limitations on dividends and transactions with affiliates;
approval of certain reinsurance transactions; and
insolvency proceedings.

• 
• 
• 
• 

In light of losses incurred in recent years, Kingsway and its regulated subsidiaries have been subject to intense review and supervision 
by insurance regulators.  Our regulated insurance businesses are also subject to periodic financial, market conduct and other types 
of examinations initiated by the insurance regulators in the states in which our insurance subsidiaries are domiciled or in which 
we conduct our insurance business.  These insurance regulators have broad discretion during the course of these examinations to 
assert their authority and take significant steps intended, in their sole discretion, to protect the policyholders of the insurance 
companies we own.  These steps have included:

• 
• 
• 
• 
• 

requesting additional capital contributions from Kingsway to its insurance subsidiaries;
requiring certain actions be taken with respect to the investment portfolios of the insurance companies;
requiring certain analyses be undertaken and plans be developed for submission to the insurance regulators;
prohibiting certain actions of the insurance companies without the approval of the insurance regulators; and
requiring more frequent reporting, including with respect to capital and liquidity positions.

These and other actions have made it challenging for the Company to continue to maintain focus on the operation and development 
of its businesses.  The Company does not expect these conditions to change in the foreseeable future.

In light of financial performance and a number of material transactions executed over the years, the Company has been asked to 
respond to questions from and provide information to regulatory bodies overseeing insurance and/or securities laws in Canada 

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KINGSWAY FINANCIAL SERVICES INC.

and the United States.  The Company has cooperated in all respects with these reviews and has responded to information requests 
on a timely basis. 

Any failure to comply with applicable laws or regulations or the mandates of our insurance regulators could result in the imposition 
of fines or significant restrictions on our ability to do business, which could adversely affect our results of operations or financial 
condition.  In addition, any changes in laws or regulations, including the adoption of consumer initiatives regarding rates charged 
for automobile or other insurance coverage or claims-handling procedures, could materially adversely affect our business, results 
of operations and financial condition.  It is not possible to predict the future impact of changing federal, state and provincial 
regulation on our operations, and there can be no assurance that laws and regulations enacted in the future will not be more 
restrictive than existing laws and regulations.

Our business is subject to risks related to litigation and regulatory actions.

We are a defendant in a number of legal actions relating to our insurance and other business operations.  We may from time to 
time be subject to a variety of legal and regulatory actions relating to our current and past business operations, including, but not 
limited to:

• 
• 

• 
• 
• 

disputes over coverage or claims adjudication;
disputes  regarding  sales  practices,  disclosure,  premium  refunds,  licensing,  regulatory  compliance  and  compensation 
arrangements;
disputes with agents, producers or network providers over compensation and termination of contracts and related claims;
disputes with taxing authorities regarding our tax liabilities; and
disputes relating to certain businesses acquired or disposed of by us.

In addition, plaintiffs continue to bring new types of legal actions against insurance and related companies.  Current and future 
court decisions and legislative activity may increase our exposure to these types of claims.  Multiparty or class action claims may 
present additional exposure to substantial economic, non-economic or punitive damage awards.  The loss of even one of these 
claims, if it resulted in a significant award or a judicial ruling that was otherwise detrimental, could create a precedent in our 
industry that could have a material adverse effect on our results of operations and financial condition.  This risk of potential liability 
may make reasonable settlements of claims more difficult to obtain.  We cannot determine with any certainty what new theories 
of recovery may evolve or what their impact may be on our business.

We  may  be  subject  to  governmental  or  administrative  investigations  and  proceedings  in  the  context  of  our  highly  regulated 
businesses.    We  cannot  predict  the  outcome  of  these  investigations,  proceedings  and  reviews,  and  cannot  assure  that  such 
investigations, proceedings or reviews or related litigation or changes in operating policies and practices would not materially 
adversely affect our results of operations and financial condition.  In addition, if we were to experience difficulties with our 
relationship with a regulatory body in a given jurisdiction, it could have a material adverse effect on our ability to do business in 
that jurisdiction. 

Material  weaknesses  in  our  internal  control  over  financial  reporting  could  result  in  material  misstatements  in  our 
consolidated financial statements.

We are required, pursuant to Section 404 of the Sarbanes-Oxley Act, to furnish a report by management on the effectiveness of 
our internal control over financial reporting.  In addition, our independent registered public accounting firm must report on its 
evaluation of our internal control over financial reporting.  As disclosed in Item 9A of our 2016 Annual Report, we previously 
identified a material weakness as of December 31, 2016 in our internal control over financial reporting related to income tax 
accounting for non-routine transactions.

Although we successfully remediated this material weakness during 2017, we can provide no assurance that additional material 
weaknesses in our internal control over financial reporting will not be identified in the future and that such material weaknesses, 
if identified, will not result in material misstatements in our consolidated financial statements.

STRATEGIC RISK
The achievement of our strategic objectives is highly dependent on effective change management.

We have restructured our operating insurance subsidiaries, including exiting states and lines of business, placing subsidiaries into 
voluntary run-off, terminating managing general agent relationships and hiring a new management team, with the objective of 
focusing on core lines of business, creating a more effective and efficient operating structure and focusing on profitability.  These 
actions resulted in changes to our structure and business processes. While these changes are expected to bring us benefits in the 
form of a more agile and focused business, success is dependent on management effectively realizing the intended benefits.  Change 
management may result in disruptions to the operations of the business or may cause employees to act in a manner that is inconsistent 

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KINGSWAY FINANCIAL SERVICES INC.

with our objectives.  Any of these events could negatively impact our performance.  We may not always achieve the expected cost 
savings and other benefits of our initiatives.

We may experience difficulty continuing to reduce our holding company expenses while at the same time retaining staff 
given the significant reduction in size and scale of our businesses.

We have divested a number of subsidiaries and significantly reduced our written premium in the insurance subsidiaries we continue 
to own.  At the same time, we have been downsizing our holding company expense base in an attempt to compensate for the 
reduction in scale.  There can be no assurance that our remaining businesses will produce enough cash flow to adequately compensate 
and retain staff and to service our other holding company obligations, particularly the interest expense burden of our remaining 
outstanding debt.

The insurance industry and related businesses in which we operate may be subject to periodic negative publicity, which 
may negatively impact our financial results.

Our products and services are ultimately distributed to individual consumers.  From time to time, consumer advocacy groups or 
the media may focus attention on insurance products and services, thereby subjecting our industry to periodic negative publicity.  
We also may be negatively impacted if participants in one or more of our markets engage in practices resulting in increased public 
attention to our businesses.  Negative publicity may also result in increased regulation and legislative scrutiny of practices in the 
property and casualty insurance industry as well as increased litigation.  These factors may further increase our costs of doing 
business and adversely affect our profitability by impeding our ability to market our products and services, requiring us to change 
our products or services, or by increasing the regulatory burdens under which we operate.

The highly competitive environment in which we operate could have an adverse effect on our business, results of operations 
and financial condition.

The property and casualty markets in which we operate are highly competitive.  We compete with major North American and 
other insurers, many of which have more financial, marketing and management resources than we do.  There may also be other 
companies of which we are not aware that may be planning to enter the property and casualty insurance industry.  Insurers in our 
markets generally compete on the basis of price, consumer recognition, coverages offered, claims handling, financial stability, 
customer service and geographic coverage.  Although our pricing is influenced to some degree by that of our competitors, we 
generally believe that it is not in our best interest to compete solely on price.  As a result, we are willing to experience from time 
to time a loss of market share during periods of intense price competition.  Our business could be adversely impacted by the loss 
of business to competitors offering competitive insurance products at lower prices.  This competition could affect our ability to 
attract and retain profitable business.

In our non-standard automobile business, we compete with both large national underwriters and smaller regional companies.  Our 
competitors include other companies that, like us, serve the independent agency market, as well as companies that sell insurance 
directly to customers.  Direct underwriters may have certain competitive advantages over agency underwriters, including increased 
name recognition, loyalty of the customer base to the insurer rather than to an independent agency and reduced costs to acquire 
policies.  

Additionally, in certain states, government-operated risk plans may provide non-standard automobile insurance products at lower 
prices than we provide.

From time to time, our markets may also attract competition from new entrants.  In some cases, such entrants may, because of 
inexperience, the desire for new business or for other reasons, price their insurance below the rates that we believe offer acceptable 
premiums for the related risk.  Further, a number of our competitors, including new entrants to our markets, are developing e-
business capabilities that may impact the level of business transacted through our more traditional distribution channels or that 
may affect pricing in the market as a whole.

The vehicle service agreement market in which we compete is comprised of a few large companies, which market service agreements 
to credit unions on a national basis and have significantly more financial, marketing and management resources than we do, as 
well as several other companies that are somewhat similar in size to IWS that market service agreements to credit unions either 
on a regional basis or a less robust national basis.  There may also be other companies of which we are not aware that may be 
planning to enter the vehicle service agreement industry.  Competitors in our market generally compete on coverages offered, 
claims handling, customer service, financial stability and, to a lesser extent, price.  Larger competitors of ours benefit from added 
advantages such as industry endorsements and preferred vendor status.  We do not believe that it is in our best interest to compete 
solely on price.  Instead, we focus our marketing on the total value experience to the credit union and its member, with an emphasis 
on customer service. While we historically have been able to adjust our product offering to remain competitive when competitors 

22

KINGSWAY FINANCIAL SERVICES INC.

have focused on price, our business could be adversely impacted by the loss of business to competitors offering vehicle service 
agreements at lower prices. 

Engaging  in  acquisitions  involves  risks,  and,  if  we  are  unable  to  effectively  manage  these  risks,  our  business  may  be 
materially harmed.

From time to time we engage in discussions concerning acquisition opportunities and, as a result of such discussions, may enter 
into acquisition transactions.

Acquisitions entail numerous risks, including the following:

• 
• 
• 
• 
• 

difficulties in the integration of the acquired business;
assumption of unknown material liabilities, including deficient provisions for unpaid loss and loss adjustment expenses;
diversion of management's attention from other business concerns;
failure to achieve financial or operating objectives; and
potential loss of policyholders or key employees of acquired companies.

We may not be able to integrate or operate successfully any business, operations, personnel, services or products that we may 
acquire in the future.

Engaging in new business start-ups involves risks, and, if we are unable to effectively manage these risks, our business may 
be materially harmed.

From time to time we engage in discussions concerning the formation of a new business venture and, as a result of such discussions, 
may form and capitalize a new business.

New business start-ups entail numerous risks, including the following:

• 
• 
• 
• 
• 

identification of appropriate management to run the new business;
understanding the strategic, competitive and marketplace dynamics of the new business and, perhaps, industry;
establishment of proper financial and operational controls;
diversion of management's attention from other business concerns; and
failure to achieve financial or operating objectives.

We may not be able to operate successfully any business, operations, personnel, services or products that we may organize as a 
new business start-up in the future.

Our company has executive officers who also serve as directors and executive officers for 1347 Property Insurance Holdings, 
Inc., Atlas Financial Holdings, Inc., Limbach Holdings, Inc., Itasca Capital Ltd. and 1347 Energy Holdings LLC, entities 
in which we hold investments, which may lead to conflicting interests.

As a result of our having previously spun off 1347 Property Insurance Holdings, Inc. ("PIH") and Atlas Financial Holdings, Inc. 
("Atlas"); formed 1347 Capital Corp., which later entered into a business combination with Limbach Holdings, Inc. ("Limbach"); 
and invested in Itasca Capital Ltd. ("ICL") and 1347 Energy Holdings LLC ("1347 Energy"), entities in which we hold investments, 
we have executive officers who also serve as directors for PIH, Atlas, Limbach, ICL and 1347 Energy and who serve as executive 
officers, pursuant to a management services agreement, for ICL.  Our executive officers and members of our Company's board of 
directors have fiduciary duties to our stockholders; likewise, persons who serve in similar capacities at PIH, Atlas, Limbach, ICL 
and 1347 Energy have fiduciary duties to those companies’ stockholders.  We may find, though, the potential for a conflict of 
interest if our Company and one or more of these other companies pursue acquisitions, investments and other business opportunities 
that may be suitable for each of us.  Our executive officers who find themselves in these multiple roles may, as a result, have 
conflicts of interest or the appearance of conflicts of interest with respect to matters involving or affecting more than one of the 
companies to which they owe fiduciary duties.  Furthermore, our executive officers who find themselves in these multiple roles 
own stock options, shares of common stock and other securities in some of these entities.  These ownership interests could create, 
or appear to create, potential conflicts of interest when the applicable individuals are faced with decisions that could have different 
implications for our Company and these other entities.  Our Audit Committee reviews potential conflicts that may arise on a case-
by-case basis, keeping in mind the applicable fiduciary duties owed by the executive officers and directors of each entity.  From 
time to time, we may enter into transactions with or participate jointly in investments with PIH, Atlas, Limbach, ICL or 1347 
Energy.  There can be no assurance that we will not create new situations where our directors or executive officers serve as directors 
or executive officers in future investment holdings of our Company.

23

KINGSWAY FINANCIAL SERVICES INC.

OPERATIONAL RISK

Our provisions for unpaid loss and loss adjustment expenses may be inadequate, which would result in a reduction in our 
net income and might adversely affect our financial condition.

Our provisions for unpaid loss and loss adjustment expenses do not represent an exact calculation of our actual liability but are 
estimates involving actuarial and statistical projections at a given point in time of what we expect to be the cost of the ultimate 
settlement and administration of reported and IBNR claims.  The process for establishing the provision for unpaid loss and loss 
adjustment expenses reflects the uncertainties and significant judgmental factors inherent in estimating future results of both 
reported and IBNR claims and, as such, the process is inherently complex and imprecise.  These estimates are based upon various 
factors, including:

• 
• 
• 
• 
• 
• 

• 

actuarial projections of the cost of settlement and administration of claims reflecting facts and circumstances then known;
estimates of future trends in claims severity and frequency;
legal theories of liability;
variability in claims-handling procedures;
economic factors such as inflation;
judicial  and  legislative  trends,  actions  such  as  class  action  lawsuits,  and  judicial  interpretation  of  coverages  or 
policy exclusions; and
the level of insurance fraud.

Most or all of these factors are not directly quantifiable, particularly on a prospective basis, and the effects of these and unforeseen 
factors could negatively impact our ability to accurately assess the risks of the policies that we write.  In addition, there may be 
significant reporting lags between the occurrence of insured events and the time they are actually reported to us and additional 
lags between the time of reporting and final settlement of claims.

As  time  passes  and  more  information  about  the  claims  becomes  known,  the  estimates  are  appropriately  adjusted  upward  or 
downward to reflect this additional information.  Because of the elements of uncertainty encompassed in this estimation process, 
and the extended time it can take to settle many of the more substantial claims, several years of experience may be required before 
a meaningful comparison can be made between actual losses and the original provision for unpaid loss and loss adjustment expenses.

We cannot assure that we will not have unfavorable development in the future.  In addition, we have in the past, and may in the 
future, acquire other insurance companies.  We cannot assure that the provisions for unpaid loss and loss adjustment expenses of 
the companies that we acquire are or will be adequate.

In addition, government regulators for our insurance subsidiaries could require that we increase our provisions for unpaid loss and 
loss adjustment expenses if they determine that our provisions are understated.  Such an increase to the provision for unpaid loss 
and loss adjustment expenses for one of our insurance subsidiaries could cause a reduction in its surplus as regards policyholders, 
which could adversely affect our ability to sell insurance policies. 

Our Extended Warranty subsidiaries' deferred service fees may be inadequate, which would result in a reduction in our 
net income and might adversely affect our financial condition.

Our Extended Warranty subsidiaries' deferred service fees do not represent an exact calculation but are estimates involving actuarial 
and statistical projections at a given point in time of what we expect to be the remaining future revenue to be recognized in relation 
to our remaining future obligations to provide policy administration and claim-handling services.  The process for establishing 
deferred service fees reflects the uncertainties and significant judgmental factors inherent in estimating the length of time and the 
amount of work related to our future service obligations.  If we amortize the deferred service fees too quickly, we could overstate 
current revenues, which may adversely affect future reported operating results.

As time passes and more information about the remaining service obligations becomes known, the estimates are appropriately 
adjusted upward or downward to reflect this additional information.  We cannot assure that we will not have unfavorable re-
estimations in the future of our deferred service fees.  In addition, we have in the past, and may in the future, acquire companies 
that record deferred service fees.  We cannot assure that the deferred service fees of the companies that we acquire are or will be 
adequate.

Our reliance on independent agents can impact our ability to maintain business, and it exposes us to credit risk.

We market and distribute our automobile insurance products through a network of independent agents in the United States.  As a 
result, we rely heavily on these agents to attract new business.  They typically represent more than one insurance company, which 
may expose us to competition within the agencies and, therefore, we cannot rely on their commitment to our insurance products.   

24

KINGSWAY FINANCIAL SERVICES INC.

Loss of all or a substantial portion of the business provided by these intermediaries could have a material adverse effect on our 
business, results of operations and financial condition. 

In accordance with industry practice, our customers sometimes pay the premiums for their policies to agents for remittance to us.  
These premiums are considered paid when received by the agents and thereafter the customer is no longer liable to us for those 
amounts, whether or not we have actually received the premiums from the agents.  Consequently, we assume a degree of risk 
associated with our reliance on independent agents in connection with the settlement of insurance balances.

Our reliance on credit unions and automobile sales can impact our ability to maintain business.

We market and distribute our vehicle service agreements through a network of credit unions in the United States.  As a result, we 
rely heavily on these credit unions to attract new business.  While these distribution arrangements tend to be exclusive between 
us and each credit union, we have competitors that offer similar products exclusively through credit unions.  Loss of all or a 
substantial portion of our existing credit union relationships; a significant decline in membership in our existing credit union 
relationships; or a significant decline in new and used automobile sales could have a material adverse effect on our business, results 
of operations and financial condition.

Our reliance on homebuilders and new home sales can impact our ability to maintain business.

We market and distribute our core home warranty products through home builders throughout the United States.  As a result, we 
rely heavily on these home builders to generate new business.  Loss of all or a substantial portion of our existing home builder 
relationships or a significant decline in new home sales could have a material adverse effect on our business, results of operations 
and financial condition.

Our reliance on a limited number of warranty and maintenance support clients and customers can impact our ability to 
maintain business.

We market and distribute our warranty products and equipment breakdown and maintenance support services through a limited 
number of customers and clients across the United States.  Loss of all or a substantial portion of our existing customers and clients 
could have a material adverse effect on our business, results of operations and financial condition.

Our gross premiums written are derived from the non-standard automobile markets.  If the demand for insurance in this 
market declines, our results of operations could be adversely affected.

For the year ended December 31, 2017, 100.0% of the gross premiums written from our Insurance Underwriting segment were 
attributable to non-standard automobile insurance.  The size of the non-standard automobile insurance market can be affected 
significantly  by  many  factors  outside  of  our  control,  such  as  the  underwriting  capacity  and  underwriting  criteria  of  standard 
automobile insurance carriers, and we may be specifically affected by these factors.  Additionally, the non-standard automobile 
insurance market tends to contract during periods of high unemployment.  To the extent that the non-standard automobile insurance 
markets are affected adversely for any reason, our gross premiums written will be disproportionately affected due to our substantial 
reliance on these insurance markets. 

We derive the majority of our non-standard automobile insurance gross premiums written from a few geographic areas, 
which may cause our business to be affected by catastrophic losses or business conditions in these areas. 

Certain jurisdictions, specifically Florida, Texas, Illinois, California, Colorado and Nevada, generated 90.1% of our non-standard 
automobile insurance gross premiums written during 2017. 

Our results of operations may, therefore, be adversely affected by any catastrophic losses in these areas.  Catastrophic losses can 
be caused by a wide variety of events, including earthquakes, hurricanes, tropical storms, tornadoes, wind, ice storms, hail, fires, 
terrorism, riots and explosions, and their incidence and severity are inherently unpredictable.  Catastrophic losses are characterized 
by low frequency but high severity due to aggregation of losses and could result in adverse effects on our results of operations or 
financial  condition.    Our  results  of  operations  may  also  be  adversely  affected  by  general  economic  conditions,  competition, 
regulatory actions or other business conditions that affect losses or business conditions in the specific areas in which we conduct 
most of our business. 

If reinsurance rates rise significantly or reinsurance becomes unavailable or reinsurers are unable to pay amounts due to 
us, we may be adversely affected.

In the past, we have purchased reinsurance from third-parties in order to reduce our liability on individual risks.  Reinsurance does 
not relieve us of our primary liability to our insureds.  A third-party reinsurer's insolvency, inability or unwillingness to make 
payments under the terms of a reinsurance treaty could have a material adverse effect on our financial condition or results of 

25

KINGSWAY FINANCIAL SERVICES INC.

operations.   As  of  December 31,  2017,  we  had  $0.4  million  recoverable  from  third-party  reinsurers,  including  reinsurance 
recoverable related to property and casualty unpaid loss and loss adjustment expenses.  

The amount and cost of reinsurance available to our insurance companies are subject, in large part, to prevailing market conditions 
beyond our control.  Our ability to provide insurance at competitive premium rates and coverage limits on a continuing basis may 
depend in part upon the extent to which we can obtain adequate reinsurance in amounts and at rates that will not adversely affect 
our competitive position.  If we determine in the future that access to reinsurance facilities is desirable or necessary in order for 
us to conduct business, we cannot assure that we will be able to obtain reinsurance in adequate amounts and at favorable rates.  If 
this were to occur, we may need to modify our underwriting practices or reduce our underwriting commitments.

Disruptions or security failures in our information technology systems could create liability for us and/or limit our ability 
to effectively monitor, operate and control our operations and adversely impact our reputation, business, financial condition, 
results of operation and cash flows.

Our information technology systems facilitate our ability to monitor, operate and control our operations.  Changes or modifications 
to our information technology systems could cause disruption to our operations or cause challenges with respect to our compliance 
with  laws,  regulations  or  other  applicable  standards.    For  example,  delays,  higher  than  expected  costs  or  unsuccessful 
implementation of new information technology systems could adversely impact our operations.  In addition, any disruption in or 
failure of our information technology systems to operate as expected could, depending on the magnitude of the problem, adversely 
impact our business, financial condition, results of operation and cash flows, including by limiting our capacity to monitor, operate 
and control our operations effectively.  Failures of our information technology systems could also lead to violations of privacy 
laws, regulations, trade guidelines or practices related to our customers and employees.  If our disaster recovery plans do not work 
as anticipated, or if the third-party vendors to which we have outsourced certain information technology or other services fail to 
fulfill their obligations to us, our operations may be adversely impacted.  Any of these circumstances could adversely impact our 
reputation, business, financial condition, results of operation and cash flows.

Our success depends on our ability to price accurately the risks we underwrite. 

Our results of operation and financial condition depend on our ability to underwrite and set premium rates accurately for a wide 
variety of risks.  Adequate rates are necessary to generate premiums sufficient to pay loss and loss adjustment expenses and other 
expenses and to earn a profit.  To price our products accurately, we must collect and properly analyze a substantial amount of data; 
develop, test and apply appropriate pricing techniques; closely monitor and timely recognize changes in trends; and project both 
severity and frequency of losses with reasonable accuracy.  Our ability to undertake these efforts successfully, and as a result price 
our products accurately, is subject to a number of risks and uncertainties, some of which are outside our control, including: 

• 
• 
• 
• 

the availability of reliable data and our ability to properly analyze available data;
the uncertainties that inherently characterize estimates and assumptions;
our selection and application of appropriate pricing techniques; and
changes in applicable legal liability standards and in the civil litigation system generally.

Consequently, we could underprice risks, which would adversely affect our underwriting results, or we could overprice risks, 
which would reduce our sales volume and competitiveness.  In either case, our results of operation could be materially and adversely 
affected.

Our results of operation may fluctuate as a result of cyclical changes in the property and casualty insurance industry.

Our results of operation are primarily attributable to the property and casualty insurance industry, which as an industry is cyclical 
in nature and has historically been characterized by soft markets followed by hard markets.  A soft market is a period of relatively 
high levels of price competition, less restrictive underwriting standards and generally low premium rates.  A hard market is a 
period  of  capital  shortages  resulting  in  lack  of  insurance  availability,  relatively  low  levels  of  competition,  more  selective 
underwriting of risks and relatively high premium rates.  If we find it necessary to reduce premiums or limit premium increases 
due to  competitive pressures  on  pricing in a softening  market,  we may  experience a  reduction in  our  premiums written and, 
therefore, in our earned premium revenues, which could adversely affect our results of operation.

Our results of operation and financial condition could be adversely affected by the results of our voluntary run-off of two 
of our insurance subsidiaries.

The Company currently has two of its insurance subsidiaries, MCC and Amigo, operating in voluntary run-off.  Our success at 
managing these run-offs is highly dependent upon proper claim-handling and the availability of the necessary liquidity to pay 
claims when due.  As a result, we are dependent in part on our ability to retain the services of appropriately trained and supervised 
claim-handling personnel.  The loss of the services of any of our key claim-handling personnel working in our run-offs, or the 

26

KINGSWAY FINANCIAL SERVICES INC.

inability to identify, hire and retain other highly qualified claim-handling personnel in the future, could adversely affect our results 
of operations.  We are also dependent on the continuing availability of the necessary liquidity, from the sale of investments, 
collection  of  reinsurance  recoverables  and,  potentially,  capital  contributions,  to  properly  settle  claims.    Our  inability  to  sell 
investments when needed or to collect outstanding reinsurance recoverables when due could have an adverse effect on our results 
of operation or financial condition.  See the "Liquidity and Capital Resources" section of MD&A for additional detail regarding 
the voluntary run-offs of MCC and Amigo.

HUMAN RESOURCES RISK

Our business depends upon key employees, and if we are unable to retain the services of these key employees or to attract 
and retain additional qualified personnel, our business may be adversely affected.

Our success at improving our performance will be dependent in part on our ability to retain the services of our existing key 
employees and to attract and retain additional qualified personnel in the future.  The loss of the services of any of our key employees, 
or the inability to identify, hire and retain other highly qualified personnel in the future, could adversely affect our results of 
operations. 

Item 1B. Unresolved Staff Comments

None.

Item 2. Properties 

Leased Properties

Insurance Underwriting leases facilities with an aggregate square footage of approximately 40,298 at five locations in five states.  
The latest expiration date of the existing leases is in February 2023.

Extended Warranty leases facilities with an aggregate square footage of approximately 26,534 at three locations in three states.  
The latest expiration date of the existing leases is in October 2024.

The Company leases facilities for its corporate offices with an aggregate square footage of approximately 8,086 at two locations 
in one state.  The latest expiration date of the existing leases is in November 2020.

The properties described above are in good condition.  We consider our office facilities suitable and adequate for our current levels 
of operations.

Owned Properties
Leased Real Estate owns the Real Property, which is subject to a long-term triple net lease agreement.  The Real Property includes 
rail car tracks which provide rail car storage spaces and has 72 miles of double-ended rail track.  The Real Property also contains 
a 5,760 square foot office building with an attached observation tower comprised of 1,150 square feet.  

The Company also owns two buildings located in Illinois consisting of approximately 4,636 square feet.  The buildings are used 
for rental purposes and corporate offices.

Item 3. Legal Proceedings

In connection with its operations in the ordinary course of business, the Company and its subsidiaries are named as defendants in 
various actions for damages and costs allegedly sustained by the plaintiffs.  While it is not possible to estimate the loss, or range 
of loss, if any, that would be incurred in connection with any of the various proceedings at this time, it is possible an individual 
action would result in a loss having a material adverse effect on the Company's business, results of operations or financial condition.

Item 4. Mine Safety Disclosures

Not applicable.

27

KINGSWAY FINANCIAL SERVICES INC.

Part II

Item 5. Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities

Market Information 

Our common shares are listed on the Toronto Stock Exchange ("TSX") and the New York Stock Exchange ("NYSE") under the 
trading symbol "KFS."  

The following table sets forth, for the calendar quarters indicated, the high and low sales price for our common shares as reported 
on the TSX and NYSE. 

TSX

NYSE

High - C$

Low - C$

High - US$

Low - US$

C$

C$

7.57

7.95

8.56

8.56

8.36

7.63

6.90

6.34

6.25

6.66

7.29

7.38

7.42

6.65

5.59

5.33

$

$

6.05

6.20

6.30

6.50

6.25

5.79

5.37

4.79

4.95

5.45

5.35

5.40

5.45

5.23

4.48

3.72

2017

Quarter 4

Quarter 3

Quarter 2

Quarter 1

2016

Quarter 4

Quarter 3

Quarter 2

Quarter 1

Shareholders of Record

As of March 15, 2018, the closing sales price of our common shares as reported by the TSX was C$5.57 per share and as reported 
by the NYSE was $4.30 per share.  

As of March 16, 2018, we had 21,708,190 common shares issued and outstanding, held by approximately 3,400 shareholders of 
record.  

Dividends 

The Company has not declared a dividend since the first quarter of 2009.  The declaration and payment of dividends is subject to 
the discretion of our Board of Directors after taking into account many factors, including financial condition, results of operations, 
anticipated cash needs and other factors deemed relevant by our Board of Directors.  For a discussion of our cash resources and 
needs, see the "Liquidity and Capital Resources" section of MD&A.

Securities Authorized for Issuance under Equity Compensation Plans

The information required related to securities authorized for issuance under equity compensation plans is incorporated herein by 
reference to the Proxy Statement for our 2017 Annual Meeting of Shareholders, which will be filed with the SEC no later than 
120 days after the end of our fiscal year ended December 31, 2017.

Recent Sales of Unregistered Securities

During the year ended December 31, 2017, we did not have any unregistered sales of our equity securities.

Issuer Purchases of Equity Securities

During the year ended December 31, 2017, we did not have any repurchases of our equity securities. 

28

KINGSWAY FINANCIAL SERVICES INC.

Performance Graph

The following stock performance graph shows a comparison of cumulative total shareholder return on the Company's common 
stock for the period beginning on December 31, 2012 and ending on December 31, 2017 with cumulative total return of the Russell 
MicroCap Index and the SNL MicroCap U.S. Financial Services Index.  Kingsway is not a constituent of either of these two 
indices.  The graph shows the change in value of an initial one hundred dollar investment over the period indicated, assuming all 
dividends have been reinvested.

Company/Index

Kingsway

Russell MicroCap

SNL Micro Cap U.S. Financial Services

Years ended December 31,

2012

2013

2014

2015

2016

2017

$

$

$

100 $

100 $

100 $

102 $

146 $

121 $

146 $

151 $

120 $

120 $

143 $

88 $

164 $

172 $

87 $

133

195

118

29

KINGSWAY FINANCIAL SERVICES INC.

Item 6. Selected Financial Data

The following table has selected financial data as of and for the years ended December 31, 2017, 2016, 2015, 2014 and 2013 and 
should  be  read  in  conjunction  with  the  Consolidated  Financial  Statements  and  MD&A  included  in  this  2017 Annual  Report.  
Historical results are not necessarily indicative of future results.

For the years ended December 31 (in thousands of dollars, except per share data)

Consolidated Statements of Operations Data (1):
Net premiums earned

Service fee and commission income
Rental income
Net investment income
Net realized gains

Loss from continuing operations

Basic loss per share - continuing operations

Diluted loss per share - continuing operations

Consolidated Balance Sheet Data:

Cash and invested assets

Total Assets

Note payable

Bank loan

LROC preferred units, at fair value

Senior unsecured debentures, at fair value

Subordinated debt, at fair value

Total Liabilities

Total Shareholders' Equity

2017

2016

2015

2014

2013

130,443

127,608

117,433

117,593

109,608

31,909
13,384
2,669
3,771
(11,655)
(0.76)
(0.76)

145,853

484,600

186,469

4,917

—

—

52,105

435,290

43,849

24,232
5,436
8,244
360
(733)
(0.05)
(0.05)

164,912

501,021

190,074

—

—

—

43,619

437,759

56,835

22,966
—
2,955
1,197
(11,415)
(0.61)
(0.61)

24,659
—
1,616
5,041
(14,666)
(0.95)
(0.95)

49,543
—
2,186
3,505
(43,311)
(3.12)
(3.12)

160,830

241,022

159,210

301,722

168,677

324,639

—

—

—

—

39,898

190,925

43,703

—

—

13,618

—

40,659

253,526

41,866

—

—

14,854

14,356

28,471

287,719

36,920

(1)  The Company disposed of its subsidiary, ARS, on April 1, 2015.  The financial results of ARS are presented as discontinued 
operations for the years ended December 31, 2015 and 2014.   Refer to Note 5, "Deconsolidations, Discontinued Operations and 
Liquidation," to the Consolidated Financial Statements, for further discussion.   

The Company disposed of its majority interest in its subsidiary, PIH, effective March 31, 2014.  The earnings of PIH are included 
in the consolidated statements of operations for the three months ended March 31, 2014 and for the year ended December 31, 
2013.

The Company acquired its subsidiary, PWSC, effective October 12, 2017.  The consolidated statements of operations include the 
earnings of PWSC from the date of acquisition.  Refer to Note 4, "Acquisitions," to the Consolidated Financial Statements, for 
further discussion.   

The Company acquired its subsidiary, Trinity, effective May 22, 2013.  The consolidated statements of operations include the 
earnings of Trinity from the date of acquisition.   

30

  
 
KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Item  7.  MANAGEMENT'S  DISCUSSION  AND  ANALYSIS  OF  FINANCIAL  CONDITION  AND  RESULTS  OF 
OPERATIONS

OVERVIEW

Kingsway is a Canadian holding company with operating subsidiaries located in the United States.  The Company operates as a 
merchant bank with a focus on long-term value-creation.  The Company owns or controls subsidiaries primarily in the insurance, 
extended warranty, asset management and real estate industries and pursues non-control investments and other opportunities acting 
as  an  advisor,  an  investor  and  a  financier.    Kingsway  conducts  its  business  through  the  following  three  reportable  segments: 
Insurance Underwriting, Extended Warranty (formerly Insurance Services) and Leased Real Estate.  

Insurance  Underwriting  includes  the  following  subsidiaries  of  the  Company:  Mendota  Insurance  Company  ("Mendota"), 
Mendakota Insurance Company ("Mendakota"), Mendakota Casualty Company ("MCC"), Kingsway Amigo Insurance Company 
("Amigo") and Kingsway Reinsurance Corporation.  Throughout this 2017 Annual Report, the term "Insurance Underwriting" is 
used to refer to this segment.    

Insurance Underwriting provides non-standard automobile insurance to individuals who do not meet the criteria for coverage by 
standard automobile insurers.  Insurance Underwriting has policyholders in 12 states; however new business is accepted in only 
eight states.  In 2017, production in the following states represented 90.1% of Insurance Underwriting's gross premiums written: 
Florida (28.0%), Texas (16.8%), California (13.3%), Nevada (12.1%), Illinois (10.5%) and Colorado (9.4%).  For the year ended 
December 31, 2017, non-standard automobile insurance accounted for 100.0% of Insurance Underwriting's gross premiums written.  

The Company previously placed Amigo and MCC into voluntary run-off in 2012 and 2011, respectively.  Each of Amigo and MCC 
entered into a comprehensive run-off plan which was approved by its respective state of domicile.  Kingsway continues to manage 
Amigo and MCC in a manner consistent with the run-off plans.  During the first quarter of 2015, MCC sent a letter of intent to 
the Illinois Department of Insurance to resume writing private passenger automobile policies in the state of Illinois.  MCC began 
writing these policies on April 1, 2015.

Extended Warranty includes the following subsidiaries of the Company: IWS Acquisition Corporation ("IWS"), Trinity Warranty 
Solutions LLC ("Trinity") and Professional Warranty Service Corporation ("PWSC"). Throughout this 2017 Annual Report, the 
term "Extended Warranty" is used to refer to this segment.  Prior to the second quarter of 2017, Extended Warranty was referred 
to as Insurance Services.

IWS is a licensed motor vehicle service agreement company and is a provider of after-market vehicle protection services distributed 
by credit unions in 23 states and the District of Columbia to their members.

Trinity sells warranty products and provides maintenance support to consumers and businesses in the heating, ventilation, air 
conditioning ("HVAC"), standby generator, commercial LED lighting and refrigeration industries.  Trinity distributes its warranty 
products  through  original  equipment  manufacturers,  HVAC  distributors  and  commercial  and  residential  contractors.    Trinity 
distributes its maintenance support direct through corporate owners of retail spaces throughout the United States.

PWSC sells new home warranty products and provides administration services to home builders and homeowners across the United 
States.  PWSC distributes its products and services through an in house sales team and through insurance brokers and insurance 
carriers throughout all states except Alaska and Louisiana.

Leased Real Estate includes the Company's subsidiary, CMC Industries, Inc. ("CMC").  CMC owns, through an indirect wholly 
owned subsidiary (the "Property Owner"), a parcel of real property consisting of approximately 192 acres located in the State of 
Texas (the "Real Property"), which is subject to a long-term triple net lease agreement.  The Real Property is also subject to a 
mortgage, which is recorded as note payable in the consolidated balance sheets (the "Mortgage").  Throughout this 2017 Annual 
Report, the term "Leased Real Estate" is used to refer to this segment. 

Effective April 1, 2015, the Company closed on the sale of its wholly owned subsidiary, Assigned Risk Solutions Ltd. ("ARS").  
As a result, ARS has been classified as discontinued operations and the results of their operations are reported separately for all 
periods presented.  Prior to the transaction, ARS was included in the Extended Warranty segment.  As a result of classifying ARS 
as a discontinued operation, all segmented information has been restated to exclude ARS from the Extended Warranty segment.

31

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

NON U.S.-GAAP FINANCIAL MEASURES

Throughout  this  2017 Annual  Report,  we  present  our  operations  in  the  way  we  believe  will  be  most  meaningful,  useful  and 
transparent to anyone using this financial information to evaluate our performance.  In addition to the U.S. GAAP presentation of 
net (loss) income, we show certain statutory reporting information and other non-U.S. GAAP financial measures that we believe 
are relevant in managing our business and drawing comparisons to our peers.  These measures are segment operating (loss) income, 
gross premiums written, net premiums written and underwriting ratios.

Following is a list of non-U.S. GAAP measures found throughout this report with their definitions, relationships to U.S. GAAP 
measures and explanations of their importance to our operations.

Segment Operating (Loss) Income 

Segment operating (loss) income represents one measure of the pretax profitability of our segments and is derived by subtracting 
direct segment expenses from direct segment revenues.  Revenues and expenses are presented in the consolidated statements of 
operations, but are not subtotaled by segment; however, this information is available in total and by segment in Note 24, "Segmented 
Information," to the Consolidated Financial Statements, regarding reportable segment information. The nearest comparable U.S. 
GAAP measure is loss from continuing operations before income tax (benefit) expense which, in addition to segment operating 
(loss) income, includes net investment income, net realized gains, other-than-temporary impairment loss, amortization of intangible 
assets, contingent consideration benefit, impairment of intangible assets, interest expense not allocated to segments, other income 
and expenses not allocated to segments, net, foreign exchange losses, net, (loss) gain on change in fair value of debt, gain (loss) 
on deconsolidation of subsidiaries and equity in net income (loss) of investees.  A reconciliation of segment operating (loss) income 
to loss from continuing operations before income tax (benefit) expense for the years ended December 31, 2017, 2016 and 2015 is 
presented in Tables 1 and 2 of the "Results of Continuing Operations" section of MD&A.

Gross Premiums Written

While net premiums earned is the related U.S. GAAP measure used in the consolidated statements of operations, gross premiums 
written is the component of net premiums earned that measures insurance business produced before the effect of ceding reinsurance 
premiums, but without respect to when those premiums will be recognized as actual revenue. We use this measure as an overall 
gauge of gross business volume in Insurance Underwriting.

Net Premiums Written

While net premiums earned is the related U.S. GAAP measure used in the consolidated statements of operations, net premiums 
written is the component of net premiums earned that measures the difference between gross premiums written and the effect of 
ceding reinsurance premiums, but without respect to when those premiums will be recognized as actual revenue. We use this 
measure as an indication of retained or net business volume in Insurance Underwriting. 

Underwriting Ratios

Kingsway, like many insurance companies, analyzes performance based on underwriting ratios such as loss and loss adjustment 
expense ratio, expense ratio and combined ratio.  The loss and loss adjustment expense ratio is derived by dividing the amount of 
net loss and loss adjustment expenses incurred by net premiums earned.  The expense ratio is derived by dividing the sum of 
commissions  and  premium  taxes;  general  and  administrative  expenses  and  policy  fee  income  by  net  premiums  earned.   The 
combined ratio is the sum of the loss and loss adjustment expense ratio and the expense ratio.  A combined ratio below 100% 
demonstrates underwriting profit whereas a combined ratio over 100% demonstrates an underwriting loss.

CRITICAL ACCOUNTING ESTIMATES AND ASSUMPTIONS

The preparation of consolidated financial statements in conformity with U.S. GAAP requires management to make estimates and 
assumptions that affect the reported amounts and classification of assets and liabilities, revenues and expenses, and the related 
disclosures of contingent assets and liabilities in the consolidated financial statements and accompanying notes.  Actual results 
could differ from these estimates.  Estimates and their underlying assumptions are reviewed on an ongoing basis.  Changes in 
estimates are recorded in the accounting period in which they are determined.  The critical accounting estimates and assumptions 
in the accompanying consolidated financial statements include the provision for unpaid loss and loss adjustment expenses; valuation 
of fixed maturities and equity investments; impairment assessment of investments; valuation of limited liability investment, at fair 
value; valuation of deferred income taxes; valuation and impairment assessment of intangible assets; goodwill recoverability; 
deferred  acquisition  costs;  fair  value  assumptions  for  performance  shares;  and  fair  value  assumptions  for  subordinated  debt 
obligations. 

32

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Provision for Unpaid Loss and Loss Adjustment Expenses   

A significant degree of judgment is required to determine amounts recorded in the consolidated financial statements for the provision 
for unpaid loss  and loss  adjustment expenses. The process for  establishing the provision  for unpaid loss and  loss adjustment 
expenses  reflects  the  uncertainties  and  significant  judgmental  factors  inherent  in  predicting  future  results  of  both  known  and 
unknown loss events.  As such, the process is inherently complex and imprecise and estimates are constantly refined.  The process 
of establishing the provision for unpaid loss and loss adjustment expenses relies on the judgment and opinions of a large number 
of individuals, including the opinions of the Company's actuaries.  Further information regarding estimates used in determining 
our provision for unpaid loss and loss adjustment expenses is discussed in the “Unpaid Loss and Loss Adjustment Expenses” 
section of Part I, Item 1 of this 2017 Annual Report and Note 13, "Unpaid Loss and Loss Adjustment Expenses," to the Consolidated 
Financial Statements.  

The Company utilizes external actuaries to evaluate the adequacy of our provision for unpaid loss and loss adjustment expenses 
under the terms of our insurance policies and vehicle service agreements.  The provision is evaluated by the Company's actuaries 
with the results then shared with management, which is responsible for establishing the provision recorded in the consolidated 
balance sheets.

In the year-end actuarial review process, an analysis of the provision for unpaid loss and loss adjustment expenses is completed 
for each insurance subsidiary and IWS.  Unpaid deferred cost containment expenses and unpaid adjusting and other expenses, 
which are components of the provision for loss adjustment expenses, and unpaid losses are each separately analyzed by line of 
business and by accident year utilizing a wide range of actuarial methods.  These unpaid losses and loss adjustment expenses are 
further analyzed by looking separately at case reserves, which are specific reserves established for specific claims, and reserves 
for losses incurred but not reported ("IBNR").

Because the establishment of the provision for unpaid loss and loss adjustment expenses is an inherently uncertain process involving 
estimates, current provisions may need to be updated.  Adjustments to the provision, both favorable and unfavorable, are reflected 
in the consolidated statements of operations for the periods in which such estimates are updated.  The Company's actuaries develop 
a range of reasonable estimates and a point estimate of unpaid loss and loss adjustment expenses.  The actuarial point estimate is 
intended to represent the actuaries' best estimate and will not necessarily be at the mid-point of the high and low estimates of the 
range. 

Valuation of Fixed Maturities and Equity Investments

Our equity investments, including warrants, are recorded at fair value using quoted market values based on latest bid prices, where 
active markets exist, or models based on significant market observable inputs, where no active markets exist.  For fixed maturities, 
we  use  observable  inputs  such  as  quoted  prices  in  inactive  markets,  quoted  prices  in  active  markets  for  similar  instruments, 
benchmark interest rates, broker quotes and other relevant inputs.  We do not have any fixed maturities and equity investments in 
our portfolio which require us to use unobservable inputs. 

Gains and losses realized on the disposition of investments are determined on the first-in first-out basis and credited or charged 
to the consolidated statements of operations. Premium and discount on investments are amortized and accredited using the interest 
method and charged or credited to net investment income.

Impairment Assessment of Investments

The establishment of an other-than-temporary impairment on an investment requires a number of judgments and estimates.  We 
perform a quarterly analysis of the individual investments to determine if declines in market value are other-than-temporary.  The 
analysis includes some or all of the following procedures, as applicable:

• 
• 
• 

• 
• 

• 

• 

identifying all unrealized loss positions that have existed for at least six months;
identifying other circumstances management believes may impact the recoverability of the unrealized loss positions;
obtaining a valuation analysis from third-party investment managers regarding the intrinsic value of these investments based 
on their knowledge and experience together with market-based valuation techniques;
reviewing the trading range of certain investments over the preceding calendar period;
assessing if declines in market value are other-than-temporary for debt instruments based on the investment grade credit ratings 
from third-party rating agencies;
assessing if declines in market value are other-than-temporary for any debt instrument with a non-investment grade credit 
rating based on the continuity of its debt service record; 
determining the necessary provision for declines in market value that are considered other-than-temporary based on the analyses 
performed; and

33

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

• 

assessing the Company's ability and intent to hold these investments at least until the investment impairment is recovered.

The risks and uncertainties inherent in the assessment methodology used to determine declines in market value that are other-than-
temporary include, but may not be limited to, the following:

• 
• 
• 

• 

the opinions of professional investment managers could be incorrect;
the past trading patterns of individual investments may not reflect future valuation trends;
the credit ratings assigned by independent credit rating agencies may be incorrect due to unforeseen or unknown facts related 
to a company's financial situation; and
the debt service pattern of non-investment grade instruments may not reflect future debt service capabilities and may not 
reflect a company's unknown underlying financial problems.

As a result of the analysis performed by the Company to determine declines in market value that are other-than-temporary, the 
Company recorded write downs of $0.3 million for other-than-temporary impairment related to equity investments for the year 
ended December 31, 2017, $0.1 million and $0.1 million for other-than-temporary impairment related to equity investments and 
limited  liability  investments,  respectively,  for  the  year  ended  December 31,  2016  and  $0.0  million  for  other-than-temporary 
impairment related to fixed maturities for the year ended December 31, 2015. 

Valuation of Limited Liability Investment, at Fair Value

In connection with the deconsolidation of 1347 Investors LLC ("1347 Investors") during the third quarter of 2016, the Company 
retained a minority investment in 1347 Investors. The Company has made an irrevocable election to account for this investment 
at fair value with changes in fair value reported in the consolidated statements of operations.  The fair value of this investment is 
calculated based on a model that distributes the net equity of 1347 Investors to all classes of membership interests.  The model 
uses quoted market prices and significant market observable inputs.

Valuation of Deferred Income Taxes

The provision for income taxes is calculated based on the expected tax treatment of transactions recorded in our consolidated 
financial statements.  In determining our provision for income taxes, we interpret tax legislation in a variety of jurisdictions and 
make assumptions about the expected timing of the reversal of deferred income tax assets and liabilities and the valuation of 
deferred income taxes.

The ultimate realization of the deferred income tax asset balance is dependent upon the generation of future taxable income during 
the periods in which the Company's temporary differences reverse and become deductible.  A valuation allowance is established 
when it is more likely than not that all or a portion of the deferred income tax asset balance will not be realized. In determining 
whether a valuation allowance is needed, management considers all available positive and negative evidence affecting specific 
deferred income tax asset balances, including the Company's past and anticipated future performance, the reversal of deferred 
income tax liabilities, and the availability of tax planning strategies.

Objective positive evidence is necessary to support a conclusion that a valuation allowance is not needed for all or a portion of a 
company's deferred income tax asset balances when significant negative evidence exists.  Cumulative losses are the most compelling 
form of negative evidence considered by management in this determination.  To the extent a valuation allowance is established in 
a  period,  an  expense  must  be  recorded  within  the  income  tax  provision  in  the  consolidated  statements  of  operations.   As  of 
December 31, 2017, the Company maintains a valuation allowance of $181.2 million, $174.8 million of which relates to its U.S. 
deferred income taxes.  The largest component of the U.S. deferred income tax asset balance relates to tax loss carryforwards that 
have arisen as a result of losses generated from the Company's U.S. operations. Uncertainty over the Company's ability to utilize 
these losses over the short-term has led the Company to record a valuation allowance. 

Future events may result in the valuation allowance being adjusted, which could materially impact our financial position and results 
of operations.  If sufficient positive evidence were to arise in the future indicating that all or a portion of the deferred income tax 
assets would meet the more likely than not standard, all or a portion of the valuation allowance would be reversed in the period 
that such a conclusion was reached.

Valuation and Impairment Assessment of Intangible Assets 

Intangible assets are recorded at their estimated fair values at the date of acquisition.  Intangible assets with definite useful lives 
consist of vehicle service agreements in-force ("VSA in-force"), database, customer relationships, contract-based revenues and 
in-place lease.  Intangible assets with definite useful lives are reviewed for impairment whenever events or changes in circumstances 
indicate that the carrying amount of an asset or asset group may not be recoverable.  If circumstances require that a definite-lived 

34

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

intangible asset be tested for possible impairment, we first compare the undiscounted cash flows expected to be generated by that 
definite-lived intangible asset to its carrying amount. If the carrying amount of the definite-lived intangible asset is not recoverable 
on an undiscounted cash flow basis, an impairment is recognized to the extent that the carrying amount exceeds its fair value.

Indefinite-lived intangible assets consist of a tenant relationship, insurance licenses and trade name.  Intangible assets with an 
indefinite life are assessed for impairment annually as of December 31, or more frequently if events or circumstances indicate that 
the carrying value may not be recoverable.  The Company has the option to perform a qualitative assessment to determine whether 
it is more likely than not that an indefinite-lived intangible asset is impaired.  If facts and circumstances indicate that it is more 
likely than not that the intangible asset is impaired, a fair value-based impairment test would be required.  Management must make 
estimates and assumptions in determining the fair value of indefinite-lived intangible assets that may affect any resulting impairment 
write-down.  This includes assumptions regarding future cash flows and future revenues from the related intangible assets or their 
reporting units.  Management then compares the fair value of the indefinite-lived intangible assets to their respective carrying 
amounts.  If the carrying amount of an intangible asset exceeds the fair value of that intangible asset, an impairment is recorded.  
During 2017, the Company recorded an impairment charge of $0.3 million related to its insurance licenses indefinite lived intangible 
asset.  The impairment recorded was the result of Mendota and Mendakota surrendering their insurance licenses in the state of 
New Mexico during the first quarter of 2017.  No impairment charges were taken on intangible assets in 2016 or 2015.  Additional 
information regarding our intangible assets is included in Note 11, "Intangible Assets," to the Consolidated Financial Statements.

Goodwill Recoverability

Goodwill is assessed for impairment annually as of December 31, or more frequently if events or circumstances indicate that the 
carrying value may not be recoverable.  The Company has the option to perform a qualitative assessment to determine whether it 
is more likely than not that the fair value of a reporting unit is less than its carrying amount.  If facts and circumstances indicate 
that it is more likely than not that the goodwill is impaired, a fair value-based impairment test would be required.  The goodwill 
impairment test is a two-step process that requires management to make judgments in determining what assumptions to use in the 
calculation. The first step of the process consists of estimating the fair value of each reporting unit based on valuation techniques, 
including a discounted cash flow model using revenue and profit forecasts, and comparing those estimated fair values with the 
carrying values of the assets and liabilities of the reporting unit, which includes the allocated goodwill.  If the estimated fair value 
is less than the carrying value, a second step is performed to compute the amount of the impairment, if any, by determining an 
implied fair value of goodwill.  The determination of the implied fair value of goodwill of a reporting unit requires management 
to allocate the estimated fair value of the reporting unit to the assets and liabilities of the reporting unit. Any unallocated fair value 
represents the implied fair value of goodwill, which is compared to its corresponding carrying value.  For reporting units with a 
negative book value, qualitative factors are evaluated to determine whether it is necessary to perform the second step of the goodwill 
impairment test.  Additional information regarding our goodwill is included in Note 10, "Goodwill," to the Consolidated Financial 
Statements.

Deferred Acquisition Costs

Deferred acquisition costs represent the deferral of expenses that we incur related to successful efforts to acquire new business or 
renew existing business.  Acquisition costs, primarily commissions, premium taxes and underwriting and agency expenses related 
to issuing insurance policies and vehicle service agreements, are deferred and charged against income ratably over the terms of 
the related insurance policies and vehicle service agreements.  Management regularly reviews the categories of acquisition costs 
that are deferred and assesses the recoverability of this asset.  For Insurance Underwriting, a premium deficiency and a corresponding 
charge to income is recognized if the sum of the expected losses and loss adjustment expenses, unamortized acquisition costs and 
maintenance costs exceeds related unearned premiums and anticipated net investment income.  

Derivative Financial Instruments

Derivative financial instruments include investments in warrants and performance shares issued to the Company under various 
performance share grant agreements.  Refer to Note 6, "Investments," to the Consolidated Financial Statements, for further details 
regarding the performance shares.  Warrants are classified as equity investments in the consolidated balance sheets.

We measure derivative financial instruments at fair value.  Warrants are recorded at fair value using quoted market values based 
on latest bid prices, where active markets exist, or models based on significant market observable inputs, where no active markets 
exist.  The performance shares, for which no active market exists, are required to be valued at fair value as determined in good 
faith by the Company.  Such determination of fair value would require us to develop a model based upon relevant observable 
market inputs as well as significant unobservable inputs, including developing a sufficiently reliable estimate for an appropriate 
discount to reflect the illiquidity and unique structure of the security.  The Company determined that its model for the performance 
shares was not sufficiently reliable.  As a result, we have assigned a fair value of zero to the performance shares. 

35

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Fair Value Assumptions for Subordinated Debt Obligations

Our subordinated debt is measured and reported at fair value.  The fair value of the subordinated debt is calculated using a model 
based on significant market observable inputs and inputs developed by a third party.  These inputs include credit spread assumptions 
developed by a third party and market observable swap rates. 

36

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

RESULTS OF CONTINUING OPERATIONS 

Comparison of the Years Ended December 31, 2017 and 2016:

A reconciliation of total segment operating loss to net (loss) income for the years ended December 31, 2017 and 2016 is presented 
in Table 1 below:

Table 1 Segment Operating (Loss) Income for the Years Ended December 31, 2017 and 2016  
For the years ended December 31 (in thousands of dollars)

Segment operating (loss) income

Insurance Underwriting

Extended Warranty

Leased Real Estate

Total segment operating loss

Net investment income

Net realized gains

Other-than-temporary impairment loss

Amortization of intangible assets

Contingent consideration benefit

Impairment of intangible assets

Interest expense not allocated to segments

Other income and expenses not allocated to segments, net

Foreign exchange losses, net

Loss on change in fair value of debt

Gain on deconsolidation of subsidiary

Equity in net income (loss) of investees

Loss from continuing operations before income tax benefit

Income tax benefit
Loss from continuing operations

Loss on liquidation of subsidiary, net of taxes

Gain on disposal of discontinued operations, net of taxes
Net (loss) income

2017

2016

Change

(20,606)
3,957

3,099

(13,550)
2,669

3,771
(316)
(1,152)
212
(250)
(4,977)
(9,436)
(15)
(8,487)
—

2,115
(29,416)
(17,761)
(11,655)
(494)
1,017
(11,132)

(8,202)
506

627

(7,069)
8,244

360
(157)
(1,242)
657

—
(4,496)
(7,640)
(15)
(3,721)
5,643
(1,017)
(10,453)
(9,720)
(733)
—

1,255

522

(12,404)
3,451

2,472

(6,481)
(5,575)
3,411
(159)
90
(445)
(250)
(481)
(1,796)
—
(4,766)
(5,643)
3,132
(18,963)
(8,041)
(10,922)
(494)
(238)
(11,654)

Loss from Continuing Operations, Net (Loss) Income and Diluted (Loss) Earnings per Share 

For the year ended December 31, 2017, we incurred a loss from continuing operations of $11.7 million ($0.76 per diluted share) 
compared to $0.7 million ($0.05 per diluted share) for the year ended December 31, 2016.  The loss from continuing operations 
for the year ended December 31, 2017 is primarily attributable to operating loss in Insurance Underwriting, interest expense not 
allocated to segments, other income and expenses not allocated to segments, net and loss on change in fair value of debt, partially 
offset by operating income in Extended Warranty and Leased Real Estate, net investment income, net realized gains, equity in net 
income of investees and income tax benefit.  The loss from continuing operations for the year ended December 31, 2016 is primarily 
attributable to operating loss in Insurance Underwriting, interest expense not allocated to segments, other income and expenses 
not  allocated  to  segments,  net  and  loss  on  change  in  fair  value  of  debt,  partially  offset  by  net  investment  income,  gain  on 
deconsolidation of subsidiary and income tax benefit.

For the year ended December 31, 2017, we reported net loss of 11.1 million ($0.73 per diluted share) compared to net income of 
$0.5 million ($0.01 per diluted share) for the year ended December 31, 2016.   

37

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Insurance Underwriting

For the year ended December 31, 2017, Insurance Underwriting gross premiums written were $126.9 million compared to $132.7 
million for the year ended December 31, 2016, representing a 4.4% decrease.  Net premiums written decreased 4.2% to $126.9 
million for the year ended December 31, 2017 compared with $132.5 million for the year ended December 31, 2016.  Net premiums 
earned increased 2.2% to $130.4 million for the year ended December 31, 2017 compared with $127.6 million for the year ended 
December 31, 2016.  The increase in net premiums earned generally reflects the natural lag between when premiums are written 
and when they are earned.  The more recent trend of net premiums written decreasing year over year will eventually lead to a year 
over year decrease in net premiums earned.  Of particular note, the Company had approximately 12% fewer policies in force at 
December 31, 2017 compared to December 31, 2016.  The decrease in policies in force reflects the Company’s actions throughout 
2017  to  increase  rates,  revise  payment  terms  and  invoke  certain  market  restrictions,  all  with  the  intention  of  improving  the 
profitability of the Company’s business.

The Insurance Underwriting operating loss increased to $20.6 million for the year ended December 31, 2017 compared to $8.2 
million for the year ended December 31, 2016.  The increase in operating loss is primarily explained by the difference between 
the $20.7 million of unfavorable development in the provision for property and casualty loss and loss adjustment expenses recorded 
in 2017 for accident years 2016 and prior compared to the $8.1 million of unfavorable development recorded in 2016 for accident 
years 2015 and prior.

The Insurance Underwriting loss and loss adjustment expense ratio for 2017 was 92.6% compared to 81.8% in 2016.  The increase
in the loss and loss adjustment expense ratio is primarily attributable to the increased unfavorable development recorded in 2017
as compared to the unfavorable development recorded in 2016.

The Insurance Underwriting expense ratio was 23.5% in 2017 compared with 25.0% in 2016.  The decrease in the expense ratio 
is primarily due to increased net premiums earned as well as lower salary and benefits expense at Mendota and MCC and lower 
bad debt expense at Mendota for 2017 as compared to 2016, despite the 2016 expense ratio reflecting a one-time benefit of $0.5 
million related to the settlement of outstanding litigation. 

The Insurance Underwriting combined ratio was 116.1% in 2017 compared with 106.8% in 2016, reflecting the dynamics which 
affected the loss and loss adjustment expense ratio and expense ratio.

Extended Warranty

The Extended Warranty service fee and commission income increased 31.8% to $31.9 million for the year ended December 31, 
2017 compared with $24.2 million for the year ended December 31, 2016.  This increase was primarily due to increased service 
fee and commission income at both IWS and Trinity.  IWS experienced increased sales of vehicle service agreements due to higher 
automobile sales and improved penetration of its credit union distribution channel.  Trinity experienced increased sales to existing 
customers of both its maintenance support and warranty products.  The increase in service fee and commission income is also 
reflective of the inclusion of PWSC in 2017 following its acquisition effective October 12, 2017.  PWSC service fee and commission 
income was $2.4 million from the date of acquisition through December 31, 2017.

The Extended Warranty operating income was $4.0 million for the year ended December 31, 2017 compared with $0.5 million
for the year ended December 31, 2016.  The increase in operating income is due to the inclusion of PWSC in 2017, as noted above, 
as well as improved revenues, partially offset by related increases in cost of services sold at Trinity and commission expense at 
IWS, for the year ended December 31, 2017 compared to the same period in 2016.  PWSC operating income was $0.9 million 
from the date of acquisition through December 31, 2017.

38

 
KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Leased Real Estate

Leased Real Estate rental income was $13.4 million for the year ended December 31, 2017 compared to $5.4 million for the year 
ended December 31, 2016.   The rental income is derived from CMC's long-term triple net lease.  The Company acquired 81% of 
CMC on July 14, 2016.  The 2017 rental income is reflective of a lease amendment that was executed effective beginning in the 
first quarter of 2017 whereby the tenant will pay an aggregate $25.0 million of additional rental income through May 2034, the 
remaining term of the lease (the "Lease Amendment").  The Leased Real Estate operating income was $3.1 million for the year 
ended December 31, 2017 compared to $0.6 million for the year ended December 31, 2016.  Leased Real Estate operating income 
includes interest expense of $6.3 million and $2.9 million for the years ended December 31, 2017 and 2016, respectively.  See 
"Investments" section below for further discussion.

Net Investment Income 

Net investment income decreased to $2.7 million in 2017 compared to $8.2 million in 2016.  The decrease in 2017 is primarily 
explained by the difference between the $0.4 million net investment loss recorded during 2017 related to the Company’s limited 
liability investment, at fair value compared to the $4.7 million net investment income recorded during 2016 related to the Company’s 
limited liability investment, at fair value.

Net Realized Gains 

The Company incurred net realized gains of $3.8 million in 2017 compared to $0.4 million in 2016.  The net realized gains in 
2017 and 2016 resulted primarily from the liquidation of equity investments in Insurance Underwriting. 

Other-Than-Temporary Impairment Loss

As a result of the analysis performed by the Company to determine declines in market value that are other-than-temporary, the 
Company recorded write downs of $0.3 million for other-than-temporary impairment related to equity investments for the year 
ended December 31, 2017 and $0.1 million and $0.1 million for other-than-temporary impairment related to equity investments 
and limited liability investments, respectively, for the year ended December 31, 2016. 

Amortization of Intangible Assets 

The Company's intangible assets with definite useful lives are amortized over their estimated useful lives.  Amortization of intangible 
assets was $1.2 million in 2017 compared to $1.2 million in 2016. 

Contingent Consideration Benefit 

Contingent consideration benefit was $0.2 million in 2017 compared to $0.7 million in 2016.  The asset purchase agreements 
executed by the Company in 2012 and 2013 related to the acquisitions of IWS and Trinity, respectively, provided for additional 
payments to the former owners of IWS and Trinity contingent upon the achievement of certain targets over future reporting periods.  
Contingent consideration liabilities resulting from the acquisitions of IWS and Trinity were estimated at their respective acquisition 
dates using valuation models designed to estimate the probability of such contingent payments based on various assumptions.  The 
valuation models assume certain achievement of targets, discount rates related to riskiness of the projections used and the time 
value of money to calculate the net present value of future consideration payments. 

The benefit recorded for the year ended December 31, 2017 is attributable to the Company having executed an agreement with 
the former owner of Trinity.  The parties to the Trinity agreement agreed to a fixed payment in exchange for extinguishing the 
rights to future contingent payments.  The benefit recorded for the year ended December 31, 2016 is attributable to the Company 
having executed an agreement with the former owners of IWS.  The parties to the IWS agreement agreed to a fixed payment and 
other consideration in exchange for extinguishing the rights to future contingent payments.  At December 31, 2017 and 2016, the 
Company has total contingent liabilities of $0.0 million and $0.3 million, respectively, which is included in accrued expenses and 
other  liabilities  on  the  consolidated  balance  sheets.    See  Note  25,  "Fair Value  of  Financial  Instruments,"  to  the  Consolidated 
Financial Statements, for further details.  

Impairment of Intangible Assets 

During the year ended December 31, 2017, the Company recorded an impairment charge of $0.3 million related to its insurance 
licenses indefinite lived intangible asset.  The impairment recorded was the result of Mendota and Mendakota surrendering their 
insurance licenses in the state of New Mexico during the first quarter of 2017.  No impairment charges were taken on intangible 
assets during the year ended December 31, 2016. 

39

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Interest Expense not Allocated to Segments

Interest expense not allocated to segments for 2017 was $5.0 million compared to $4.5 million in 2016.  The increase in 2017 is 
attributable to generally higher London interbank offered interest rates for three-month U.S. dollar deposits ("LIBOR") during the 
year ended December 31, 2017 compared to the year ended December 31, 2016.  The Company's subordinated debt bears interest 
at the rate of LIBOR, plus spreads ranging from 3.85% to 4.20%.

Other Income and Expenses not Allocated to Segments, Net

Other income and expenses not allocated to segments was a net expense of $9.4 million in 2017 compared to $7.6 million in 2016.  
The increase in net expense is primarily the result of more general and administrative expense for compensation, employee benefits 
and professional fees in 2017 as compared to 2016, partially offset by a $0.7 million gain recorded during the third quarter of 2017 
related  to  the  termination  of  a  financing  lease,  as  further  discussed  in  Note  15,  "Finance  Lease  Obligation  Liability,"  to  the 
Consolidated Financial Statements.  

Foreign Exchange Losses, Net 

During 2017, the Company incurred foreign exchange losses, net of $0.0 million compared to $0.0 million in 2016. 

Loss on Change in Fair Value of Debt 

The loss on change in fair value of debt amounted to $8.5 million in 2017 compared to $3.7 million in 2016.  The loss for 2017
and 2016 is due to an increase in the fair value of the subordinated debt.  See "Debt" section below for further information.  

Gain on Deconsolidation of Subsidiary 

Prior to the third quarter of 2016, the Company owned 61.0% of the outstanding units of 1347 Investors.  Because the Company 
owned more than 50% of the outstanding units, the Company had been consolidating the financial statements of 1347 Investors.  
During the third quarter of 2016, the Company's ownership percentage in 1347 Investors was reduced to 26.7%.  As a result of 
this change in ownership, the Company recorded a non-cash gain on deconsolidation of 1347 Investors of $5.6 million during the 
third quarter of 2016.  This gain results from removing the carrying value of the noncontrolling interest in 1347 Investors and the 
carrying value of the consolidated net assets of 1347 Investors, which the Company reported prior to the closing of the transaction, 
and recording the fair value of the Company's 26.7% retained noncontrolling investment in 1347 Investors as of the transaction 
date.  Refer to the "Investments" section below and Note 5, "Deconsolidations, Discontinued Operations and Liquidation," to the 
Consolidated Financial Statements, for further discussion.   

Equity in Net Income (Loss) of Investees

Equity in net income of investees was $2.1 million in 2017 compared to equity in net loss of investees of $1.0 million in 2016.  
Equity in net income (loss) of investees represents the Company's investments in Itasca Capital Ltd. and 1347 Capital Corp.  See 
Note 7, "Investment in Investee," to the Consolidated Financial Statements, for further discussion. 

Income Tax Benefit 

Income tax benefit for 2017 was $17.8 million compared to $9.7 million in 2016.  The 2017 income tax benefit is primarily related 
to a release of deferred income tax liabilities and an adjustment to the deferred income tax valuation allowance resulting from the 
Tax Cuts and Jobs Act (the “Tax Act”) enacted on December 22, 2017.  The Tax Act makes broad and complex changes to the 
U.S. tax code, including, but not limited to, a permanent reduction in the U.S. federal corporate income tax rate to 21%.

The Company is subject to the provisions of Accounting Standards Codification 740-10, Income Taxes, which requires that the 
effect on deferred tax income assets and liabilities of a change in tax rates be recognized in the period the tax rate change was 
enacted. In December of 2017, the SEC staff issued Staff Accounting Bulletin 118 ("SAB 118"), which provides that companies 
that have not completed their accounting for the effects of the Tax Act but can determine a reasonable estimate of those effects 
should include a provisional amount based on their reasonable estimate in their financial statements.

Pursuant to SAB 118, the Company recorded provisional amounts for the estimated income tax effects of the Tax Act on deferred 
income taxes.  The Company recorded a $19.0 million decrease to income tax expense in the consolidated statements of operations 
for the year ended December 31, 2017, $18.9 million of which related to a decrease in the Company’s net deferred income tax 
liability as of December 31, 2017 because of the reduction in the corporate income tax rate. 

40

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Although the $19.0 million tax benefit represents what the Company believes is a reasonable estimate of the impact of the income 
tax effects of the Tax Act on the Company’s Consolidated Financial Statements as of December 31, 2017, it should be considered 
provisional.  Any adjustments to the Company's provisional amounts will be reported as a component of the consolidated statements 
of operations during the reporting period in which any such adjustments are determined, all of which will be reported no later than 
the fourth quarter of 2018.

The 2016 income tax benefit is related to the partial release of the Company’s valuation allowance carried against its deferred 
income tax assets as a result of its acquisition of CMC.

See Note 17, "Income Taxes," to the Consolidated Financial Statements, for additional detail of the income tax benefit recorded 
for the years ended December 31, 2017 and 2016, respectively.

Comparison of the Years Ended December 31, 2016 and 2015:

A reconciliation of total segment operating loss to net income for the years ended December 31, 2016 and 2015 is presented in 
Table 2 below:

Table 2 Segment Operating (Loss) Income for the Years Ended December 31, 2016 and 2015  
For the years ended December 31 (in thousands of dollars)

Segment operating (loss) income

Insurance Underwriting

Extended Warranty

 Leased Real Estate

Total segment operating loss

Net investment income

Net realized gains

Other-than-temporary impairment loss

Amortization of intangible assets

Contingent consideration benefit

Interest expense not allocated to segments

Other income and expenses not allocated to segments, net

Foreign exchange losses, net

(Loss) gain on change in fair value of debt

Gain (loss) on deconsolidation of subsidiaries
Equity in net loss of investees

Loss from continuing operations before income tax (benefit) expense

Income tax (benefit) expense
Loss from continuing operations

Income from discontinued operations, net of taxes

Gain on disposal of discontinued operations, net of taxes
Net income

2016

2015

Change

(8,202)
506

627

(7,069)
8,244

360
(157)
(1,242)
657
(4,496)
(7,640)
(15)
(3,721)
5,643
(1,017)
(10,453)
(9,720)
(733)
—

1,255

522

(1,147)
(628)
—

(1,775)
2,955

1,197
(10)
(1,244)
1,139
(5,278)
(3,790)
(1,215)
1,458
(4,420)
(339)
(11,322)
93
(11,415)
1,417

11,267

1,269

(7,055)
1,134

627

(5,294)
5,289
(837)
(147)
2
(482)
782
(3,850)
1,200
(5,179)
10,063
(678)
869
(9,813)
10,682
(1,417)
(10,012)
(747)

Loss from Continuing Operations, Net Income and Diluted Earnings (Loss) per Share 

For the year ended December 31, 2016, we incurred a loss from continuing operations of $0.7 million ($0.05 per diluted share) 
compared to $11.4 million ($0.61 per diluted share) for the year ended December 31, 2015.  The loss from continuing operations 
for the year ended December 31, 2016 is primarily attributable to operating loss in Insurance Underwriting, interest expense not 
allocated to segments, other income and expenses not allocated to segments, net and loss on change in fair value of debt, partially 
offset by net investment income, gain on deconsolidation of subsidiary and income tax benefit.   The loss from continuing operations 
for the year ended December 31, 2015 is primarily attributable to operating losses in Insurance Underwriting and Extended Warranty,  

41

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

interest expense not allocated to segments, other income and expenses not allocated to segments, net and loss on deconsolidation 
of subsidiary, partially offset by net investment income and gain on change in fair value of debt. 

For the year ended December 31, 2016, we reported net income of $0.5 million ($0.01 per diluted share) compared to $1.3 million
($0.04 per diluted share) for the year ended December 31, 2015.   

Insurance Underwriting

For the year ended December 31, 2016, Insurance Underwriting gross premiums written were $132.7 million compared to $116.4 
million for the year ended December 31, 2015, representing a 14.0% increase.  Net premiums written increased 14.0% to $132.5 
million for the year ended December 31, 2016 compared with $116.2 million for the year ended December 31, 2015.  Net premiums 
earned increased 8.7% to $127.6 million for the year ended December 31, 2016 compared with $117.4 million for the year ended 
December 31, 2015.  The increase in gross premiums written, net premiums written and net premiums earned reflect a change in 
the mix of business by state resulting from Insurance Underwriting’s strategic shift to emphasize certain states and de-emphasize 
others while also reflecting the competitive market dynamics of each state.  Of particular note, the Company had recorded increased 
premiums  written  in  Florida,  Texas  and  Nevada  while  reducing  premiums  written  in  Virginia,  a  state  in  which  Insurance 
Underwriting ceased writing new business beginning in the third quarter of 2015. 

The Insurance Underwriting operating loss increased to $8.2 million for the year ended December 31, 2016 compared to $1.1 
million for the year ended December 31, 2015.  The increase in operating loss is primarily attributed to an increase in loss and loss 
adjustment expenses, partially offset by an increase in net premiums earned in 2016 as compared to 2015.  During the fourth 
quarter of 2016, the Company recorded unfavorable development of approximately $9.1 million related to accident years 2015 
and prior in the Company’s continuing operations, while approximately $1.5 million of favorable development was recorded during 
the fourth quarter related to the continuing run-offs at Amigo and MCC.  In response to industry trends of increasing frequency 
and severity, Mendota and MCC have been aggressively increasing premium rates throughout the second half of 2016 and into 
2017.    During  this  same  period,  the  Company  hired  several  new  members  to  the  Insurance  Underwriting  management  team, 
including a new President and two new Vice Presidents to supervise the Claim Department.  The new management team launched 
a number of initiatives related to increasing policy fee income, reducing bad debt expense, outsourcing the first notice of loss 
function, outsourcing much of the salvage and subrogation function and entering into an agreement with an outside vendor to 
migrate to a new policy administration and claim-handling operating platform sometime in 2017.

The Insurance Underwriting loss and loss adjustment expense ratio for 2016 was 81.8% compared to 74.1% in 2015. The increase
in the loss and loss adjustment expense ratio is primarily attributable to the increased loss and loss adjustment expenses recorded 
in the fourth quarter of 2016 related to accident years 2015 and prior as described above.  

The Insurance Underwriting expense ratio was 25.0% in 2016 compared with 27.4% in 2015.  The decrease in the expense ratio 
is primarily due to the increase in net premiums earned and policy fee income for 2016 as compared to 2015.  The Insurance 
Underwriting  expense  ratio  includes  policy  fee  income  of  $9.8  million  and  $8.3  million,  respectively,  for  the  years  ended 
December 31, 2016 and December 31, 2015.    

The Insurance Underwriting combined ratio was 106.8% in 2016 compared with 101.5% in 2015, reflecting the dynamics which 
affected the loss and loss adjustment expense ratio and expense ratio.

Extended Warranty

The Extended Warranty service fee and commission income increased 5.2% to $24.2 million for the year ended December 31, 
2016 compared with $23.0 million for the year ended December 31, 2015.  This increase was due to increased service fee and 
commission income at both IWS and Trinity.  The Extended Warranty operating income was $0.5 million for the year ended 
December 31, 2016 compared with operating loss of $0.6 million for the year ended December 31, 2015.  The increase in operating 
income is primarily related to lower staff-related expenses at Trinity along with increased service fee and commission income at 
both IWS and Trinity for the year ended December 31, 2016 compared to the same period in 2015. 

42

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Leased Real Estate

Leased Real Estate rental income was $5.4 million for the year ended December 31, 2016 compared to zero for the year ended 
December 31, 2015.  The rental income is derived from CMC's long-term triple net lease.  The Company acquired 81% of CMC 
on July 14, 2016.  The Leased Real Estate operating income was $0.6 million for the year ended December 31, 2016 compared to 
zero for the year ended December 31, 2015.  Leased Real Estate operating income includes interest expense of $2.9 million and 
zero for the years ended December 31, 2016 and 2015, respectively.  See "Investments" section below for further discussion.

Net Investment Income 

Net investment income increased to $8.2 million in 2016 compared to $3.0 million in 2015.  The increase in 2016 is is primarily 
due to income from the Company's investment in 1347 Investors.  During 2016, the Company recorded net investment income 
related to this investment of $4.7 million.  

Net Realized Gains 

The Company incurred net realized gains of $0.4 million in 2016 compared to $1.2 million in 2015.  The net realized gains in 
2016 resulted primarily from the liquidation of equity investments in Insurance Underwriting.  The net realized gains in 2015
resulted primarily from the liquidation of limited liability investments in Insurance Underwriting. 

Other-Than-Temporary Impairment Loss

As a result of the analysis performed by the Company to determine declines in market value that are other-than-temporary, the 
Company recorded write downs of $0.1 million and $0.1 million for other-than-temporary impairment related to equity investments 
and limited liability investments, respectively, for the year ended December 31, 2016 and and $0.0 million for other-than-temporary 
impairment related to fixed maturities for the year ended December 31, 2015. 

Amortization of Intangible Assets 

The Company's intangible assets with definite useful lives are amortized over their estimated useful lives.  Amortization of intangible 
assets was $1.2 million in 2016 compared to $1.2 million in 2015. 

Contingent Consideration Benefit 

Contingent consideration benefit was $0.7 million in 2016 compared to $1.1 million in 2015.  The benefit recorded for the year 
ended December 31, 2016 is attributable to the Company having executed an agreement with the former owners of IWS.  The 
asset purchase agreement executed by the Company in 2012 related to the acquisition of IWS provided that additional payments 
were due to the former owners of IWS contingent upon the achievement of certain targets over future reporting periods.  The 
parties to the agreement agreed to a fixed payment and other consideration in exchange for extinguishing the rights to future 
contingent payments.  The benefit recorded for the year ended December 31, 2015 is the result of the Company's evaluation of its 
contingent consideration liabilities.  See Note 25, "Fair Value of Financial Instruments," to the Consolidated Financial Statements, 
for further details. 

Interest Expense not Allocated to Segments

Interest expense not allocated to segments for 2016 was $4.5 million compared to $5.3 million in 2015.  The decrease is attributable 
to the repayment during June 2015 of the outstanding principal balance on the LROC preferred units due June 30, 2015. 

Other Income and Expenses not Allocated to Segments, Net

Other income and expenses not allocated to segments was a net expense of $7.6 million in 2016 compared to $3.8 million in 2015.  
The increase in net expense is primarily the result of a $6.0 million gain recorded during the first quarter of 2015 related to the 
termination  of  the  Company's  management  services  agreement  with  PIH,  as  further  discussed  in  Note  26,  "Related  Party 
Transactions," to the Consolidated Financial Statements, partially offset by less general expense for salaries in 2016 as compared 
to 2015. 

Foreign Exchange Losses, Net 

During 2016, the Company incurred foreign exchange losses, net of $0.0 million compared to $1.2 million in 2015.  Foreign 
exchange losses, net for the year ended December 31, 2015 were incurred primarily related to conversion of the net Canadian 
dollar assets of Kingsway Linked Return of Capital Trust ("KLROC Trust").  The Company deconsolidated KLROC Trust in June 

43

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

2015.  See Note 5, "Deconsolidations, Discontinued Operations and Liquidation," to the Consolidated Financial Statements, for 
further details. 

(Loss) Gain on Change in Fair Value of Debt 

The loss on change in fair value of debt amounted to $3.7 million in 2016 compared to a gain of $1.5 million in 2015.  The 2016
loss is due to an increase in the fair value of the subordinated debt, whereas the 2015 gain is due to a decrease in the fair values 
of the subordinated debt and LROC preferred units.  See "Debt" section below for further information.  

Gain (Loss) on Deconsolidation of Subsidiaries 

During the third quarter of 2016, the Company recorded a non-cash gain on deconsolidation of 1347 Investors of $5.6 million.  
Refer  to  the  "Investments"  section  below  and  Note  5,  "Deconsolidations,  Discontinued  Operations  and  Liquidation,"  to  the 
Consolidated Financial Statements, for further discussion.   

Prior to the second quarter of 2015, the Company beneficially owned and controlled 74.8% of KLROC Trust.  As a result, the 
Company had been consolidating the financial statements of KLROC Trust.  During the second quarter of 2015, the Company’s 
controlling interest in KLROC Trust was reduced to zero upon the Company's repayment of its C$15.8 million outstanding on its 
LROC preferred units due June 30, 2015.  As a result, the Company recorded a non-cash loss on deconsolidation of subsidiary of 
$4.4 million during the year ended December 31, 2015.  This reported loss results from removing the net assets and accumulated 
other comprehensive loss of KLROC Trust from the Company’s consolidated balance sheets.  Refer to Note 5, "Deconsolidations, 
Discontinued Operations and Liquidation," to the Consolidated Financial Statements, for further discussion.   

Equity in Net Loss of Investees

Equity in net loss of investees of $1.0 million and $0.3 million for the years ended December 31, 2016 and 2015, respectively, 
represents the loss related to the Company's investments in Itasca Capital Ltd. and 1347 Capital Corp.  See Note 7, "Investment 
in Investee," to the Consolidated Financial Statements, for further discussion. 

Income Tax (Benefit) Expense 

Income tax benefit for 2016 was $9.7 million compared to income tax expense of $0.1 million in 2015.  The 2016 income tax 
benefit is related to the partial release of the Company’s valuation allowance carried against its deferred income tax assets as a 
result of its acquisition of CMC.  See Note 17, "Income Taxes," to the Consolidated Financial Statements, for additional detail of 
the income tax (benefit) expense recorded for the years ended December 31, 2016 and 2015, respectively.

44

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

INVESTMENTS

Portfolio Composition

All of our investments in fixed maturities and equity investments are classified as available-for-sale and are reported at fair value.  
At December 31, 2017, we held cash and cash equivalents and investments with a carrying value of $145.9 million.  Investments 
held by our insurance subsidiaries must comply with applicable domiciliary state regulations that prescribe the type, quality and 
concentration of investments.  Our U.S. operations typically invest in U.S. dollar-denominated instruments to mitigate their exposure 
to currency rate fluctuations. 

Table 3 below summarizes the carrying value of investments, including cash and cash equivalents, at the dates indicated.

TABLE 3 Carrying value of investments, including cash and cash equivalents
As of December 31 (in thousands of dollars, except for percentages)

Type of investment

Fixed maturities:

U.S. government, government agencies
and authorities
States, municipalities and political
subdivisions

Mortgage-backed

Asset-backed securities and
collateralized mortgage obligations

Corporate

Total fixed maturities

Equity investments:

Common stock

Warrants

Total equity investments

Limited liability investments

Limited liability investment, at fair
value

Other investments

Short-term investments

Total investments

Cash and cash equivalents

Total

Other-Than-Temporary Impairment

2017

% of Total

2016

% of Total

25,244

17.3%

28,148

17.1%

3,783

7,663

2,269

14,255

53,214

7,419

1,575

8,994

25,173

10,314

3,721

151

101,567

44,286

145,853

2.6%

5.3%

1.5%

9.8%

36.5%

5.0%

1.1%

6.1%

17.3%

7.0%

2.6%

0.1%

69.6%

30.4%

100.0%

3,088

8,506

3,467

18,555

61,764

21,426

1,804

23,230

22,974

10,700

9,368

401

128,437

36,475

164,912

1.9%

5.2%

2.1%

11.3%

37.6%

13.0%

1.1%

14.1%

13.9%

6.5%

5.7%

0.2%

78.0%

22.0%

100.0%

The Company performs a quarterly analysis of its investment portfolio to determine if declines in market value are other-than-
temporary.  Further information regarding our detailed analysis and factors considered in establishing an other-than-temporary 
impairment on an investment is discussed within the "Critical Accounting Estimates and Assumptions" section of MD&A. 

As a result of the analysis performed by the Company to determine declines in market value that are other-than-temporary, the 
Company recorded write downs of $0.3 million for other-than-temporary impairment related to equity investments for the year 
ended December 31, 2017, $0.1 million and $0.1 million for other-than-temporary impairment related to equity investments and 
limited  liability  investments,  respectively,  for  the  year  ended  December 31,  2016  and  $0.0  million  for  other-than-temporary 
impairment related to fixed maturities for the year ended December 31, 2015. 

The length of time a fixed maturity investment may be held in an unrealized loss position may vary based on the opinion of the 
investment manager and their respective analyses related to valuation and to the various credit risks that may prevent us from 
recapturing the principal investment.  In the case of a fixed maturity investment where the investment manager determines that 

45

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

there is little or no risk of default prior to the maturity of a holding, we would elect to hold the investment in an unrealized loss 
position until the price recovers or the investment matures.  In situations where facts emerge that might increase the risk associated 
with recapture of principal, the Company may elect to sell a fixed maturity investment at a loss.

Due to the inherent volatility of equity markets, we believe an equity investment may trade from time to time below its intrinsic 
value based on historical valuation measures.  In these situations, an equity investment may be maintained in an unrealized loss 
position for different periods of time based on the underlying economic assumptions driving the investment manager’s valuation 
of the holding.

At December 31, 2017 and 2016, the gross unrealized losses for fixed maturities and equity investments amounted to $1.4 million
and $1.0 million, respectively, and there were no unrealized losses attributable to non-investment grade fixed maturities.  At each 
of December 31, 2017 and December 31, 2016, all unrealized losses on individual investments were considered temporary. 

Limited Liability Investments

The Company owns investments in various limited liability companies ("LLCs") and limited partnerships ("LPs") that primarily 
invest in income-producing real estate or real estate related investments.  The Company's investments in these LLCs and LPs are 
accounted for under the equity method of accounting and reported as limited liability investments in the consolidated balance 
sheets.  The most recently available financial statements of the LLCs and LPs are used in applying the equity method.  The difference 
between the end of the reporting period of the LLCs and LPs and that of the Company is no more than three months.  Most of the 
real estate investments are held on a triple net lease basis whereby the lessee agrees to pay all real estate taxes, building insurance 
and maintenance.  Table 4 below presents additional information pertaining to the limited liability investments at December 31, 
2017 and 2016. 

TABLE 4  Limited liability investments
As of December 31 (in thousands of dollars)

Triple net lease limited liability investments

Other real estate related limited liability investments

Non-real estate limited liability investments

Total

Triple Net Lease Investments

2017

13,010

4,167

7,996

25,173

 Carrying Value

2016

12,190

3,904

6,880

22,974

Table 5 below presents total income from triple net lease investments included in the Company’s loss from continuing operations 
for the years ended December 31, 2017, 2016 and 2015.

TABLE 5  Income from triple net lease investments included in loss from continuing operations
For the years ended December 31 (in thousands of dollars)

Income from triple net lease limited liability investments

Income from CMC operations

Non-recurring income tax benefit related to CMC

Total income included in loss from continuing operations
as a result of triple net lease investments and CMC 
acquisition

2017

1,852

2,517

17,302

2016

1,381

519

9,915

21,671

11,815

2015

1,701

—

—

1,701

The Company has been increasing its exposure to triple net lease investments.  These can take the form of limited liability investments 
as well as the Company’s investment in CMC.  See Note 4, "Acquisitions," to the Consolidated Financial Statements for further 
discussion regarding CMC. 

46

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Income from triple net lease limited liability investments in the table above is recognized based on the Company's share of the 
earnings of the limited liability entities and is included in net investment income in the Company’s consolidated statements of 
operations. 

Income from CMC operations in the table above for the years ended December 31, 2017 and 2016, is comprised of Leased Real 
Estate segment operating income of $3.1 million and $0.6 million, respectively, amortization of intangible assets of $0.1 million
and $0.0 million, respectively and income tax expense of $0.5 million and $0.1 million, respectively.

Non-recurring income tax benefit related to CMC in the table above for the year ended December 31, 2017 relates to the decrease 
in CMC's net deferred income tax liabilities as a result of the reduction in the corporate income tax rate due to the Tax Act. See 
Note 17, "Income Taxes," to the Consolidated Financial Statements for further discussion regarding the Tax Act.  Non-recurring 
income tax benefit related to CMC in the table above for the year ended December 31, 2016 is related to the partial release of the 
Company's valuation allowance carried against its deferred income tax assets as a result of the acquisition of CMC. 

With respect to CMC, the Company expects to record income each year based upon the rental income recognized under its existing 
triple net lease agreement on the Real Property less operating expenses, which are comprised principally of interest on the Mortgage 
and depreciation and amortization of certain of the assets acquired.  Over the next three years, the Company generally expects to 
recognize in its consolidated statements of operations income of approximately $2.8 to $3.1 million per year related to its ownership 
of CMC.  Because of the Lease Amendment, CMC may be in a position to distribute to the Company some of the cash received 
from the additional rental income.  Any material cash flow to the Company, however, remains likely to occur only upon the 
occurrence of one of the three events that would trigger payment of service fees.  There can be no assurance as to the timing of 
the occurrence, or the resulting outcome, from one of these events.  Refer to the "Liquidity and Capital Resources" section below 
for further discussion.

Limited Liability Investment, at Fair Value 

The Company's investment in 1347 Investors is accounted for at fair value and reported as limited liability investment, at fair value 
in the consolidated balance sheets.  As of December 31, 2017 and December 31, 2016, the carrying value of the Company's limited 
liability investment, at fair value was $10.3 million and 10.7 million, respectively. 

Originally, the Company owned 61.0% of the outstanding units of 1347 Investors.  Because the Company owned more than 50% 
of the outstanding units, 1347 Investors had been included in the consolidated financial statements of the Company.  1347 Investors 
had an investment in the common stock and private units of 1347 Capital Corp. which was reflected in investment in investee in 
the consolidated balance sheets.  1347 Capital Corp. was formed for the purpose of entering into a merger, share exchange, asset 
acquisition or other similar business combination with one or more businesses or entities.

On July 21, 2016, Limbach Holdings LLC announced the closing of its previously announced merger with 1347 Capital Corp. 
and was renamed Limbach Holdings, Inc. ("Limbach").  As a result of this transaction, the Company's ownership percentage in 
1347 Investors was reduced from 61.0% to 26.7%, leading the Company to record a $5.6 million gain during the third quarter of 
2016 related to the deconsolidation of 1347 Investors.  This gain resulted from removing the carrying value of the noncontrolling 
interest in 1347 Investors and the carrying value of the consolidated net assets of 1347 Investors, and recording the fair value at 
the time of the transaction of the Company's 26.7% retained investment in 1347 Investors.  At the time of the transaction, the 
noncontrolling interest representing 39.0% of 1347 Investors had been carried by the Company at $1.5 million.

As a result of recording a gain of $5.6 million in the consolidated statements of operations and a reduction to shareholders’ equity 
of $1.5 million from the removal of the noncontrolling interest in 1347 Investors, the Company reported a net increase in its 
shareholders' equity of $4.1 million during the third quarter of 2016 related to the closing of the Limbach merger and the related 
deconsolidation of 1347 Investors.  Following the transaction, the principal asset of 1347 Investors is its holdings of Limbach 
common shares.

During the fourth quarter of 2016, the Company made an irrevocable election to account for its remaining 26.7% investment in 
1347 Investors at fair value, with any changes in fair value to be reported in net investment income in the consolidated statements 
of operations.  The fair value of this investment is calculated based on a model that distributes the net equity of 1347 Investors to 
all classes of membership interests.  The model uses quoted market prices and significant market observable inputs.  The Company 
recorded net investment loss of $0.4 million and net investment income of $4.7 million related to this investment for the years 
ended December 31, 2017 and 2016, respectively. 

47

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

PROPERTY AND CASUALTY UNPAID LOSS AND LOSS ADJUSTMENT EXPENSES

Property and casualty unpaid loss and loss adjustment expenses represent the estimated liabilities for reported loss events, IBNR 
loss events and the related estimated loss adjustment expenses. 

Tables 6 and 7 present distributions, by line of business, of the provision for property and casualty unpaid loss and loss adjustment 
expenses gross and net of external reinsurance, respectively.  

TABLE 6    Provision for property and casualty unpaid loss and loss adjustment expenses - gross

As of December 31 (in thousands of dollars)

Line of Business

Non-standard automobile

Commercial automobile

Other

Total

2017

62,219

580

853

63,652

2016

52,115

918

762

53,795

TABLE 7    Provision for property and casualty unpaid loss and loss adjustment expenses - net of reinsurance recoverable
As of December 31 (in thousands of dollars)

Line of Business

Non-standard automobile

Commercial automobile

Other

Total

Non-Standard Automobile

2017

62,053

572

853

63,478

2016

51,497

855

762

53,114

At December 31, 2017 and 2016, the gross provisions for property and casualty unpaid loss and loss adjustment expenses for our 
non-standard automobile business were $62.2 million and $52.1 million, respectively.  The increase is primarily due to an increase 
in unpaid loss and loss adjustment expenses at Mendota.

Commercial Automobile

At December 31, 2017 and 2016, the gross provisions for property and casualty unpaid loss and loss adjustment expenses for our 
commercial automobile business were $0.6 million and $0.9 million, respectively.  This decrease is primarily due to the continuing 
voluntary run-off of Amigo. 

Information with respect to development of our provision for prior years' property and casualty loss and loss adjustment expenses 
is presented in Table 8.  

TABLE 8    Increase (decrease) in prior years' provision for property and casualty loss and loss adjustment expenses by 
line of business and accident year

For the year ended December 31, 2017 (in thousands of dollars)

Accident Year

2012 & prior
2013

2014

2015

2016

Total

Non-standard
Automobile

Commercial
Automobile

227
149

862

3,383

15,579

20,200

285
40

—
(13)
—

312

48

Other

182
—

—

—

—

182

Total

694
189

862

3,370

15,579

20,694

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

For the year ended December 31, 2016 (in thousands of dollars)

Accident Year

2011 & prior

2012

2013

2014

2015

Total

Non-standard
Automobile

Commercial
Automobile

(193)

338

205

1,524

5,902

7,776

201

325
(224)
—

—

302

For the year ended December 31, 2015 (in thousands of dollars)

Accident Year

2010 & prior

2011
2012

2013

2014

Total

Non-standard
Automobile

(457)

(451)
1,018

(935)

2,300

1,475

Commercial
Automobile
(406)
(7)
(432)
(134)
—
(979)

Other

17

—

—

—

—

17

Other

120

—
—

—

—

120

Total

25

663
(19)
1,524

5,902

8,095

Total
(743)
(458)
586
(1,069)
2,300

616

The net movements in prior years' provisions for property and casualty loss and loss adjustment expenses, net of reinsurance, was 
an increase of $20.7 million, $8.1 million and $0.6 million, respectively, for the years ended December 31, 2017, 2016 and 2015.  
Table 8 identifies the relative contribution of the increases (decreases) in the provisions for property and casualty loss and loss 
adjustment expenses attributable to the respective lines of business and accident years.  

The unfavorable development in 2017 was primarily related to the increase in property and casualty loss and loss adjustment 
expenses at Mendota.  The Company experienced an accelerated recognition and payment of claim exposures during 2017 related 
to accident years 2016 and prior as a result of two primary factors.  First, the non-standard automobile industry experienced an 
increase in claim severities related to material damage and third-party injury claims.  Second, the Company experienced significant 
disruptions  within  its  claim  staff  during  2016,  resulting  in  a  build-up  of  its  claim  inventory.   Mendota  installed  a  new  claim 
management team during the fourth quarter of 2016.  This new claim management team overhauled the claim department staff 
and claim processes throughout 2017 and began the task of reducing the pending inventory of open claims; however, the age of 
the outstanding claims combined with the deteriorating industry trends led to a significant increase in claim payments beyond 
what had been previously reserved for accident years 2016 and prior.  The unfavorable development in 2016 was primarily related 
to the increase in property and casualty loss and loss adjustment expenses at Mendota and MCC, offset by a decrease in property 
and casualty loss and loss adjustment expenses due to the continuing voluntary run-off of Amigo.  Refer to the "Results of Continuing 
Operations, Insurance Underwriting" section above for further discussion.  The unfavorable development in 2015 was primarily 
related to the increase in property and casualty loss and loss adjustment expenses at Mendota, offset by a decrease in property and 
casualty loss and loss adjustment expenses due to the continuing voluntary run-offs of Amigo and MCC.  Original estimates are 
increased or decreased as additional information becomes known regarding individual claims. 

DEBT

Note Payable

As part of the acquisition of CMC, the Company assumed the Mortgage and recorded the Mortgage at its estimated fair value of 
$191.7 million, which included the unpaid principal amount of $180.0 million as of the date of acquisition plus a premium of $11.7 
million.  The Mortgage matures on May 15, 2034 and has a fixed interest rate of 4.07%.  The Mortgage is carried in the consolidated 
balance sheets at its amortized cost, which reflects the monthly pay-down of principal as well as the amortization of the premium 
using the effective interest rate method. 

49

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Bank Loan

On October 12, 2017, the Company borrowed a principal amount of $5.0 million from a bank to partially finance its acquisition 
of PWSC.  The bank loan matures on October 12, 2022 and has a fixed interest rate of 5.0%.  The bank loan is carried in the 
consolidated balance sheets at its unpaid principal balance. 

Subordinated Debt

Between December 4, 2002 and December 16, 2003, six subsidiary trusts of the Company issued $90.5 million of 30-year capital 
securities to third-parties in separate private transactions.  In each instance, a corresponding floating rate junior subordinated 
deferrable interest debenture was then issued by Kingsway America Inc. to the trust in exchange for the proceeds from the private 
sale.  The floating rate debentures bear interest at the rate of LIBOR, plus spreads ranging from 3.85% to 4.20%.  The Company 
has the right to call each of these securities at par value any time after five years from their issuance until their maturity.  During 
the first quarter of 2011, the Company gave notice to its Trust Preferred trustees of its intention to exercise its voluntary right to 
defer interest payments for up to 20 quarters, pursuant to the contractual terms of its outstanding indentures, which permit interest 
deferral.  This action does not constitute a default under the Company's Trust Preferred indentures or any of its other debt indentures.  
On November 6, 2015, the Company paid $22.1 million to its Trust Preferred trustees to be used by the trustees to pay the interest 
which the Company had been deferring since the first quarter of 2011.  

The  Company's  subordinated  debt  is  measured  and  reported  at  fair  value.   At  December 31,  2017,  the  carrying  value  of  the 
subordinated debt is $52.1 million.  The fair value of the subordinated debt is calculated using a model based on significant market 
observable inputs and inputs developed by a third party.  For a description of the market observable inputs and inputs developed 
by a third party used in determining fair value of debt, see Note 25, "Fair Value of Financial Instruments," to the Consolidated 
Financial Statements.  

During the year ended December 31, 2017, the market observable swap rates changed, and the Company experienced a decrease 
in the credit spread assumption developed by the third party.  Changes in the market observable swap rates affect the fair value 
model  in  different  ways.   An  increase  in  the  LIBOR  swap  rates  has  the  effect  of  increasing  the  fair  value  of  the  Company's 
subordinated debt while an increase in the risk-free swap rates has the effect of decreasing the fair value.  The decrease in the 
credit spread assumption has the effect of increasing the fair value of the Company's subordinated debt while an increase in the 
credit spread assumption has the effect of decreasing the fair value.  The other primary variable affecting the fair value of debt 
calculation is the passage of time, which will always have the effect of increasing the fair value of debt.  The changes to the credit 
spread and swap rate variables during 2017, along with the passage of time, contributed to the $8.5 million increase in fair value 
of the Company’s subordinated debt between December 31, 2016 and December 31, 2017.  This increase in fair value is reported 
as loss on change in fair value of debt in the Company’s consolidated statements of operations. 

Though the changes in the model assumptions will continue to introduce volatility each quarter to the Company’s reported gain 
or loss on change in fair value of debt, the fair value of the Company’s subordinated debt will eventually equal the principal value 
of the subordinated debt by the time of the stated redemption date of each trust, beginning with the trust maturing on December 
4, 2032 and continuing through January 8, 2034, the redemption date of the last of the Company’s outstanding trusts.  As a result, 
it should be expected that, on average, the Company will continue to report quarterly and annual losses on change in fair value of 
debt and that from time to time these quarterly and annual losses may be material to the Company’s results of operations.

For a description of each of the Company's six subsidiary trusts, see Note 14, "Debt," to the Consolidated Financial Statements.  

LIQUIDITY AND CAPITAL RESOURCES 

The purpose of liquidity management is to ensure there is sufficient cash to meet all financial commitments and obligations as 
they fall due. The liquidity requirements of the Company and its subsidiaries have been met primarily by funds generated from 
operations, capital raising, disposal of discontinued operations, investment maturities and income and other returns received on 
investments or from the sale of investments.  Cash provided from these sources is used primarily for making investments and for 
loss and loss adjustment expense payments, debt servicing and other operating expenses. The timing and amount of payments for 
loss and loss adjustment expenses may differ materially from our provisions for unpaid loss and loss adjustment expenses, which 
may create increased liquidity requirements. 

50

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

Cash Flows

During 2017, the net cash used in operating activities as reported on the consolidated statements of cash flows was $19.0 million.    
The reconciliation between the Company's reported net loss of $11.1 million and the net cash used in operating activities of $19.0 
million can be explained primarily by the deferred income tax benefit of 18.4 million, the increase in other receivables of $3.8 
million, the increase in other net assets of $3.8 million, net realized gains of $3.8 million and the decrease in unearned premiums 
of $3.5 million, partially offset by the increase in liability for unpaid loss and loss adjustment expenses of $9.7 million, the loss 
on change in fair value of debt of $8.5 million, depreciation and amortization expense of $5.6 million and the decrease in premiums 
and service fee receivable of $2.2 million.

During 2017, the net cash provided by investing activities as reported on the consolidated statements of cash flows was $24.6 
million.  This source of cash was driven primarily by proceeds from sales and maturities of fixed maturities, equity investments, 
other investments and short-term investments in excess of purchases of fixed maturities, equity investments and limited liability 
investments and net cash used for acquisition of business. 

During 2017, the net cash provided by financing activities as reported on the consolidated statements of cash flows was $2.2 
million.  This source of cash is attributed to proceeds from the bank loan net of principal repayments of $4.9 million, partially 
offset by principal repayments of $2.6 million on the Company's note payable.

In summary, as reported on the consolidated statements of cash flows, the Company's net increase in cash and cash equivalents 
during 2017 was $7.8 million.

The Company's Insurance Underwriting subsidiaries fund their obligations primarily through premium and investment income 
and maturities in the investments portfolios.  The Company's Extended Warranty subsidiaries fund their obligations primarily 
through service fee and commission income. The Company's Leased Real Estate subsidiary funds its obligations through rental 
income. 

The liquidity of the holding company is managed separately from its subsidiaries.  Actions available to the holding company to 
raise liquidity in order to meet its obligations include the sale of passive investments; sale of subsidiaries; issuance of debt or 
equity securities; certain excess cash flow from the Company’s Extended Warranty subsidiaries and giving notice to its Trust 
Preferred trustees of its intention to exercise its voluntary right to defer interest payments for up to 20 quarters, which right the 
Company previously exercised during the period from the first quarter of 2011 through the fourth quarter of 2015.

Receipt of dividends from the Insurance Underwriting subsidiaries is not generally considered a source of liquidity for the holding 
company.  The insurance subsidiaries require regulatory approval for the return of capital and, in certain circumstances, prior to 
the payment of dividends.  At December 31, 2017, the U.S. insurance subsidiaries of the Company were restricted from making 
any dividend payments to the holding company without regulatory approval pursuant to the domiciliary state insurance regulations.

Receipt of dividends from the Extended Warranty subsidiaries is limited for the holding company at this time even though excess 
cash generated by Trinity’s operating results is freely available for distribution to the holding company.  IWS is somewhat constrained 
from paying dividends, given the existence of a 10% minority owner of its common equity, and PWSC is constrained from paying 
dividends while the bank loan incurred to partially finance the acquisition of PWSC remains outstanding. 

Receipt of dividends from the Leased Real Estate segment is not generally considered a source of liquidity for the holding company.   
Because of the Lease Amendment, CMC may be in a position to distribute to the Company some of the cash received from the 
additional rental income.  Any material cash flow to the Company, however, to help the Company meet its holding company 
obligations remains likely to occur only upon the occurrence of one of the three events described in the next paragraph that would 
trigger payment of service fees. There can be no assurance as to the timing of the occurrence, or the resulting outcome, from one 
of these events.    

Pursuant to the terms of the management services agreement entered into at the closing of the acquisition of CMC, an affiliate of 
the seller (the "Service Provider") will provide certain services to CMC and its subsidiaries in exchange for service fees.  Such 
services (collectively, the "Services") will include (i) causing an affiliate of the Service Provider to guaranty certain obligations 
of the Property Owner (pursuant to an Indemnity and Guaranty Agreement between such affiliate and the holder of the Mortgage 
(the "Mortgagor")), (ii) providing certain individuals to serve as members of the board of directors and/or certain executive officers 
of CMC and/or its subsidiaries and (iii) providing asset management services with respect to the Real Property.  In exchange for 
the Services, the Property Owner will pay certain fees to the Service Provider.  The payment of such service fees may be triggered 
by (i) a sale of the Real Property, (ii) a restructuring of the lease to which the Real Property is subject or (iii) a refinancing or 
restructuring of the Mortgage.  The amount of the service fees will range from 40%-80% of the net proceeds generated by the 

51

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

event triggering the payment of the service fees (depending on the nature and timing of the triggering event).  The Lease Amendment 
has not triggered the payment of service fees to the Service Provider.

The holding company’s liquidity, defined as the amount of cash in the bank accounts of Kingsway Financial Services Inc. and 
Kingsway America Inc., was $0.6 million and $14.9 million at December 31, 2017 and December 31, 2016, respectively.  These 
amounts are reflected in the cash and cash equivalents of $44.3 million and $36.5 million reported at December 31, 2017 and 
December 31, 2016, respectively, on the Company’s consolidated balance sheets.  The cash and cash equivalents other than the 
holding company’s liquidity represent restricted and unrestricted cash held by the Company’s Insurance Underwriting, Extended 
Warranty and Leased Real Estate subsidiaries and are not considered to be available to meet holding company obligations, which 
primarily consist of interest payments on subordinated debt; holding company operating expenses; transaction-driven expenses 
of the Company’s merchant banking activities; investments; and any other extraordinary demands on the holding company.

The holding company’s liquidity of $0.6 million at December 31, 2017 represented approximately one month of interest payments 
on subordinated debt and regularly recurring operating expenses before any transaction-driven expenses of the Company’s merchant 
banking activities, any new holding company investments or any other extraordinary demands on the holding company.  Subsequent 
to December 31, 2017, holding company liquidity increased, primarily as a result of the sale of holding company investments.  As 
of the filing date of the Company’s 2017 Annual Report, the holding company’s liquidity of $6.1 million represented approximately 
7 months of interest payments on subordinated debt and regularly recurring operating expenses before any transaction-driven 
expenses of the Company’s merchant banking activities, any new holding company investments or any other extraordinary demands 
on the holding company.

While the Company believes it has sources of liquidity available to allow it to continue to meet its holding company obligations, 
there can be no assurance that such sources of liquidity will be available when needed.

Regulatory Capital

In  the  United  States,  a  risk-based  capital  ("RBC")  formula  is  used  by  the  National Association  of  Insurance  Commissioners 
("NAIC") to identify property and casualty insurance companies that may not be adequately capitalized.  In general, insurers 
reporting surplus as regards policyholders below 200% of the authorized control level, as defined by the NAIC, at December 31 
are subject to varying levels of regulatory action, including discontinuation of operations.  As of December 31, 2017, surplus as 
regards policyholders reported by each of our insurance subsidiaries, with the exception of Mendota, exceeded the 200% threshold.

As of December 31, 2017, Mendota's RBC was 196%, which is at the company action level, as defined by the NAIC.  Mendota 
has prepared a comprehensive RBC plan, which it filed with the Minnesota Department of Commerce ("MNDOC") on March 15, 
2018.  The comprehensive plan is intended to outline Mendota's future plans, including the current and projected RBC level, and 
is subject to approval by the MNDOC.  Achievement of the comprehensive plan depends on future events and circumstances, the 
outcome of which cannot be assured.   As part of the Company’s response to improve Mendota’s RBC and to reduce the risk profile 
of its business, Mendota entered into a 50% quota share reinsurance agreement with a highly rated reinsurer, effective February 
1, 2018, for all premiums written with the exception of premium written in California.  The reinsurance arrangement will reduce 
Mendota’s net premiums written during 2018, which will reduce the risk-based capital charge assigned to the business and should, 
as a result, improve Mendota’s RBC.  MCC also entered into a 50% quota share reinsurance agreement with the same reinsurer, 
effective February 1, 2018.

During the fourth quarter of 2012, the Company began taking steps to place all of Amigo into voluntary run-off.  As of December 
31, 2012, Amigo’s  RBC was 157%.  In April 2013, Kingsway  filed a comprehensive run-off  plan with the Florida Office of 
Insurance Regulation, which outlines plans for Amigo's run-off.  Amigo remains in compliance with that plan.  As of December 31, 
2017, Amigo's RBC was 5,206%.  

Kingsway previously placed MCC into voluntary run-off in early 2011.  At the time it was placed into voluntary run-off, MCC's 
RBC was 160%.  MCC entered into a comprehensive run-off plan approved by the Illinois Department of Insurance in June 2011.  
MCC remains in compliance with that plan.  As of December 31, 2017, MCC's RBC was 1,008%.

Our reinsurance subsidiary, which is domiciled in Barbados, is required by the regulator in Barbados to maintain minimum capital 
levels.  As of December 31, 2017, the capital maintained by Kingsway Reinsurance Corporation was in excess of the regulatory 
capital requirements in Barbados.

The Illinois Department of Insurance completed in 2016 a financial examination of MCC for the five-year period ending December 
31, 2015.  No financial statement adjustments were required.  The Florida Office of Insurance Regulation ("FOIR") completed in 

52

KINGSWAY FINANCIAL SERVICES INC.
Management's Discussion and Analysis

2016 a financial examination of Amigo for the three-year period ending December 31, 2014  and completed in the first quarter of 
2018 a financial examination of Amigo for the two-year period ending December 31, 2016.  No financial statement adjustments 
were required as a result of either examination.  In 2017, the MNDOC began a financial examination of Mendota and Mendakota 
for the five-year period ending December 31, 2016.  This examination is expected to be completed by June 30, 2018.  Despite the 
results  of  the  recently  completed  financial  examinations  of  MCC  and Amigo,  there  can  be  no  assurance  that  the  domiciliary 
regulators in general, or the MNDOC in particular with respect to the continuing financial examination of Mendota and Mendakota, 
will not propose financial adjustments or take other actions that would be material to the Company’s business, results of operations 
or financial condition.

CONTRACTUAL OBLIGATIONS

Table 9 summarizes cash disbursements related to the Company's contractual obligations projected by period, including debt 
maturities, interest payments on outstanding debt, the provision for unpaid loss and loss adjustment expenses and future minimum 
payments under operating leases.  Interest payments in Table 9 related to the subordinated debt assume LIBOR remains constant 
throughout the projection period.

Our provision for unpaid loss and loss adjustment expenses does not have contractual payment dates.  In Table 9 below, we have 
included a projection of when we expect our unpaid loss and loss adjustment expenses to be paid, based on historical payment 
patterns.  The exact timing of the payment of unpaid loss and loss adjustment expenses cannot be predicted with certainty.  We 
maintain an investments portfolio with varying maturities and a substantial amount in short-term investments to provide adequate 
cash flows for the projected payments in Table 9.  The unpaid loss and loss adjustment expenses in Table 9 have not been reduced 
by amounts recoverable from reinsurers.

TABLE 9 Cash payments related to contractual obligations projected by period
As of December 31, 2017 (in thousands of dollars)

Note payable

Bank loan

Subordinated debt

Interest payments on outstanding debt

Unpaid loss and loss adjustment expenses

Future minimum lease payments

Total

OFF-BALANCE SHEET ARRANGEMENTS

2018

2,981

1,000

—

12,760

44,662

1,496

62,899

2019

3,337

1,000

—

12,581

13,307

1,215

31,440

2020

3,712

1,000

—

2021

4,108

1,000

—

2022 Thereafter

Total

4,526

157,472

176,136

917

—

—

90,500

4,917

90,500

12,388

12,180

11,955

110,956

172,820

5,244

525

2,022

422

690

424

506

234

66,431

4,316

22,869

19,732

18,512

359,668

515,120

The Company has an off-balance sheet arrangement related to a guarantee, which is further described in Note 27, "Commitments 
and Contingent Liabilities," to the Consolidated Financial Statements. 

53

KINGSWAY FINANCIAL SERVICES INC.

Item 7A. Quantitative and Qualitative Disclosures About Market Risk 

Market Risk

Market risk is the risk that we will incur losses due to adverse changes in interest or currency exchange rates and equity prices.  
We have exposure to market risk through our investment activities and our financing activities.

Given our U.S. operations typically invest in U.S. dollar denominated fixed maturity instruments, our primary market risk exposures 
in the investments portfolio are to changes in interest rates.  Periodic changes in interest rate levels generally affect our financial 
results to the extent that the investments are recorded at market value and reinvestment yields are different than the original yields 
on maturing instruments.  During periods of rising interest rates, the market values of the existing fixed maturities will generally 
decrease.  The reverse is true during periods of declining interest rates.

We manage our exposure to risks associated with interest rate fluctuations through active review of our investment portfolio by 
our management and Board, consultation with third-party financial advisors and by managing the maturity profile of our fixed 
maturity portfolio.  Our goal is to maximize the total after-tax return on all of our investments.  An important strategy we employ 
to achieve this goal is to try to hold enough in cash and short-term investments in order to avoid liquidating longer-term investments 
to pay loss and loss adjustment expenses.

Table 10 below summarizes the fair value by contractual maturities of the fixed maturities portfolio, excluding cash and cash 
equivalents, at December 31, 2017 and 2016.

TABLE 10 Fair value of fixed maturities by contractual maturity date
As of December 31 (in thousands of dollars, except for percentages)

Due in less than one year

Due in one through five years

Due after five through ten years

Due after ten years

Total

2017

11,154

33,791

3,780

4,489

53,214

% of Total

21.0%

63.5%

7.1%

8.4%

100.0%

2016

6,561

40,750

4,552

9,901

61,764

% of Total

10.6%

66.0%

7.4%

16.0%

100.0%

At December 31, 2017, 84.5% of fixed maturities, including treasury bills, government bonds and corporate bonds, had contractual 
maturities of five years or less.  Actual maturities may differ from contractual maturities because certain issuers have the right to 
call or prepay obligations with or without call or prepayment penalties.  The Company holds cash and high-grade short-term assets 
that, along with fixed maturities, management believes are sufficient in amount for the payment of unpaid loss and loss adjustment 
expenses and other obligations on a timely basis.  In the event additional cash is required to meet obligations to our policyholders 
and customers, we believe that the high-quality investments in the portfolios provide us with sufficient liquidity.

Based upon the results of interest rate sensitivity analysis, Table 11 below shows the interest rate risk of our investments in fixed 
maturities, measured in terms of fair value (which is equal to the carrying value for all our fixed maturity securities).

TABLE 11 Sensitivity analysis on fixed maturities 
As of December 31 (in thousands of dollars)

As of  December 31, 2017

Estimated fair value

Estimated increase (decrease) in fair value

As of  December 31, 2016

Estimated fair value

Estimated increase (decrease) in fair value

100 Basis Point
Decrease in
Interest Rates

No Change

100 Basis Point
Increase in
Interest Rates

$

$

$

$

54,411

1,197

63,303

1,539

$

$

$

$

53,214

$

— $

52,017
(1,197)

61,764

$

— $

60,225
(1,539)

54

KINGSWAY FINANCIAL SERVICES INC.

We use both fixed and variable rate debt as sources of financing.  Because our subordinated debt is LIBOR-based, our primary 
market risk related to financing activities is to changes in LIBOR.  As of December 31, 2017, each one hundred basis point increase 
in LIBOR would result in an approximately $0.9 million increase in our annual interest expense.

Equity Risk

Equity risk is the risk we will incur economic losses due to adverse changes in equity prices. Our exposure to changes in equity 
prices  results  from  our  holdings  of  common  stock.    We  principally  manage  equity  price  risk  through  industry  and  issuer 
diversification and asset allocation techniques and by continuously evaluating market conditions.

Credit Risk

Credit risk is defined as the risk of financial loss due to failure of the other party to a financial instrument to discharge an obligation.  
Credit risk arises from our positions in short-term investments, corporate debt instruments and government bonds.

The Investment Committee of the Board of Directors is responsible for the oversight of key investment policies and limits.  These 
policies and limits are subject to annual review and approval by the Investment Committee.  The Investment Committee is also 
responsible for ensuring these policies are implemented and procedures are in place to manage and control credit risk.

Table  12  below  summarizes  the  composition  of  the  fair  values  of  fixed  maturities,  excluding  cash  and  cash  equivalents,  at 
December 31, 2017 and 2016, by rating as assigned by Standard and Poor's ("S&P") or Moody's Investors Service ("Moody's").  
Fixed maturities consist of predominantly high-quality instruments in corporate and government bonds with approximately 90.1%
of those investments rated 'A' or better at December 31, 2017.  'Not Rated' in Table 12 below includes $3.0 million of 8% preferred 
stock of 1347 Property Insurance Holdings, Inc., redeemable on February 24, 2020.  During the first quarter of 2018, the preferred 
stock was redeemed at its par value of $3.0 million. 

TABLE 12 Credit ratings of fixed maturities 
As of December 31 (ratings as a percentage of total fixed maturities)

Rating (S&P/Moody's)

AAA/Aaa

AA/Aa

A/A

Percentage rated A/A2 or better

BBB/Baa

BB/Ba

Not rated

Total

2017

70.6%

7.4

12.1

90.1%

2.6

1.1

6.2

2016

69.5%

6.4

14.3

90.2%

3.8

1.0

5.0

100.0%

100.0%

55

KINGSWAY FINANCIAL SERVICES INC.

Item 8.   Financial Statements and Supplementary Data.

Index to the Consolidated Financial Statements of

Kingsway Financial Services Inc.

Report of Independent Registered Public Accounting Firm

Consolidated Balance Sheets at December 31, 2017 and 2016

Consolidated Statements of Operations for the Years Ended December 31, 2017, 2016 and 2015

Consolidated Statements of Comprehensive (Loss) Income for the Years Ended December 31, 2017, 2016
and 2015

Consolidated Statements of Shareholders' Equity for the Years Ended December 31, 2017, 2016 and 2015

Consolidated Statements of Cash Flows for the Years Ended December 31, 2017, 2016 and 2015

Notes to the Consolidated Financial Statements

Note 1-Business

Note 2-Summary of Significant Accounting Policies

Note 3-Recently Issued Accounting Standards

Note 4-Acquisitions

Note 5-Deconsolidations, Discontinued Operations and Liquidation

Note 6-Investments

Note 7-Investment in Investee

Note 8-Reinsurance

Note 9-Deferred Acquisition Costs

Note 10-Goodwill

Note 11-Intangible Assets

Note 12-Property and Equipment

Note 13-Unpaid Loss and Loss Adjustment Expenses

Note 14-Debt

Note 15-Finance Lease Obligation Liability

Note 16-Leases

Note 17-Income Taxes

Note 18-Loss from Continuing Operations per Share

Note 19-Stock-Based Compensation

Note 20-Employee Benefit Plan

Note 21-Class A Preferred Stock

Note 22-Shareholders' Equity

Note 23-Accumulated Other Comprehensive Loss

Note 24-Segmented Information

Note 25-Fair Value of Financial Instruments

Note 26-Related Party Transactions

Note 27-Commitments and Contingent Liabilities

Note 28-Regulatory Capital Requirements and Ratios

Note 29-Statutory Information and Policies

Note 30-Selected Quarterly Financial Data (Unaudited)

56

57

59

60

61

62

63

65

65

65

71

72

75

77

81

82

83

83

83

85

86

89

90

90

91

95

95

97

97

98

99

100

103

106

106

107

107

109

Tel:   616-774-7000 
Fax:  616-776-3680 
www.bdo.com 

200 Ottawa Avenue NW, Suite 300 
Grand Rapids, MI 49503 

Report of Independent Registered Public Accounting Firm 

Board of Directors and Shareholders 
Kingsway Financial Services Inc. 
Itasca, Illinois 

Opinion on the Consolidated Financial Statements  

We have audited the accompanying consolidated balance sheets of Kingsway Financial Services 
Inc. and subsidiaries (the “Company”) as of December 31, 2017 and 2016, the related consolidated 
statements of operations, comprehensive (loss) income, shareholders’ equity, and cash flows for 
each  of  the  three  years  in  the  period  ended  December  31,  2017,  and  the  related  notes  and 
financial statement schedules listed in the accompanying index (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, 
2017 and 2016, and the results of their operations and their cash flows for each of the three years 
in  the  period  ended  December  31,  2017,  in  conformity  with  accounting  principles  generally 
accepted in the United States of America. 

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, 2017, based on criteria established in Internal Control – Integrated 
Framework  (2013)  issued  by  the  Committee  of  Sponsoring  Organizations  of  the  Treadway 
Commission  (“COSO”)  and  our  report  dated  March  16,  2018  expressed  an  unqualified  opinion 
thereon. 

Basis for Opinion 

These  consolidated  financial statements  are  the responsibility  of  the  Company’s  management. 
Our responsibility is to express an opinion on the Company’s consolidated 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 
consolidated  financial  statements  are  free  of  material  misstatement,  whether  due  to  error  or 
fraud. 

BDO  USA,  LLP,  a  Delaware  limited  liability  partnership,  is  the  U.S.  member  of  BDO  International  Limited,  a  UK  company  limited  by  guarantee,  and  forms  part  of  the 
international BDO network of independent member firms. 

BDO is the brand name for the BDO network and for each of the BDO Member Firms. 

 
 
 
 
 
 
Our audits included performing procedures to  assess the risks of material misstatement of the 
consolidated 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 consolidated 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 consolidated financial statements. We believe that 
our audits provide a reasonable basis for our opinion. 

We have served as the Company's auditor since 2010. 

Grand Rapids, Michigan 
March 16, 2018 

 
 
KINGSWAY FINANCIAL SERVICES INC.

Consolidated Balance Sheets 
(in thousands, except share data)

December 31, 2017

December 31, 2016

Assets

Investments:

Fixed maturities, at fair value (amortized cost of $53,746 and $62,136, respectively)

$

53,214

$

Equity investments, at fair value (cost of $9,146 and $19,099, respectively)

Limited liability investments

Limited liability investment, at fair value

Other investments, at cost which approximates fair value

Short-term investments, at cost which approximates fair value

Total investments

Cash and cash equivalents

Investment in investee

Accrued investment income

Premiums receivable, net of allowance for doubtful accounts of $115 and $115, respectively

Service fee receivable, net of allowance for doubtful accounts of $318 and $274, respectively

Other receivables, net of allowance for doubtful accounts of zero and $806, respectively

Deferred acquisition costs, net

Property and equipment, net of accumulated depreciation of $13,600 and $10,603, respectively

Goodwill

Intangible assets, net of accumulated amortization of $8,333 and $7,181, respectively

Other assets

Total Assets
Liabilities and Shareholders' Equity

Liabilities:

Unpaid loss and loss adjustment expenses:

Property and casualty

Vehicle service agreements

Total unpaid loss and loss adjustment expenses

Unearned premiums

Note payable

Bank loan

Subordinated debt, at fair value

Net deferred income tax liabilities

Deferred service fees

Income taxes payable

Accrued expenses and other liabilities

Total Liabilities

Class A preferred stock, no par value; unlimited number authorized; 222,876 and 262,876 issued and
outstanding at December 31, 2017 and December 31, 2016, respectively; redemption amount of $5,572

Shareholders' Equity:

Common stock, no par value; unlimited number authorized; 21,708,190 and 21,458,190 issued and
outstanding at December 31, 2017 and December 31, 2016, respectively
Additional paid-in capital

Accumulated deficit

Accumulated other comprehensive loss

Shareholders' equity attributable to common shareholders

Noncontrolling interests in consolidated subsidiaries

Total Shareholders' Equity

8,994

25,173

10,314

3,721

151

101,567

44,286

5,230

526

27,855

4,286

7,139

13,045

108,230

80,112

87,615

4,709

$

$

484,600

$

63,652

$

2,779

66,431

36,686

186,469

4,917

52,105

30,331

39,741

2,644

15,966

435,290

5,461

—

356,021

(313,487)

(3,852)

38,682

5,167

43,849

Total Liabilities, Class A preferred stock and Shareholders' Equity

$

484,600

$

See accompanying notes to Consolidated Financial Statements.

61,764

23,230

22,974

10,700

9,368

401

128,437

36,475

3,116

790

31,564

1,320

3,299

13,609

116,961

71,061

89,017

5,372

501,021

53,795

2,915

56,710

40,176

190,074

—

43,619

48,720

35,822

2,051

20,587

437,759

6,427

—

353,882

(297,668)

(208)

56,006

829

56,835

501,021

59

KINGSWAY FINANCIAL SERVICES INC.

Consolidated Statements of Operations
(in thousands, except per share data)

Revenues:

Net premiums earned
Service fee and commission income
Rental income
Net investment income
Net realized gains
Other-than-temporary impairment loss
Other income

Total revenues
Operating expenses:

Loss and loss adjustment expenses
Commissions and premium taxes
Cost of services sold
General and administrative expenses
Leased real estate segment interest expense
Amortization of intangible assets
Contingent consideration benefit
Impairment of intangible assets

Total operating expenses
Operating loss
Other expenses (revenues), net:

Interest expense not allocated to segments
Foreign exchange losses, net
Loss (gain) on change in fair value of debt
(Gain) loss on deconsolidation of subsidiaries
Equity in net (income) loss of investees

Total other expenses, net
Loss from continuing operations before income tax (benefit) expense
Income tax (benefit) expense
Loss from continuing operations
Loss on liquidation of subsidiary, net of taxes
Income from discontinued operations, net of taxes
Gain on disposal of discontinued operations, net of taxes
Net (loss) income

Less: net income (loss) attributable to noncontrolling interests in
consolidated subsidiaries
Less: dividends on preferred stock, net of tax
Net (loss) income attributable to common shareholders

Loss per share - continuing operations:

Basic:
Diluted:
Earnings per share - discontinued operations:

Basic:
Diluted:
(Loss) earnings per share – net (loss) income attributable to common
shareholders:

Basic:
Diluted:
Weighted average shares outstanding (in ‘000s):

Basic:
Diluted:

2017

130,443
31,909
13,384
2,669
3,771
(316)
11,334
193,194

125,982
25,006
6,535
46,269
6,264
1,152
(212)
250
211,246
(18,052)

4,977
15
8,487
—
(2,115)
11,364
(29,416)
(17,761)
(11,655)
(494)
—
1,017
(11,132)

4,337
350
(15,819)

(0.76)
(0.76)

0.02
0.02

(0.73)
(0.73)

$

$

$
$

$
$

$
$

Years ended December 31,
2015

2016

$

$

$
$

$
$

$
$

$

127,608
24,232
5,436
8,244
360
(157)
10,907
176,630

109,609
24,562
4,193
41,629
2,899
1,242
(657)
—
183,477
(6,847)

4,496
15
3,721
(5,643)
1,017
3,606
(10,453)
(9,720)
(733)
—
—
1,255
522

(281)
565
238

(0.05)
(0.05)

0.06
0.06

0.01
0.01

$

$
$

$
$

$
$

117,433
22,966
—
2,955
1,197
(10)
15,425
159,966

92,812
22,773
4,044
41,760
—
1,244
(1,139)
—
161,494
(1,528)

5,278
1,215
(1,458)
4,420
339
9,794
(11,322)
93
(11,415)
—
1,417
11,267
1,269

162
394
713

(0.61)
(0.61)

0.64
0.64

0.04
0.04

21,547
21,547

20,003
20,003

19,710
19,710

See accompanying notes to Consolidated Financial Statements.

60

KINGSWAY FINANCIAL SERVICES INC.

Consolidated Statements of Comprehensive (Loss) Income
(in thousands) 

Net (loss) income
Other comprehensive (loss) income, net of taxes(1):
Unrealized gains (losses) on fixed maturities and equity investments:

Unrealized (losses) gains arising during the period

Reclassification adjustment for amounts included in net (loss) income

Foreign currency translation adjustments

Recognition of currency translation loss on liquidation of subsidiary

Recognition of currency translation loss on deconsolidation of subsidiary

Other comprehensive (loss) income

Comprehensive (loss) income

Less: comprehensive income (loss) attributable to noncontrolling interests in
consolidated subsidiaries

Comprehensive (loss) income attributable to common shareholders

Years ended December 31,

2017

2016

2015

$

(11,132)

$

522

$

1,269

(5,213)

1,076

—

494

—

2,764

(494)

—

—

—

(3,643)

(14,775)

$

2,270

2,792

$

4,338

(289)

(19,113)

$

3,081

$

$

$

(3,505)

1,564

858

—

1,243

160

1,429

(308)

1,737

 (1) Net of income tax (benefit) expense of $0, $0 and $0 in 2017, 2016 and 2015, respectively

See accompanying notes to Consolidated Financial Statements.

61

KINGSWAY FINANCIAL SERVICES INC.

Consolidated Statements of Shareholders' Equity 
(in thousands, except share data)

Additional
Paid-in
Capital

Accumulated
Deficit

Accumulated
Other
Comprehensive
Income (Loss)

Shareholders'
Equity
Attributable to
Common
Shareholders

Noncontrolling
Interests in
Consolidated
Subsidiaries

Total
Shareholders'
Equity

Common Stock

Shares

Amount

19,709,706

$

— $

340,844

$

(301,008) $

(2,372) $

37,464

$

4,402

$

41,866

—

—

—

—

—

—

—

—

—

—

—

—

—

—

802

744

(744)

—

—

2,342

1,107

—

(394)

—

—

—

630

—

—

2,342

1,107

(2,342)

162

—

—

1,269

630

(470)

160

(394)

802

—

—

(394)

802

19,709,706

$

— $

341,646

$

(297,209) $

(2,486) $

41,951

$

1,752

$

43,703

—

—

—

1,775,384

(26,900)

—

—

—

—

—

—

—

—

—

—

—

—

—

—

11,221

—

—

—

1,015

(572)

803

—

—

(125)

—

(565)

—

—

250,000

—

—

—

—

—

—

—

—

—

—

(47)

1,000

—

—

—

1,186

—

—

(15,469)

(350)

—

—

—

—

(572)

803

2,278

2,278

11,221

(125)

(933)

(281)

(8)

—

—

(1,505)

522

2,270

11,221

(125)

—

299

299

(565)

1,015

—

—

(565)

1,015

(47)

—

(47)

1,000

(15,469)

(350)

(3,644)

(3,644)

—

1,186

—

4,337

1,000

(11,132)

—

1

—

(350)

(3,643)

1,186

—

—

—

—

—

—

—

—

—

21,458,190

$

— $

353,882

$

(297,668) $

(208) $

56,006

$

829

$

56,835

21,708,190

$

— $

356,021

$

(313,487) $

(3,852) $

38,682

$

5,167

$

43,849

See accompanying notes to Consolidated Financial Statements.

62

Balance, January
1, 2015

Correction of
prior period error

Deconsolidation
of noncontrolling
interest

Net income

Other
comprehensive
income (loss)

Preferred stock
dividends, net of
tax

Stock-based
compensation

Balance,
December 31,
2015

Deconsolidation
of 1347 Investors
LLC

Net income (loss)

Other
comprehensive
income (loss)

Common stock
issued, net

Repurchases of
common stock for
cancellation

Consolidation of
CMC Industries,
Inc.

Preferred stock
dividends, net of
tax

Stock-based
compensation

Balance,
December 31,
2016

Common stock
issuance expenses

Conversion of
Class A preferred
stock to common
stock

Net (loss) income

Preferred stock
dividends, net of
tax

Other
comprehensive
loss

Stock-based
compensation

Balance,
December 31,
2017

KINGSWAY FINANCIAL SERVICES INC.

 Consolidated Statements of Cash Flows 
(in thousands) 

2017

Years ended December 31,
2015
2016

$

(11,132)

$

522

$

1,269

Cash provided by (used in):
Operating activities:
Net (loss) income
Adjustments to reconcile net (loss) income to net cash used in operating activities:
Gain on disposal of discontinued operations, net of taxes
Equity in net (income) loss of investees
Equity in net income of limited liability investments
Loss (gain) on change in fair value of investments
Depreciation and amortization expense
Contingent consideration benefit
Stock-based compensation expense, net of forfeitures
Net realized gains
Loss (gain) on change in fair value of debt
Deferred income taxes
Intangible asset impairment
Other-than-temporary impairment loss
Amortization of fixed maturities premiums and discounts
Amortization of note payable premium
(Gain) loss on deconsolidation of subsidiaries
Loss on liquidation of subsidiary
Changes in operating assets and liabilities:

Premiums and service fee receivable, net, adjusted for PWSC assets acquired
Other receivables, net, adjusted for PWSC assets acquired
Deferred acquisition costs, net
Unpaid loss and loss adjustment expenses
Unearned premiums
Deferred service fees, adjusted for PWSC liabilities acquired
Other, net, adjusted for PWSC assets acquired and liabilities assumed

Net cash used in operating activities
Investing activities:
Proceeds from sales and maturities of fixed maturities
Proceeds from sales of equity investments
Purchases of fixed maturities

Purchases of equity investments

Net acquisitions of limited liability investments

Net proceeds from (purchases of) other investments

Net proceeds from (purchases of) short-term investments

Net proceeds from sale of discontinued operations

Acquisition of business, net of cash acquired

Net disposals (purchases) of property and equipment and intangible assets, adjusted for
PWSC assets acquired

Net cash provided by (used in) investing activities

Financing activities:
Proceeds from issuance of common stock, net
Repurchase of common stock for cancellation
Proceeds from bank loan, net of principal payments
Principal payments on note payable assumed in CMC acquisition
Redemption of LROC preferred units
Net cash provided by (used in) financing activities
Net increase (decrease) in cash and cash equivalents
Cash and cash equivalents at beginning of period
Cash and cash equivalents at end of period

$

63

(1,017)
(2,115)
(1,797)
678
5,572
(212)
1,186
(3,771)
8,487
(18,389)
250
316
220
(960)
—
494

2,165
(3,789)
564
9,721
(3,490)
1,840
(3,798)
(18,977)

16,784
18,266
(8,576)

(5,040)

(404)

5,646

250

1,017

(7,929)

4,549

24,563

(47)
—
4,917
(2,645)
—
2,225
7,811
36,475
44,286

$

(1,255)
1,017
(1,157)
(5,100)
2,780
(657)
1,015
(360)
3,721
(9,807)
—
157
218
(447)
(5,643)
—

(4,883)
1,068
(1,466)
(1,736)
4,942
1,503
(21)
(15,589)

26,063
7,807
(32,297)

(3,178)

(3,118)

(3,898)

(264)

1,255

(494)

(645)

(8,769)

10,477
(125)
—
(1,220)
—
9,132
(15,226)
51,701
36,475

$

(11,267)
339
(1,596)
216
1,845
(1,139)
802
(1,197)
(1,458)
87
—
10
323
—
4,420
—

1,848
1,356
54
(8,424)
(1,198)
(777)
(18,318)
(32,805)

27,480
819
(26,351)

(9,564)

(10,312)

(600)

4

44,919

—

(203)

26,192

—
—
—
—
(12,920)
(12,920)
(19,533)
71,234
51,701

KINGSWAY FINANCIAL SERVICES INC.

Supplemental disclosures of cash flows information:

Cash paid during the year for:

Interest

Income taxes

Non-cash investing and financing activities:

Conversion of Class A preferred stock to common stock

Issuance of common stock in connection with acquisition of Argo

Fixed maturities received in connection with termination of PIH management
services agreement
Equity investments received in connection with termination of PIH management
services agreement
Accrued dividends on Class A preferred stock issued

$

$

$

$

$

$

$

12,134

37

1,000

$

$

$

— $

— $

— $

350

$

7,298

10

$

$

— $

744

$

— $

— $

565

$

24,249

—

—

—

3,000

960

394

See accompanying notes to Consolidated Financial Statements.

64

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

NOTE 1 BUSINESS 

Kingsway Financial Services Inc. (the "Company" or "Kingsway") was incorporated under the Business Corporations Act (Ontario) 
on September 19, 1989.  Kingsway is a Canadian holding company with operating subsidiaries located in the United States.  The 
Company operates as a merchant bank with a focus on long-term value-creation.  The Company owns or controls subsidiaries 
primarily in the insurance, extended warranty, asset management and real estate industries and pursues non-control investments 
and other opportunities acting as an advisor, an investor and a financier.

NOTE 2 SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES

(a) 

Principles of consolidation:

The accompanying information in the 2017 Annual Report has been prepared in accordance with accounting principles generally 
accepted in the United States of America ("U.S. GAAP").  

Certain prior year amounts have been reclassified to conform to current year presentation.  Such reclassifications had no impact 
on previously reported net (loss) income or total shareholders' equity. 

Subsidiaries 

The Company's consolidated financial statements include the assets, liabilities, shareholders' equity, revenues, expenses and cash 
flows of the holding company and its subsidiaries and have been prepared on the basis of U.S. GAAP.  A subsidiary is an entity 
which is controlled, directly or indirectly, through ownership of more than 50% of the outstanding voting rights, or where the 
Company has the power to govern the financial and operating policies so as to obtain benefits from its activities.  Assessment of 
control is based on the substance of the relationship between the Company and the entity and includes consideration of both existing 
voting rights and, if applicable, potential voting rights that are currently exercisable and convertible.  The operating results of 
subsidiaries that have been disposed of are included up to the date control ceased and any difference between the fair value of the 
consideration received and the carrying value of the subsidiary are recognized in the consolidated statements of operations. All 
intercompany balances and transactions are eliminated in full.

The consolidated financial statements are prepared as of December 31, 2017 based on individual company financial statements at 
the same date.  Accounting policies of subsidiaries have been aligned where necessary to ensure consistency with those of Kingsway.  
The consolidated financial statements include the following subsidiaries, all of which are owned, directly or indirectly: 1347 
Advisors LLC; 1347 Capital LLC; Advantage Auto, Inc.; Appco Finance Corporation; American Country Underwriting Agency 
Inc.; Argo Management Group, LLC ("Argo"); ARM Holdings, Inc.; CMC Industries, Inc. ("CMC"); Congress General Agency, 
Inc.; Insurance Management Services Inc.; Itasca Capital Corp.; Itasca Investors LLC; Itasca Real Estate Investors, LLC; IWS 
Acquisition Corporation ("IWS"); KFS Capital LLC; Kingsway America II Inc.; Kingsway America Inc.; Kingsway America 
Agency Inc.; Kingsway Amigo Insurance Company ("Amigo"); Kingsway General Insurance Company; Kingsway LGIC Holdings, 
LLC;  Kingsway  Reinsurance  Corporation;  Mattoni  Insurance  Brokerage,  Inc.;  Mendakota  Casualty  Company  ("MCC"); 
Mendakota Insurance Company ("Mendakota"); Mendota Insurance Agency, Inc.; Mendota Insurance Company ("Mendota"); 
MIC Insurance Agency, Inc.; Professional Warranty Service Corporation ("PWSC"); Professional Warranty Services LLC; and 
Trinity Warranty Solutions LLC ("Trinity").

Noncontrolling interests 

The  Company  has  noncontrolling  interests  attributable  to  its  subsidiaries,  CMC  and  IWS.    The  Company  previously  had 
noncontrolling interests attributable to 1347 Investors LLC ("1347 Investors") and Kingsway Linked Return of Capital Trust 
("KLROC Trust") prior to the deconsolidation of these subsidiaries in July 2016 and June 2015, respectively.  Refer to Note 5, 
"Deconsolidations, Discontinued Operations and Liquidation," for information regarding the deconsolidations of 1347 Investors 
and KLROC Trust.  A noncontrolling interest arises where the Company owns less than 100% of the voting rights and economic 
interests in a subsidiary and is initially recognized at the proportionate share of the identifiable net assets of the subsidiary at the 
acquisition date and is subsequently adjusted for the noncontrolling interest's share of the acquiree's net income (losses) and changes 
in capital.  The effects of transactions with noncontrolling interests are recorded in shareholders' equity where there is no change 
of control.

(b) 

Use of estimates:

The preparation of consolidated financial statements in conformity with U.S. GAAP requires management to make estimates and 
assumptions that affect the reported amounts and classification of assets and liabilities, revenues and expenses, and the related 

65

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

disclosures of contingent assets and liabilities in the consolidated financial statements and accompanying notes.  Actual results 
could differ from these estimates.  Estimates and their underlying assumptions are reviewed on an ongoing basis.  Changes in 
estimates are recorded in the accounting period in which they are determined.  The critical accounting estimates and assumptions 
in the accompanying consolidated financial statements include the provision for unpaid loss and loss adjustment expenses; valuation 
of fixed maturities and equity investments; impairment assessment of investments; valuation of limited liability investment, at fair 
value; valuation of deferred income taxes; valuation and impairment assessment of intangible assets; goodwill recoverability; 
deferred  acquisition  costs;  fair  value  assumptions  for  performance  shares;  and  fair  value  assumptions  for  subordinated  debt 
obligations. 

(c) 

Foreign currency translation:

The consolidated financial statements have been presented in U.S. dollars because the Company's principal investments and cash 
flows are denominated in U.S. dollars.  The Company's functional currency is the U.S. dollar since the substantial majority of its 
operations is conducted in the United States.  Assets and liabilities of subsidiaries with non-U.S. dollar functional currencies are 
translated to U.S. dollars at period-end exchange rates, while revenue and expenses are translated at average monthly rates and 
shareholders' equity is translated at the rates in effect at dates of capital transactions.  The net unrealized gains or losses which 
result from the translation of non-U.S. subsidiaries financial statements are recognized in accumulated other comprehensive loss.  
Such currency translation gains or losses are recognized in the consolidated statements of operations upon the sale of a foreign 
subsidiary.  Transactions settled in foreign currencies are translated to functional currencies at the exchange rate prevailing at the 
transaction dates. The unrealized foreign currency translation gains and losses arising from available-for-sale financial assets are 
recognized in other comprehensive (loss) income until realized, at which date they are reclassified to the consolidated statements 
of operations.  Unrealized foreign currency translation gains and losses on certain interest bearing debt obligations carried at fair 
value are included in the consolidated statements of operations.

Foreign currency translation adjustments are included in shareholders' equity under the caption accumulated other comprehensive 
loss.  Foreign currency gains and losses resulting from transactions which are denominated in currencies other than the entity's 
functional currency are reflected in foreign exchange losses, net in the consolidated statements of operations. 

(d) 

Business combinations:

The acquisition method of accounting is used to account for acquisitions of subsidiaries or other businesses. The results of acquired 
subsidiaries or other businesses are included in the consolidated statements of operations from the date of acquisition.  The cost 
of an acquisition is measured as the fair value of the assets received, equity instruments issued and liabilities incurred or assumed 
at the date of exchange.  Identifiable assets acquired and liabilities and contingent liabilities assumed in a business combination 
are measured initially at their fair values at the acquisition date, irrespective of the extent of any noncontrolling interest.  The 
excess of the cost of an acquisition over the fair value of the Company's share of the identifiable net assets acquired is recorded 
as goodwill.  If the cost of acquisition is less than the fair value of the net assets of the subsidiary acquired, the difference is 
recognized in the consolidated statements of operations.  Noncontrolling interests in the net assets of consolidated entities are 
reported separately in shareholders' equity.

(e) 

Investments:

Investments in fixed maturities and equity investments in common stocks are classified as available-for-sale and reported at fair 
value.  Unrealized gains and losses are included in accumulated other comprehensive loss, net of tax, until sold or until an other-
than-temporary impairment is recognized, at which point cumulative unrealized gains or losses are transferred to the consolidated 
statements of operations.

Limited liability investments include investments in limited liability companies and limited partnerships in which the Company's 
interests are not deemed minor and, therefore, are accounted for under the equity method of accounting.

Limited liability investment, at fair value represents the Company's investment in 1347 Investors.  The Company has made an 
irrevocable election to account for this investment at fair value with changes in fair value reported in the consolidated statements 
of operations.

Other investments include mortgage and collateral loans and are reported at their unpaid principal balance.

Short-term investments, which consist of investments with original maturities between three months and one year, are reported at 
cost which approximates fair value.

Realized gains and losses on sales, determined on a first-in first-out basis, are included in net realized gains.  

66

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Dividends and interest income are included in net investment income.  Investment income is recorded as it accrues. Income from 
limited liability investments is recognized based on the Company's share of the earnings of the limited liability entities and is 
included in net investment income.   Income from limited liability investment, at fair value is included in net investment income.   

The Company accounts for all financial instruments using trade date accounting.

The  Company  conducts  a  quarterly  review  to  identify  and  evaluate  investments  that  show  objective  indications  of  possible 
impairment.  Impairment is charged to the consolidated statements of operations if the fair value of an instrument falls below its 
cost/amortized cost and the decline is considered other-than-temporary.  Factors considered in determining whether a loss is other-
than-temporary include the length of time and extent to which fair value has been below cost; the financial condition and near-
term prospects of the issuer; and the Company's ability and intent to hold investments for a period of time sufficient to allow for 
any anticipated recovery.

(f) 

Derivative financial instruments:

Derivative financial instruments include investments in warrants and performance shares issued to the Company under various 
performance share grant agreements.  Refer to Note 6, "Investments," for further details regarding the performance shares.  Warrants 
are classified as equity investments in the consolidated balance sheets.

The Company measures derivative financial instruments at fair value.  The fair value of derivative financial instruments is required 
to be revalued each reporting period, with corresponding changes in fair value recorded in the consolidated statements of operations, 
or, in the case of derivative financial instruments that are publicly traded, in other accumulated other comprehensive loss.  Realized 
gains or losses are recognized upon settlement of the contracts.

(g) 

Cash and cash equivalents:

Cash and cash equivalents include cash and investments with original maturities of three months or less that are readily convertible 
into cash.

(h) 

Investment in investee:

At December 31, 2017 and 2016, investment in investee includes the Company's investment in the common stock of Itasca Capital 
Ltd. ("ICL").  This investment is accounted for under the equity method of accounting and reported as investment in investee in 
the consolidated balance sheets.  Investment in investee is comprised of an investment in an entity where the Company has the 
ability to exercise significant influence but not control.  Significant influence is presumed to exist when the Company owns, directly 
or indirectly, between 20% and 50% of the outstanding voting rights of the investee.  Assessment of significant influence is based 
on the substance of the relationship between the Company and the investee and includes consideration of both existing voting 
rights and, if applicable, potential voting rights that are currently exercisable and convertible.  This investment is reported as 
investment in investee in the consolidated balance sheets, with the Company's share of income (loss) and other comprehensive 
income (loss) of the investee reported in the corresponding line in the consolidated statements of operations and consolidated 
statements of comprehensive (loss) income, respectively.  Under the equity method of accounting, an investment in investee is 
initially recognized at cost and adjusted thereafter for the post-acquisition change in the Company's share of net assets of the 
investee. 

At each reporting date, and more frequently when conditions warrant, management assesses its investment in investee for potential 
impairment.  If management's assessment indicates that there is objective evidence of impairment, the investee is written down to 
its recoverable amount, which is determined as the higher of its fair value less costs to sell and its value in use.  Write-downs to 
reflect  other-than-temporary  impairments  in  value  are  included  in  other-than-temporary  impairment  loss  in  the  consolidated 
statements of operations.

The most recently available financial statements of the investee are used in applying the equity method.  The difference between 
the end of the reporting period of the investee and that of the Company is no more than three months.  Adjustments are made for 
the effects of significant transactions or events that occur between the date of the investee's financial statements and the date of 
the Company's consolidated financial statements.

(i) 

Premiums and service fee receivables:

Premiums and service fee receivables include balances due and uncollected and installment premiums not yet due from agents 
and insureds.  Premiums and service fee receivables are reported net of an estimated allowance for doubtful accounts.

67

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

(j) 

Reinsurance: 

Reinsurance premiums, losses, and loss adjustment expenses are accounted for on a basis consistent with those used in accounting 
for the original policies issued and the terms of the reinsurance contracts.  Premiums and losses ceded to other companies have 
been  reported  as  a  reduction  of  premium revenue  and  incurred  loss  and  loss  adjustment  expenses.    Commissions  paid to  the 
Company by reinsurers on business ceded have been accounted for as a reduction of the related policy acquisition costs.  Reinsurance 
recoverable is recorded for that portion of paid and unpaid losses and loss adjustment expenses that are ceded to other companies. 
Prepaid reinsurance premiums are recorded for unearned premiums that have been ceded to other companies.

(k) 

Deferred acquisition costs, net: 

The Company defers commissions, premium taxes and other underwriting and agency expenses that are directly related to successful 
efforts to acquire new or existing insurance policies and vehicle service agreements to the extent they are considered recoverable.  
Costs deferred on property and casualty insurance products are amortized over the period in which premiums are earned.  Costs 
deferred on vehicle service agreements are amortized as the related revenues are earned.  The method followed in determining the 
deferred  acquisition  costs  limits  the  deferral  to  its  realizable  value  by  giving  consideration  to  estimated  future  loss  and  loss 
adjustment expenses to be incurred as revenues are earned.  Changes in estimates, if any, are recorded in the accounting period in 
which they are determined.  Anticipated investment income is included in determining the realizable value of the deferred acquisition 
costs.  The Company's deferred acquisition costs are reported net of ceding commissions.

(l) 

Property and equipment:

Property and equipment are reported in the consolidated financial statements at cost.  Depreciation of property and equipment has 
been provided using the straight-line method over the estimated useful lives of such assets.  Repairs and maintenance are recognized 
in operations during the period incurred.  Land is not depreciated.  The Company estimates useful life to be thirty to forty years 
for buildings; five to fifty years for site improvements; three to ten years for leasehold improvements; three to ten years for furniture 
and equipment; and three to five years for computer hardware. 

(m) 

Goodwill and intangible assets:

When the Company acquires a subsidiary or other business where it exerts significant influence, the fair value of the net tangible 
and intangible assets acquired is determined and compared to the amount paid for the subsidiary or business acquired.  Any excess 
of the amount paid over the fair value of those net assets is considered to be goodwill.

Goodwill is tested for impairment annually as of December 31, or more frequently if events or circumstances indicate that the 
carrying value may not be recoverable, to ensure that its fair value is greater than or equal to the carrying value.  Any excess of 
carrying value over fair value is charged to the consolidated statements of operations in the period in which the impairment is 
determined. 

The Company has the option to assess goodwill for impairment by first performing a qualitative assessment to determine whether 
it is more likely than not that the fair value of a reporting unit is less than its carrying amount.  If facts and circumstances indicate 
that it is more likely than not that the goodwill is impaired, a fair value-based impairment test would be required.  The goodwill 
impairment test is a two-step process that requires management to make judgments in determining what assumptions to use in the 
calculation. In the first step, the fair value of the reporting unit is compared to its book value including goodwill. If the fair value 
of the reporting unit is in excess of its book value, the related goodwill is not impaired and no further analysis is necessary. If the 
fair value of the reporting unit is less than its book value, there is an indication of potential impairment and a second step is 
performed. When required, the second step of testing involves calculating the implied fair value of goodwill for the reporting unit. 
The implied fair value of goodwill is determined in the same manner as goodwill recognized in a business combination, which is 
the excess of the fair value of the reporting unit determined in step one over the fair value of its net assets and identifiable intangible 
assets as if the reporting unit had been acquired. If the carrying value of the reporting unit's goodwill exceeds the implied fair value 
of that goodwill, an impairment loss is recognized in an amount equal to that excess.  For reporting units with a negative book 
value, qualitative factors are evaluated to determine whether it is necessary to perform the second step of the goodwill impairment 
test.  

When the Company acquires a subsidiary or other business where it exerts significant influence or acquires certain assets, intangible 
assets may be acquired, which are recorded at their fair value at the time of the acquisition.  An intangible asset with a definite 
useful life is amortized in the consolidated statements of operations over its estimated useful life.  The Company writes down the 
value of an intangible asset with a definite useful life when the undiscounted cash flows are not expected to allow for full recovery 
of the carrying value. 

68

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Intangible assets with indefinite useful lives are not subject to amortization and are tested for impairment annually as of December 
31, or more frequently if events or circumstances indicate that the carrying value may not be recoverable, to ensure that fair values 
are greater than or equal to carrying values.  Any excess of carrying value over fair value is charged to the consolidated statements 
of operations in the period in which the impairment is determined. 

(n) 

Unpaid loss and loss adjustment expenses: 

Unpaid loss and loss adjustment expenses represent the estimated liabilities for reported loss events, incurred but not yet reported 
loss events and the related estimated loss adjustment expenses, including investigation.  Unpaid loss and loss adjustment expenses 
are determined using case-basis evaluations and statistical analyses, including industry loss data, and represent estimates of the 
ultimate cost of all claims incurred through the balance sheet date.  Although considerable variability is inherent in such estimates, 
management believes that the liability for unpaid loss and loss adjustment expenses is adequate.  The estimates are continually 
reviewed and adjusted as necessary, and such adjustments are included in current operations and accounted for as changes in 
estimates.

(o) 

Debt:

The Company's note payable is reported at amortized cost.  The note payable includes a premium that is being amortized through 
the maturity date of the note payable using the effective interest rate method. 

The Company's bank loan is reported at its unpaid principal balance.

The Company's subordinated debt is measured and reported at fair value.  The fair value of the subordinated debt is calculated 
using a model based on significant market observable inputs and inputs developed by a third party.  These inputs include credit 
spread  assumptions  developed  by  a  third  party  and  market  observable  swap  rates.    Changes  in  fair  value  are  reported  in  the 
consolidated statements of operations as loss (gain) on change in fair value of debt.

(p) 

Contingent consideration:

The consideration for certain of the Company's acquisitions included future payments to the former owners that were contingent 
upon the achievement of certain targets over future reporting periods.  Liabilities for contingent consideration are measured and 
reported at fair value at the date of acquisition and are included in accrued expenses and other liabilities in the consolidated balance 
sheets.  Changes in the fair value of contingent consideration liabilities can result from changes to one or multiple inputs, including 
adjustments to the discount rates or changes in the assumed achievement or timing of any targets. These fair value measurements 
are based on significant inputs not observable in the market. Changes in assumptions could have an impact on the payout of 
contingent consideration liabilities.  Changes in fair value are reported in the consolidated statements of operations as contingent 
consideration benefit.  

(q) 

Income taxes:

The Company and its non-U.S. subsidiaries file separate foreign income tax returns.  Kingsway America II Inc. and its eligible 
U.S. subsidiaries file a U.S. consolidated federal income tax return ("KAI Tax Group").  The method of allocating federal income 
taxes among the companies in the KAI Tax Group is subject to written agreement, approved by each company's Board of Directors.  
The allocation is made primarily on a separate return basis, with current credit for any net operating losses or other items utilized 
in the consolidated federal income tax return.  The Company's U.S. subsidiaries not included in the KAI Tax Group file separate 
federal income tax returns.

The Company follows the asset and liability method of accounting for income taxes, whereby deferred income tax assets and 
liabilities are recognized for (i) the differences between the financial statement carrying amount of existing assets and liabilities 
and their respective tax bases and (ii) loss and tax credit carryforwards.  Deferred income 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 on deferred tax assets and liabilities of a change in tax rates is recognized in income in the period 
that includes the date of enactment.  Future tax benefits are recognized to the extent that realization of such benefits is more likely 
than not and a valuation allowance is established for any portion of a deferred tax asset that management believes will not be 
realized.  Current federal income taxes are charged or credited to operations based upon amounts estimated to be payable or 
recoverable as a result of taxable operations for the current year.  The Company accounts for uncertain tax positions in accordance 
with the income tax accounting guidance.  The Company recognizes interest and penalties, if any, related to unrecognized tax 
benefits in income tax (benefit) expense.

69

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

(r) 

Leases

Rental  income  from  operating  leases  is  recognized  on  a  straight-line  basis,  based  on  contractual  lease  terms  with  fixed  and 
determinable increases over the non-cancellable term of the related lease when collectability is reasonably assured.  Rental income 
recognized in excess of amounts contractually due and collected pursuant to the underlying lease is recorded in other receivables 
in the consolidated balance sheets.  Rental expense for operating leases is recognized on a straight-line basis over the lease term, 
net of any applicable lease incentive amortization.  Below market lease liabilities recorded in connection with the acquisition 
method of accounting are amortized on a straight-line basis over the remaining term of the lease, as determined at the acquisition 
date, and are included in accrued expenses and other liabilities in the consolidated balance sheets.  Amortization of below market 
lease liabilities is included in rental income in the consolidated statements of operations. 

(s) 

Revenue recognition:

Premium revenue and unearned premiums 

Premium revenue is recognized on a pro rata basis over the terms of the respective policy contracts.  Unearned premiums represent 
the portion of premiums written that are applicable to the unexpired terms of policies in force.

Service charges on installment premiums are recognized as income upon receipt of related installment payments and are reflected 
in other income.  Revenue from policy fees is deferred and recognized over the terms of the respective policy contracts, with 
revenue reflected in other income.

The reinsurers' share of unearned premiums is recognized as amounts recoverable using principles consistent with the Company's 
method for determining the unearned premium liability.

Service fee and commission income and deferred service fees

Service fee and commission income represents vehicle service agreement fees, warranty product commissions and maintenance 
support service fees and homebuilder warranty service fees and commissions based on terms of various agreements with credit 
unions, consumers, businesses and homebuilders.

Vehicle service agreement fees include the administrative fees from the sale of vehicle service agreements as well as the fees to 
administer future claims and are earned over the life of the contract.  The administrative fee component is recognized in proportion 
to the costs incurred in acquiring and administering the vehicle service agreements.  The claims fee component is earned over the 
life of the vehicle service agreements based on the greater of expected claims or actual claims experience.  

Warranty product commissions and maintenance support service fees include the commissions from the sale of warranty contracts 
for  certain  new  and  used    heating,  ventilation,  air  conditioning  ("HVAC"),  standby  generator,  commercial  LED  lighting  and 
refrigeration equipment as well as the service fees collected to administer equipment breakdown and maintenance support services.  
Warranty product commissions are earned at the time of the warranty product sales and service fees from equipment breakdown 
and maintenance support transactions are earned as completed or services are rendered.

The  Company  earns  service  fees  and  commissions  on  warranties  issued  by  new  homebuilders.    The  Company  recognizes 
commissions as income on the certification date, which is typically the date of the closing of the sale of the home to the buyer. 
The Company also earns an incentive bonus on eligible warranties, which is based on expected ultimate loss ratio targets and a 
profit-sharing percentage on expected profits.  Service fee revenue is recognized as income over the warranty period, the majority 
of which is 10 years and is based on homes closed by the builder.  The Company estimates deferred revenue for years two through 
ten of the warranty period, based on historical dispute resolution services experience.

Contingent revenue

The terms of the sale of one of the Company's subsidiaries includes potential receipt by the Company of future earnout payments.  
The gain related to the earnout payments is recorded when the consideration is determined to be realizable and is reported in the 
consolidated statements of operations as gain on disposal of discontinued operations, net of taxes.

The assumptions and methodologies used are continually reviewed and any adjustments are reflected in the consolidated statements 
of operations in the period in which the adjustments are made.

70

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

(t) 

Cost of services sold:

Cost of services sold is comprised of direct costs incurred to generate maintenance support fee revenue.  Cost of services sold 
includes payments to third-party contractors who service equipment breakdowns and perform maintenance support.

(u) 

Stock-based compensation:

The Company has a stock-based compensation plan for key officers of the Company.  The Company uses the fair-value method 
of accounting for stock-based compensation awards granted to employees.  Expense is recognized on a straight-line basis over the 
service period during which awards are expected to vest, with a corresponding increase to additional paid-in capital.  The Company 
determines the fair value of stock options on their grant date using the Black-Scholes option pricing model.  When these stock 
options  are  exercised,  the  amount  of  proceeds  together  with  the  amount  recorded  in  additional  paid-in  capital  is  recorded  in 
shareholders' equity.  

(v) 

Fair value of financial instruments:

The fair values of the Company's investments in fixed maturities and equity investments, limited liability investment, at fair value, 
performance shares and subordinated debt are estimated using a fair value hierarchy to categorize the inputs it uses in valuation 
techniques. The  fair  value  of  the  Company's  investment  in  investee  is  based  on  quoted  market  prices.    Fair  values  for  other 
investments  approximate  their  unpaid  principal  balance.    The  carrying  amounts  reported  in  the  consolidated  balance  sheets 
approximate fair values for cash, short-term investments and certain other assets and other liabilities because of their short-term 
nature. 

NOTE 3 RECENTLY ISSUED ACCOUNTING STANDARDS

(a) 

Adoption of New Accounting Standards:

In  March  2016,  the  Financial  Accounting  Standards  Board  ("FASB")  issued  Accounting  Standards  Update  ("ASU") 
2016-09, Compensation - Stock Compensation (Topic 718): Improvements to Employee Share-Based Payment Accounting ("ASU 
2016-09").   ASU  2016-09  was  issued  to  simplify  the  accounting  for  share-based  payment  awards.    The  guidance  requires, 
prospectively, all tax effects related to share-based payments be made through the statement of operations at the time of settlement 
as opposed to excess tax benefits being recognized in additional paid-in-capital under the current guidance.  ASU 2016-09 also 
removes the requirement to delay recognition of a tax benefit until it reduces current taxes payable.  This change is required to be 
applied on a modified retrospective basis, with a cumulative-effect adjustment to opening accumulated deficit.  Additionally, all 
tax related cash flows resulting from share-based payments are to be reported as operating activities on the statement of cash flows, 
a change from the current requirement to present tax benefits as an inflow from financing activities and an outflow from operating 
activities.  ASU 2016-09 is effective for annual and interim reporting periods beginning after December 15, 2016.  Early adoption 
is permitted with any adjustments reflected as of the beginning of the fiscal year of adoption.  Effective January 1, 2017, the 
Company adopted ASU 2016-09.   The adoption of the standard did not affect the Company's consolidated financial statements.

(b) 

Accounting Standards Not Yet Adopted:

In May 2014, the FASB issued ASU 2014-09, Revenue from Contracts with Customers ("ASU 2014-09"), which outlines a single 
comprehensive model for entities to use in accounting for revenue arising from contracts with customers.  The core principle of 
ASU 2014-09 is that an entity recognizes revenue to depict the transfer of promised goods or services to customers in an amount 
that reflects the consideration to which the entity expects to be entitled in exchange for those goods or services.  In August 2015, 
the  FASB  issued ASU  2015-14,  Revenue  from  Contracts  with  Customers  (Topic  606):  Deferral  of  the  Effective  Date  ("ASU 
2015-14").  This amendment defers the effective date of the previously issued ASU 2014-09 until the interim and annual reporting 
periods beginning after December 15, 2017.  Earlier application is permitted for interim and annual reporting periods beginning 
after  December  15,  2016.    In  addition,  the  FASB  has  issued four related ASU's  on  principal  versus  agent guidance (ASU 
2016-08), identifying performance obligations and the licensing implementation guidance (ASU 2016-10),  a revision of certain 
SEC Staff Observer comments (ASU 2016-11) and implementation guidance (ASU 2016-12).  The guidance permits two methods 
of transition upon adoption; full retrospective and modified retrospective.  The Company will utilize the modified retrospective 
method  upon  adoption  of ASU  2014-09  on  January  1,  2018.    Under  the  modified  retrospective  method,  revenues  and  other 
disclosures for pre-2017 periods would be provided in the notes to the consolidated financial statements as previously reported 
under the current revenue standard.  Insurance contracts, lease contracts and investments are not within the scope of ASU 2014-09; 
therefore, this standard would not apply to the majority of our consolidated revenues.  For the Company's Extended Warranty 
segment, which is within the scope of this guidance, the Company reviewed its service fee and commission income revenue streams  
and compared its historical accounting policies and practices to the new standard.  As a result, the Company believes its current 

71

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

revenue recognition will be materially consistent with the way we expect to recognize service fee and commission income once 
ASU 2014-09 is adopted.

In January 2016, the FASB issued ASU 2016-01, Financial Instruments-Overall (Subtopic 825-10): Recognition and Measurement 
of Financial Assets and Financial Liabilities ("ASU 2016-01").  The amendments in ASU 2016-01 address certain aspects of 
recognition, measurement, presentation, and disclosure of financial instruments.   Most significantly, ASU 2016-01 requires (1) 
equity investments (except those accounted for under the equity method of accounting or those that result in consolidation of an 
investee) to be measured at fair value with changes in fair value recognized in net income (loss); and (2) an entity to present 
separately in other comprehensive income the portion of the total change in the fair value of a liability resulting from a change in 
the instrument-specific credit risk when the entity has elected to measure the liability at fair value in accordance with the fair value 
option for financial instruments.  For public business entities, the amendments in ASU 2016-01 are effective for fiscal years 
beginning after December 15, 2017, including interim periods within those fiscal years, and will be applied using a cumulative-
effect adjustment to accumulated deficit as of the beginning of the fiscal year of adoption.  The Company currently records its 
equity investments at fair value with net unrealized gains or losses reported in accumulated other comprehensive income (loss).  
Adoption of ASU 2016-01 will require the changes in fair value on equity investments with readily determinable fair values to be 
recorded in net income (loss).  The Company currently records its subordinated debt at fair value with the total change in fair 
value reported in net income (loss).  Adoption of ASU 2016-01 will require the portion of the change in fair value of subordinated 
debt related to the instrument-specific credit risk to be recorded in other comprehensive income (loss).  The adoption of ASU 
2016-01 will have no impact on the Company’s total shareholders' equity as of January 1, 2018.   Subsequent to adoption, ASU 
2016-01 could have a significant effect on the Company's results of operations and earnings (loss) per share as changes in fair 
value of equity investments will be presented in net income (loss) rather than other comprehensive income (loss) and certain 
changes in fair value of subordinated debt will be presented in other comprehensive income (loss) rather than net income (loss).

In February 2016, the FASB issued ASU 2016-02, Leases ("ASU 2016-02").  ASU 2016-02 was issued to improve the financial 
reporting of leasing transactions.  Under current guidance for lessees, leases are only included on the balance sheet if certain 
criteria, classifying the agreement as a capital lease, are met.  This update will require the recognition of a right-of-use asset and 
a corresponding lease liability, discounted to the present value, for all leases that extend beyond 12 months.  For operating leases, 
the asset and liability will be expensed over the lease term on a straight-line basis, with all cash flows included in the operating 
section of the statement of cash flows.  For finance leases, interest on the lease liability will be recognized separately from the 
amortization of the right-of-use asset in the statement of comprehensive income and the repayment of the principal portion of the 
lease liability will be classified as a financing activity while the interest component will be included in the operating section of 
the statement of cash flows.  The accounting treatment for lessors will remain relatively unchanged.  ASU 2016-02 is effective 
for annual and interim reporting periods beginning after December 15, 2018.  Early adoption is permitted.  Upon adoption, leases 
will be recognized and measured at the beginning of the earliest period presented using a modified retrospective approach.  The 
Company is currently evaluating the potential effect of the adoption of  ASU 2016-02 on its consolidated financial statements.  

In August 2016, the FASB issued ASU 2016-15, Classification of Certain Cash Receipts and Cash Payments ("ASU 2016-15"). 
The objective of ASU 2016-15 is to reduce diversity in the classification of cash receipts and payments for specific cash flow 
issues,  including  debt  prepayment  or  debt  extinguishment  costs,  contingent  consideration  payments  made  after  a  business 
combination and proceeds from the settlement of insurance claims.  ASU 2016-15 is effective for fiscal years beginning after 
December 31, 2017, and interim periods within those fiscal years.  Early adoption of ASU 2016-15 is permitted.  The Company 
does not believe the adoption of ASU 2016-15 will have a material effect on its consolidated financial statements.

In January 2017, the FASB issued ASU 2017-04, Intangibles - Goodwill and Other (Topic 350): Simplifying the Test for Goodwill 
Impairment ("ASU 2017-04").  ASU 2017-04 was issued to simplify the subsequent measurement of goodwill.  This update changes 
the impairment test by requiring an entity to compare the fair value of a reporting unit with its carrying amount as opposed to 
comparing the carrying amount of goodwill with its implied fair value.  ASU 2017-04 is effective for annual and interim reporting 
periods beginning after December 15, 2019.  Early adoption is permitted.  The Company does not believe the adoption of ASU 
2017-04 will have a material effect on its consolidated financial statements.

NOTE 4 ACQUISITIONS

Professional Warranty Service Corporation:

On  October  12,  2017,  the  Company  acquired  100%  of  the  outstanding  shares  of  PWSC  for  estimated  cash  consideration  of 
approximately $9.9 million.  The final purchase price is subject to a true-up that will be finalized in 2018.  The consolidated 
statements of operations include the earnings of PWSC from the date of acquisition.  No supplemental pro forma revenue and 
earnings information related to the acquisition has been presented for the years ended December 31, 2017 and December 31, 2016, 
as the impact is immaterial.  As further discussed in Note 24, "Segmented Information," PWSC is included in the Extended Warranty 

72

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

segment.   PWSC is based in Virginia and is a leading provider of new home warranty products and administration services to the 
largest tier of domestic residential construction firms in the United States.  This acquisition allows the Company to grow its portfolio 
of warranty companies and expand into the home warranty business.

The Company intends to finalize during 2018 its fair value analysis of the assets acquired and liabilities assumed. The assets 
acquired and liabilities assumed are recorded in the Consolidated Financial Statements at their estimated fair market values. These 
estimates, allocations and calculations are subject to change as we obtain further information; therefore, the final fair market values 
of the assets acquired and liabilities assumed may not agree with the estimates included in the Consolidated Financial Statements. 
The following table summarizes the estimated allocation of the assets acquired and liabilities assumed at the date of acquisition:

(in thousands)

Cash and cash equivalents

Other receivables
Service fee receivable
Property and equipment
Other assets
Goodwill

Total assets

Deferred service fees

Accrued expenses and other liabilities

Total liabilities

Purchase price

CMC Industries, Inc.:

October 12, 2017

2,071

50
1,422
238
205
9,051

13,037

2,079

1,089

3,168

9,869

$

$

$

$

$

$

On July 14, 2016, the Company completed the acquisition of 81.0% of CMC for cash consideration of $1.5 million.  The consolidated 
statements of operations include the earnings of CMC from the date of acquisition.  As further discussed in Note 24, "Segmented 
Information," CMC is included in the Leased Real Estate segment.  CMC owns, through an indirect wholly owned subsidiary (the 
"Property Owner"), a parcel of real property consisting of approximately 192 acres located in the State of Texas (the "Real Property"). 
The Real Property is leased to a third party pursuant to a long-term triple net lease.  Effective beginning the first quarter of 2017, 
the Company executed a lease amendment between CMC and its tenant under which the tenant will pay an aggregate $25.0 million
of additional rental income through May 2034, the remaining term of the lease.  The Real Property is also subject to a mortgage, 
which is recorded as note payable in the consolidated balance sheets (the "Mortgage").  The Mortgage is nonrecourse indebtedness 
with respect to CMC and its subsidiaries (including the Property Owner), and the Mortgage is not, nor will it be, guaranteed by 
Kingsway or its affiliates.  

This acquisition was accounted for as a business combination using the acquisition method of accounting.  The purchase price 
was allocated to the assets acquired and liabilities assumed based upon their estimated fair values at the date of acquisition.  During 
the fourth quarter of 2016, the Company completed its fair value analysis on the assets acquired and liabilities assumed.  Goodwill 
of $61.0 million was recognized.  The goodwill is not deductible for tax purposes.  Separately identifiable intangible assets of
$74.8 million were recognized resulting from the valuations of in-place lease and a tenant relationship.  Refer to Note 11, "Intangible 
Assets," for further disclosure of the intangible assets related to this acquisition.  The Mortgage was recorded at its estimated fair 
value of $191.7 million, which included the unpaid principal amount of $180.0 million as of the date of acquisition plus a premium 
of $11.7 million.  Refer to Note 14, "Debt," for further discussion of the Mortgage.  The Company also recognized a below market 
lease liability of $0.9 million, which is included in accrued expenses and other liabilities.  The below market lease liability resulted 
from the terms of the acquired operating lease contract being unfavorable relative to market terms of comparable leases on the 
date of acquisition.  The below market lease liability is amortized on a straight-line basis over the remaining term of the lease, as 
determined at the acquisition date.  Amortization of below market lease liabilities is included in rental income in the consolidated 
statements of operations. 

73

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The following table summarizes the estimated fair value of the assets acquired and liabilities assumed at the date of acquisition:

(in thousands)

Cash and cash equivalents

Other receivables
Property and equipment
Intangible asset - subject to amortization
Intangible asset - not subject to amortization
Other assets
Goodwill
Total assets

Note payable

Deferred income tax liability
Income taxes payable

Accrued expenses and other liabilities

Noncontrolling interest in CMC

Total liabilities and noncontrolling interest

Purchase price

July 14, 2016

1,006

1,971
113,008
1,125
73,667
1,385
60,983
253,145

191,741

55,603
2,018

1,984

299

251,645

1,500

$

$

$

$

$

The consolidated statements of operations include the earnings of CMC from the date of acquisition.  From the date of acquisition 
through December 31, 2016, CMC earned revenue of $5.4 million and net income of $0.5 million.  The following unaudited pro 
forma summary presents the Company's consolidated financial statements for the years ended December 31, 2016 and December 
31, 2015 as if CMC had been acquired on January 1, 2015.  The pro forma summary is presented for illustrative purposes only 
and does not purport to represent the results of our operations that would have actually occurred had the acquisition occurred on 
January 1, 2015 or project our results of operations as of any future date or for any future period, as applicable. 

(in thousands, except per share data)

Revenues
Income (loss) from continuing operations attributable to common
shareholders
Basic earnings (loss) per share - continuing operations
Diluted earnings (loss) per share - continuing operations

$

$
$
$

Years ended December 31,
2015
172,320

$

2016
183,294

538
0.03
0.03

$
$
$

(10,884)
(0.55)
(0.55)

Argo Management Group LLC:

Effective April 21, 2016, the Company issued 160,000 shares of its common stock to acquire Argo.  The Argo purchase price of 
$0.7 million was determined using the closing price of Kingsway common stock on the date the 160,000 shares were issued.  The 
consolidated statements of operations include the earnings of Argo from the date of acquisition.  No supplemental pro forma 
revenue and earnings information related to the acquisition has been presented for the years ended December 31, 2016 and December 
31, 2015, as the impact is immaterial.  Argo’s primary business is to act as the Managing Member of Argo Holdings Fund I, LLC, 
an investment fund organized for purposes of making control-oriented equity investments in established lower middle market 
companies based in North America, with a focus on search fund investments. 

This acquisition was accounted for as a business combination using the acquisition method of accounting.  The purchase price 
was allocated to the assets acquired and liabilities assumed based upon their estimated fair values at the date of acquisition.  During 

74

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

the second quarter of 2016, the Company completed its fair value analysis on the assets acquired and liabilities assumed.  Separately 
identifiable intangible assets of $0.7 million were recognized resulting from the valuations of contract-based management fee and 
promote fee revenues.  Refer to Note 11, "Intangible Assets," for further disclosure of the intangible assets related to this acquisition.

The following table summarizes the estimated fair value of the assets acquired and liabilities assumed at the date of acquisition:

(in thousands)

Cash and cash equivalents

Other receivables
Intangible assets - subject to amortization
Other assets

Total assets

Accrued expenses and other liabilities

Total liabilities

Purchase price

April 21, 2016

5

17
731
5

758

14

14

744

$

$

$

$

$

NOTE 5 DECONSOLIDATIONS, DISCONTINUED OPERATIONS AND LIQUIDATION

(a)  

Deconsolidations

1347 Investors LLC:

At June 30, 2016, the Company owned 61.0% of the outstanding units of 1347 Investors.  Because the Company owned more than 
50% of the outstanding units, 1347 Investors was included in the consolidated financial statements of the Company.  1347 Investors 
had an investment in the common stock and private units of 1347 Capital Corp. which was reflected in investment in investee in 
the consolidated balance sheets.  1347 Capital Corp., which completed an initial public offering on July 21, 2014 and had 24 months 
from the date of the initial public offering to complete a successful business combination, was formed for the purpose of entering 
into a merger, share exchange, asset acquisition or other similar business combination with one or more businesses or entities.

On March 23, 2016, 1347 Capital Corp. announced the signing of a definitive agreement with Limbach Holdings LLC ("Limbach"), 
in which 1347 Capital Corp. would merge with Limbach.  On July 21, 2016, Limbach announced the closing of the previously 
announced merger, and 1347 Capital Corp. was renamed Limbach Holdings, Inc.  As a result of this transaction, the Company's 
ownership percentage in 1347 Investors was reduced to 26.7% at the transaction date, leading the Company to record a non-cash 
gain of $5.6 million during 2016 related to the deconsolidation of 1347 Investors.  This gain results from removing the carrying 
value of the noncontrolling interest in 1347 Investors and the carrying value of the consolidated net assets of 1347 Investors, which 
the  Company  reported  prior  to  the  closing  of  the  transaction,  and  recording  the  fair  value  of  the  Company's  26.7%  retained 
noncontrolling  investment  in  1347  Investors  as  of  the  transaction  date.    Subsequent  to  the  transaction  date,  the  Company  is 
accounting for its remaining noncontrolling investment in 1347 Investors at fair value. 

Kingsway Linked Return of Capital Trust:

On July 14, 2005, KLROC Trust completed its public offering of C$78.0 million through the issuance of 3,120,000 LROC 5%
preferred units due June 30, 2015 (“LROC preferred units”), of which the Company was a promoter.  KLROC Trust’s net proceeds 
of the public offering was C$74.1 million.

During 2009 and 2010, KFS Capital began purchasing LROC preferred units. As a result of these acquisitions, the Company 
beneficially owned and controlled 2,333,715 units, representing 74.8% of the issued and outstanding LROC preferred units and 
began consolidating the financial statements of KLROC Trust effective July 23, 2010. 

During the second quarter of 2015, the Company's controlling interest in KLROC Trust was reduced to zero upon the Company's 
repayment of its C$15.8 million outstanding on its LROC preferred units due June 30, 2015.  As a result, the Company recorded 
a non-cash loss on deconsolidation of KLROC Trust of $4.4 million for the year ended December 31, 2015.  This reported loss 

75

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

results from removing the net assets and accumulated other comprehensive loss of KLROC Trust from the Company’s consolidated 
balance sheets. 

(b)  

Discontinued Operations

On April 1, 2015, the Company closed on the sale of its subsidiary, Assigned Risk Solutions Ltd. ("ARS") for $47.0 million in 
cash.  During the second quarter of 2015, the Company received additional post-closing cash consideration of $2.0 million.  The 
terms of the sale also provide for potential receipt by the Company of future earnout payments equal to 1.25% of ARS' written 
premium and fee income during the earnout periods.  The earnout payments are payable in three annual installments beginning in 
April 2016 through April 2018.  During 2017, the Company received cash consideration, before expenses, for the second annual 
installment earnout payment of $1.3 million.  During 2016, the Company received cash consideration, before expenses, of $1.5 
million, consisting of the first annual installment earnout payment of $1.4 million and $0.1 million related to state tax overpayments.  
Net of expenses, the Company recorded an additional gain on disposal of ARS of $1.0 million and $1.3 million for the years ended 
December 31, 2017 and December 31, 2016, respectively.  As a result of the sale, ARS, previously disclosed as part of the Extended 
Warranty (formerly Insurance Services) segment, has been classified as a discontinued operation.  The earnings of ARS are disclosed 
as discontinued operations in the consolidated statements of operations for all periods presented.  Summary financial information 
included in income from discontinued operations, net of taxes for the years ended December 31, 2017, 2016 and 2015 is presented 
below:

(in thousands)

Revenues:

Service fee and commission income
Other (expense) income

Total revenues
Expenses:

General and administrative expenses

Income from discontinued operations before income tax expense
Income tax expense
Income from discontinued operations, net of taxes
Gain on disposal of discontinued operations before income tax
benefit
Income tax benefit
Gain on disposal of discontinued operations, net of taxes
Total gain/income from discontinued operations, net of taxes

2017

— $
—
—

—
—
—
—

1,017
—
1,017
1,017

$

$

$

Years ended December 31,
2015

2016

— $
—
—

—
—
—
—

1,255
—
1,255
1,255

$

8,342
(20)
8,322

6,462
1,860
443
1,417

11,177
(90)
11,267
12,684

For the years ended December 31, 2017, 2016 and 2015, ARS' net cash used in operating activities was zero and zero and $0.2 
million , respectively. ARS had no cash flows from investing activities for the years ended December 31, 2017, 2016 and 2015.

(c)  

Liquidation

During 2017, the Company's subsidiary, Kingsway ROC GP ("ROC GP"), was liquidated. As a result of the liquidation of this 
subsidiary, the Company realized a net after-tax loss of $0.5 million for the year ended December 31, 2017.  This loss represents 
the foreign exchange loss previously recorded in accumulated other comprehensive loss and now recognized in the statements of 
operations as a result of the liquidation of ROC GP.  Summarized financial information for liquidation of subsidiary is shown 
below:

(in thousands)

Liquidation:
Loss on liquidation before income taxes
Income tax benefit
Loss on liquidation of subsidiary, net of taxes

2017

(494) $
— $
(494) $

Years ended December 31,
2015

2016

— $
—
— $

—
—
—

$

$

76

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

NOTE 6 INVESTMENTS

The amortized cost, gross unrealized gains and losses, and estimated fair value of the Company's investments in fixed maturities 
and equity investments at December 31, 2017 and December 31, 2016 are summarized in the tables shown below:  

(in thousands)

Fixed maturities:

U.S. government, government agencies and
authorities

States, municipalities and political subdivisions

Mortgage-backed
Asset-backed securities and collateralized
mortgage obligations

Corporate

Total fixed maturities

Equity investments:

Common stock

Warrants - publicly traded

Warrants - not publicly traded

Total equity investments

Amortized
Cost

Gross
Unrealized
Gains

Gross
Unrealized
Losses

Estimated 
Fair Value

December 31, 2017

$

25,519

$

—

$

3,826

7,784

2,279

14,338

53,746

7,583

603

960

9,146

3

7

1

22

33

199

266

173

638

671

275

46

128

11

105

565

363

142

285

790

$

25,244

3,783

7,663

2,269

14,255

53,214

7,419

727

848

8,994

Total fixed maturities and equity investments

$

62,892

$

$

1,355

$

62,208

(in thousands)

Fixed maturities:

Amortized
Cost

Gross
Unrealized
Gains

Gross
Unrealized
Losses

Estimated 
Fair Value

December 31, 2016

U.S. government, government agencies and
authorities

$

28,312

$

States, municipalities and political subdivisions

Mortgage-backed
Asset-backed securities and collateralized
mortgage obligations

Corporate

Total fixed maturities

Equity investments:

Common stock

Warrants - publicly traded

Warrants - not publicly traded

Total equity investments

3,131

8,610

3,468

18,615

62,136

17,701

438

960

19,099

Total fixed maturities and equity investments

$

81,235

$

22

1

12

4

94

133

4,156

279

180

4,615

4,748

$

$

186

44

116

5

154

505

431

53

—

484

989

$

28,148

3,088

8,506

3,467

18,555

61,764

21,426

664

1,140

23,230

$

84,994

77

 
 
 
 
 
 
 
 
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Net unrealized gains and losses in the tables above are reported as other comprehensive (loss) income with the exception of net 
unrealized losses of $0.1 million, at December 31, 2017, and net unrealized gains of $0.2 million, at December 31, 2016, related 
to warrants - not publicly traded, which are reported in the consolidated statements of operations.

The table below summarizes the Company's fixed maturities at December 31, 2017 by contractual maturity periods. Actual results 
may differ as issuers may have the right to call or prepay obligations, with or without penalties, prior to the contractual maturity 
of these obligations.

(in thousands)

Due in one year or less
Due after one year through five years
Due after five years through ten years
Due after ten years
Total

Amortized Cost
11,194
34,172
3,818
4,562
53,746

$

$

$

December 31, 2017
Estimated Fair
Value
11,154
33,791
3,780
4,489
53,214

$

The following tables highlight the aggregate unrealized loss position, by security type, of fixed maturities and equity investments 
in unrealized loss positions as of December 31, 2017 and December 31, 2016. The tables segregate the holdings based on the 
period of time the investments have been continuously held in unrealized loss positions.

(in thousands)

December 31, 2017

Less than 12 Months

Greater than 12 Months

Total

Estimated
Fair Value

Unrealized
Loss

Estimated
Fair Value

Unrealized
Loss

Estimated
Fair Value

Unrealized
Loss

Fixed maturities:

U.S. government, government agencies
and authorities
States, municipalities and political
subdivisions
Mortgage-backed
Asset-backed securities and
collateralized mortgage obligations

Corporate

Total fixed maturities

Equity investments:

Common stock

Warrants

Total equity investments

Total

$

17,067

$

136

$

8,177

$

139

$

25,244

$

275

2,092
5,550

1,158

6,807

25
86

5

62

893
1,789

660

2,201

21
42

6

43

2,985
7,339

1,818

9,008

32,674

314

13,720

251

46,394

4,515

896

5,411

363

427

790

—

—

—

—

—

—

4,515

896

5,411

46
128

11

105

565

363

427

790

$

38,085

$

1,104

$

13,720

$

251

$

51,805

$

1,355

78

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

(in thousands)

December 31, 2016

Less than 12 Months

Greater than 12 Months

Total

Estimated
Fair Value

Unrealized
Loss

Estimated
Fair Value

Unrealized
Loss

Estimated
Fair Value

Unrealized
Loss

Fixed maturities:

U.S. government, government
agencies and authorities

States, municipalities and political
subdivisions

Mortgage-backed

Asset-backed securities and
collateralized mortgage obligations

Corporate

Total fixed maturities

Equity investments:

Common stock

Warrants

Total equity investments

Total

$

18,509

$

186

$

— $

— $

18,509

$

2,594

7,709

1,830

10,956

41,598

900

31

931

$

42,529

$

44

116

5

154

505

293

20

313

818

$

—

58

44

—

102

868

—

868

970

$

—

—

—

—

—

138

33

171

171

2,594

7,767

1,874

10,956

41,700

1,768

31

1,799

$

43,499

$

186

44

116

5

154

505

431

53

484

989

Fixed maturities and equity investments contain approximately 191 and 173 individual investments that were in unrealized loss 
positions as of December 31, 2017 and 2016, respectively. 

The establishment of an other-than-temporary impairment on an investment requires a number of judgments and estimates.  The 
Company performs a quarterly analysis of the individual investments to determine if declines in market value are other-than-
temporary.  The analysis includes some or all of the following procedures as deemed appropriate by the Company:

• 
• 
• 

• 
• 

• 

• 

• 

identifying all unrealized loss positions that have existed for at least six months;
identifying other circumstances management believes may impact the recoverability of the unrealized loss positions;
obtaining a valuation analysis from third-party investment managers regarding the intrinsic value of these investments 
based on their knowledge and experience together with market-based valuation techniques;
reviewing the trading range of certain investments over the preceding calendar period;
assessing if declines in market value are other-than-temporary for debt instruments based on the investment grade credit 
ratings from third-party rating agencies;
assessing if declines in market value are other-than-temporary for any debt instrument with a non-investment grade credit 
rating based on the continuity of its debt service record; 
determining the necessary provision for declines in market value that are considered other-than-temporary based on the 
analyses performed; and
assessing the Company's ability and intent to hold these investments at least until the investment impairment is recovered.

The risks and uncertainties inherent in the assessment methodology used to determine declines in market value that are other-than-
temporary include, but may not be limited to, the following:

• 
• 
• 

• 

the opinions of professional investment managers could be incorrect;
the past trading patterns of individual investments may not reflect future valuation trends;
the credit ratings assigned by independent credit rating agencies may be incorrect due to unforeseen or unknown facts 
related to a company's financial situation; and
the debt service pattern of non-investment grade instruments may not reflect future debt service capabilities and may not 
reflect a company's unknown underlying financial problems.

As a result of the analysis performed by the Company to determine declines in market value that are other-than-temporary, the 
Company recorded write downs of $0.3 million for other-than-temporary impairment related to equity investments for the year 
ended December 31, 2017, $0.1 million and $0.1 million for other-than-temporary impairment related to equity investments and 

79

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

limited  liability  investments,  respectively,  for  the  year  ended  December 31,  2016  and  $0.0  million  for  other-than-temporary 
impairment related to fixed maturities for the year ended December 31, 2015. 

There were $0.3 million, $0.1 million and $0.0 million of other-than-temporary losses recognized in other comprehensive (loss) 
income for the years ended December 31, 2017, 2016 and 2015, respectively. 

The Company has reviewed currently available information regarding investments with estimated fair values less than their carrying 
amounts and believes these unrealized losses are not other-than-temporary and are primarily due to temporary market and sector-
related factors rather than to issuer-specific factors. The Company does not intend to sell those investments, and it is not likely it 
will be required to sell those investments before recovery of its amortized cost.

The Company does not have any exposure to subprime mortgage-backed investments.

Limited liability investments include investments in limited liability companies and limited partnerships that primarily invest in 
income-producing real estate or real estate related investments.  The Company's interests in these investments are not deemed 
minor and, therefore, are accounted for under the equity method of accounting.  The most recently available financial statements 
are used in applying the equity method.  The difference between the end of the reporting period of the limited liability entities and 
that of the Company is no more than three months.  As of December 31, 2017 and December 31, 2016, the carrying value of limited 
liability investments totaled $25.2 million and $23.0 million, respectively.  At December 31, 2017, the Company has unfunded 
commitments totaling $1.3 million to fund limited liability investments. 

Limited  liability  investment,  at  fair  value  represents  the  Company's  investment  in  1347  Investors.    In  connection  with  the 
deconsolidation of 1347 Investors during the third quarter of 2016, the Company retained a minority investment in 1347 Investors. 
The  Company  has  made  an  irrevocable  election  to  account  for  this  investment  at  fair  value.   As  of  December 31,  2017  and 
December 31, 2016, the carrying value of the Company's limited liability investment, at fair value was $10.3 million and $10.7 
million, respectively.  At December 31, 2017, there was no unfunded commitment related to the limited liability investment, at 
fair value.

Other investments include mortgage and collateral loans and are reported at their unpaid principal balance.  As of December 31, 
2017 and December 31, 2016, the carrying value of other investments totaled $3.7 million and $9.4 million, respectively.

The Company had previously entered into two separate performance share grant agreements with 1347 Property Insurance Holdings, 
Inc. ("PIH"), whereby the Company will be entitled to receive up to an aggregate of  475,000 shares of PIH common stock upon 
achievement of certain milestones for PIH’s stock price.  Pursuant to the performance share grant agreements, if at any time the 
last sales price of PIH’s common stock equals or exceeds: (i) $10.00 per share (as adjusted for stock splits, stock dividends, 
reorganizations, recapitalizations and the like) for any 20 trading days within any 30-trading day period, the Company will receive 
100,000  shares  of  PIH  common  stock;  (ii)  $12.00  per  share  (as  adjusted  for  stock  splits,  stock  dividends,  reorganizations, 
recapitalizations and the like) for any 20 trading days within any 30-trading day period, the Company will receive 125,000 shares 
of PIH common stock (in addition to the 100,000 shares of common stock earned pursuant to clause (i) herein); (iii) $15.00 per 
share (as adjusted for stock splits, stock dividends, reorganizations, recapitalizations and the like) for any 20 trading days within 
any 30-trading day period, the Company will receive 125,000 shares of PIH common stock (in addition to the 225,000 shares of 
common stock earned pursuant to clauses (i) and (ii) herein); and (iv) $18.00 per share (as adjusted for stock splits, stock dividends, 
reorganizations, recapitalizations and the like) for any 20 trading days within any 30-trading day period, the Company will receive 
125,000 shares of PIH common stock (in addition to the 350,000 shares of common stock earned pursuant to clauses (i), (ii) and 
(iii) herein).  To the extent shares of PIH common stock are granted to the Company under either of the performance share grant 
agreements, they will be recorded at the time the shares are granted and will have a valuation equal to the last sales price of PIH 
common stock on the day prior to such grant.  No shares were received by the Company under either of the performance share 
grant agreements as of December 31, 2017.  On January 2, 2018, the Company entered into an agreement with PIH to cancel the 
$10.00 per share Performance Shares Grant Agreement in exchange for cash consideration of $0.3 million.  The Company will 
record this gain during the first quarter of 2018.  Refer to Note 25, "Fair Value of Financial Instruments," for further details regarding 
the performance shares.

80

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Gross  realized  gains  and  losses  on  fixed  maturities,  equity  investments  and  limited  liability  investments  for  the  years  ended 
December 31, 2017, 2016 and 2015 were as follows:

(in thousands)

Gross realized gains
Gross realized losses
Total

2017
4,406
(635)
3,771

$

$

$

$

Years ended December 31,
2015
1,198
(1)
1,197

2016
764
(404)
360

$

$

Net investment income for the years ended December 31, 2017, 2016 and 2015, respectively, is comprised as follows:  

(in thousands)

Investment income

  Interest from fixed maturities
Dividends
Income from limited liability investments
(Loss) gain on change in fair value of limited liability investment, at fair
value
(Loss) gain on change in fair value of warrants - not publicly traded
Other

Gross investment income
Investment expenses
Net investment income

NOTE 7 INVESTMENT IN INVESTEE

2017

809
500
1,797

(386)
(292)
428
2,856
(187)
2,669

$

$

Years ended December 31,
2015

2016

794
682
1,157

4,720
380
653
8,386
(142)
8,244

$

$

907
702
1,596

—
(216)
223
3,212
(257)
2,955

$

$

Investment in investee includes the Company's investment in the common stock of ICL and is accounted for under the equity 
method.  Prior to the second quarter of 2016, the Company's investment in ICL was included in equity investments in the consolidated 
balance sheets.  During the second quarter of 2016, the Company's ownership percentage in ICL was increased to 31.2%.  As a 
result of this change in ownership, the Company determined that its investment in the common stock of ICL qualified for the equity 
method of accounting and, thus, is included in investment in investee in the consolidated balance sheets at December 31, 2017
and December 31, 2016. The Company's investment in ICL is recorded on a three-month lag basis.

The  carrying  value,  estimated  fair  value  and  approximate  equity  percentage  for  the  Company's  investment  in  investee  at 
December 31, 2017 and December 31, 2016 were as follows:

(in thousands, except for percentages)

December 31, 2017

December 31, 2016

Equity
Percentage

Estimated Fair
Value

Carrying
Value

Equity
Percentage

Estimated Fair
Value

Carrying
value

ICL

31.2% $

3,816

$

5,230

31.2% $

4,251

$

3,116

The estimated fair value of the Company's investment in ICL at December 31, 2017 in the table above is calculated based on the 
published closing price of ICL at September 30, 2017 to be consistent with the three-month lag in reporting its carrying value 
under the equity method.  The estimated fair value of the Company's investment in ICL based on the published closing price of 
ICL at December 31, 2017 is $3.4 million.

1347 Investors previously had an investment in the common stock and private units of 1347 Capital Corp., which was included 
in  investment  in  investee  in  the  consolidated  balance  sheet  at  June 30,  2016.   As  discussed  in  Note  5,  "Deconsolidations, 
Discontinued Operations and Liquidation," during the third quarter of 2016, the Company's ownership percentage in 1347 Investors 
was reduced to 26.7% and the Company deconsolidated 1347 Investors.  As a result of removing the net assets of 1347 Investors 

81

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

from the Company’s consolidated balance sheets, the Company no longer had a direct investment in the common stock and private 
units of 1347 Capital Corp. at December 31, 2016.

The Company reported equity in net income of investees of $2.1 million for the year ended December 31, 2017 and equity in net 
loss of investees of $1.0 million and $0.3 million for the years ended December 31, 2016 and 2015, respectively.

NOTE 8 REINSURANCE

As is customary in the insurance industry, the Company reinsures portions of certain insurance policies it writes, thereby providing 
a greater diversification of risk and minimizing exposure on larger risks.  The Company remains contingently at risk with respect 
to any reinsurance ceded and would incur an additional loss if an assuming company were unable to meet its obligation under the 
reinsurance treaty.

The  Company  monitors  the  financial  condition  of  its  reinsurers  to  minimize  its  exposure  to  significant  losses  from  reinsurer 
insolvencies.  Letters of credit are maintained for any unauthorized reinsurer to cover ceded unearned premium and ceded unpaid 
loss and loss adjustment expenses balances. 

For most of the non-standard automobile business, the liability is limited to the minimum statutory liability limits, which are 
typically not greater than $50,000 per occurrence, depending on the state.  The Company's reinsurance includes excess of loss 
reinsurance to reduce its exposure to individual losses as well as losses related to catastrophic events that may simultaneously 
affect many of our policyholders.  During 2016 and 2015, the Company entered into an excess of loss reinsurance arrangement to 
reduce its exposure to losses related to certain catastrophic events that may occur in any of the states in which the Company writes 
non-standard  automobile  business.    Upon  the  expiration  in  January,  2017  of  this  excess  of  loss  reinsurance  arrangement,  we 
concluded not to renew it.

Ceded premiums, loss and loss adjustments expenses, and commissions as of and for the years ended December 31, 2017, 2016
and 2015 are summarized as follows:

(in thousands)

Ceded premiums written
Ceded premiums earned
Ceded loss and loss adjustment expenses
Ceded unpaid loss and loss adjustment expenses
Ceded unearned premiums
Ceding commissions

$

$

2017
—
7
(248)
174
—
226

$

Years ended December 31,
2015
165
166
(571)
1,207
7
(138)

2016
141
141
111
681
7
—

The Company's Texas business is written through an unaffiliated Texas county mutual insurance company.  This Texas business 
is then 100% assumed by Mendota through a quota-share arrangement.  The amounts of assumed premiums written were $21.3 
million, $23.5 million and $19.0 million for the years ended December 31, 2017, 2016 and 2015, respectively.  The amounts of 
assumed premiums earned were $21.9 million, $22.8 million and $19.8 million for the years ended December 31, 2017, 2016 and 
2015, respectively. 

The maximum amount of return commission and return of unearned premium that would have been due if all of the Company's 
reinsurance had been canceled is as follows at December 31, 2017:

(in thousands)

Assumed

Ceded

Net

December 31, 2017

Commission Equity

801

—

801

Unearned Premium Reserve

5,160

7

5,153

$

$

$

$

82

NOTE 9 DEFERRED ACQUISITION COSTS

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Policy acquisition costs consist primarily of commissions, premium taxes, and underwriting and agency expenses, net of ceding 
commission  income,  incurred  related  to  successful  efforts  to  acquire  new  or  renewal  insurance  contracts  and  vehicle  service 
agreements.  Acquisition costs deferred on both property and casualty insurance products and vehicle service agreements are 
amortized over the period in which the related revenues are earned.

The components of deferred acquisition costs and the related amortization expense as of and for the years ended December 31, 
2017, 2016 and 2015, respectively, are comprised as follows:

(in thousands)

Balance at January 1, net

Additions

Amortization

Balance at December 31, net

NOTE 10 GOODWILL

Years ended December 31,

2017

2016

2015

$

13,609

$

12,143

$

12,197

27,864
(28,428)
13,045

$

29,288
(27,822)
13,609

26,307
(26,361)
12,143

$

$

Goodwill was $80.1 million and $71.1 million at December 31, 2017 and 2016, respectively, and is attributable to the Extended 
Warranty and Leased Real Estate reportable segments.  As further discussed in Note 4, "Acquisitions," the Company recorded 
goodwill of $9.0 million related to the acquisition of PWSC on October 12, 2017.  The Company intends to finalize during 2018 
its fair value analysis of the assets acquired and liabilities assumed as part of the acquisition of PWSC. The estimates, allocations 
and calculations recorded at December 31, 2017 are subject to change as we obtain further information; therefore, the final fair 
market values of the assets acquired and liabilities assumed may not agree with the estimates included in the Consolidated Financial 
Statements.

Goodwill is assessed for impairment annually as of December 31, or more frequently if events or circumstances indicate that the 
carrying value may not be recoverable.  The Company tested goodwill for recoverability at December 31, 2017, 2016 and 2015.  
Based on the assessment performed, no goodwill impairments were recognized in 2017, 2016 or 2015.  

NOTE 11 INTANGIBLE ASSETS

Intangible assets are comprised as follows:

(in thousands)

December 31, 2017

Gross Carrying
Value

Accumulated
Amortization

Net Carrying
Value

Intangible assets subject to amortization

Database
Vehicle service agreements in-force
Customer relationships
In-place lease
Contract-based revenues

Intangible assets not subject to amortization

Tenant relationship
Insurance licenses
Trade name

Total

4,918
3,680
3,611
1,125
731

73,667
7,553
663
95,948

$

$

2,521
3,640
1,965
92
115

—
—
—
8,333

$

$

2,397
40
1,646
1,033
616

73,667
7,553
663
87,615

$

$

83

 
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

(in thousands)

December 31, 2016

Intangible assets subject to amortization

Database
Vehicle service agreements in-force
Customer relationships
In-place lease
Contract-based revenues

Intangible assets not subject to amortization

Tenant relationship
Insurance licenses
Trade name

Total

Gross Carrying
Value

Accumulated
Amortization

Net Carrying
Value

$

$

4,918
3,680
3,611
1,125
731

73,667
7,803
663
96,198

$

$

2,029
3,554
1,521
29
48
—
—
—
—
7,181

$

$

2,889
126
2,090
1,096
683

73,667
7,803
663
89,017

As  further  discussed  in  Note  4,  "Acquisitions,"  during  2016,  the  Company  recorded  $74.8  million  of  separately  identifiable 
intangible assets related to in-place lease and tenant relationship, as part of the acquisition of CMC.  The in-place lease intangible 
asset of $1.1 million is being amortized on a straight-line basis over its estimated useful life of approximately 18 years, which is 
based on the term of the existing operating lease.  The tenant relationship intangible asset of $73.7 million relates to a single long-
term tenant relationship.  The Company has determined that there are no legal, regulatory, contractual, competitive, economic or 
other factors limiting the useful life of the tenant relationship; therefore, the tenant relationship intangible asset is deemed to have 
an indefinite useful life and is not amortized. 

As further discussed in Note 4, "Acquisitions," during the second quarter of 2016, the Company recorded $0.7 million of separately 
identifiable intangible assets for contract-based management fee and promote fee revenues as part of the acquisition of Argo.  The 
contract-based management fee revenue intangible asset is being amortized over nine years.  The contract-based promote fee 
revenue intangible asset is being amortized over a three-year period beginning in 2022.  The amortization periods for the contract-
based revenues intangible assets are based on the patterns in which the economic benefits of the intangible assets are expected to 
be consumed. 

The Company's other intangible assets with definite useful lives are amortized either based on the patterns in which the economic 
benefits of the intangible assets are expected to be consumed or using the straight-line method over their estimated useful lives, 
which range from seven to fifteen years.  Amortization of intangible assets was $1.2 million, $1.2 million and $1.2 million for the 
years ended December 31, 2017, 2016 and 2015, respectively.  The estimated aggregate future amortization expense of all intangible 
assets is $1.1 million for 2018, $0.9 million for 2019, $0.8 million for 2020, $0.8 million for 2021 and $0.8 million for 2022.  

The tenant relationship, insurance licenses and trade name intangible assets have indefinite useful lives and are not amortized.  All 
intangible assets with indefinite useful lives are reviewed annually by the Company for impairment.  During 2017, the Company 
recorded an impairment charge of $0.3 million related to its insurance licenses indefinite lived intangible asset.  The impairment 
recorded was the result of Mendota and Mendakota surrendering their insurance licenses in the state of New Mexico during the 
first quarter of 2017. No impairment charges were taken on intangible assets in 2016 or 2015.

84

 
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

NOTE 12 PROPERTY AND EQUIPMENT

Property and equipment are comprised as follows:

(in thousands)

Land
Site improvements
Buildings
Leasehold improvements
Furniture and equipment
Computer hardware
Total

(in thousands)

Land
Site improvements
Buildings
Leasehold improvements
Furniture and equipment
Computer hardware

Total

$

$

$

Cost

21,371
91,308
968
522
2,281
5,380
121,830

Cost

23,355
91,308
5,533
540
2,149
4,679

$

127,564

Accumulated
Depreciation
—
$
6,028
53
433
2,155
4,931
13,600

$

Accumulated
Depreciation
—
$
1,894
1,828
392
1,952
4,537

$

10,603

December 31, 2017

Carrying
Value

$

$

21,371
85,280
915
89
126
449
108,230

December 31, 2016

Carrying
Value

$

23,355
89,414
3,705
148
197
142

$

116,961

For the year ended December 31, 2017, depreciation expense on property and equipment of $4.4 million and zero is included in 
general  and  administrative  expenses  and  loss  and  loss  adjustment  expenses,  respectively,  in  the  consolidated  statements  of 
operations.  For the year ended December 31, 2016, depreciation expense on property and equipment of $2.3 million and $0.2 
million is included in general and administrative expenses and loss and loss adjustment expenses, respectively, in the consolidated 
statements of operations. For the year ended December 31, 2015, depreciation expense on property and equipment of $0.4 million
and $0.2 million is included in general and administrative expenses and loss and loss adjustment expenses, respectively, in the 
consolidated statements of operations.

85

 
 
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

 NOTE 13 UNPAID LOSS AND LOSS ADJUSTMENT EXPENSES

The establishment of the provision for unpaid loss and loss adjustment expenses is based on known facts and interpretation of 
circumstances and is, therefore, a complex and dynamic process influenced by a large variety of factors.  These factors include 
the Company's experience with similar cases and historical trends involving loss payment patterns, pending levels of unpaid loss 
and loss adjustment expenses, product mix or concentration, loss severity and loss frequency patterns.

Other factors include the continually evolving and changing regulatory and legal environment; actuarial studies; professional 
experience and expertise of the Company's claims departments' personnel and independent adjusters retained to handle individual 
claims; the quality of the data used for projection purposes; existing claims management practices including claims-handling and 
settlement practices; the effect of inflationary trends on future loss settlement costs; court decisions; economic conditions; and 
public attitudes. 

Consequently, the process of determining the provision for unpaid loss and loss adjustment expenses necessarily involves risks 
that the actual loss and loss adjustment expenses incurred by the Company will deviate, perhaps materially, from the estimates 
recorded.

The Company's evaluation of the adequacy of unpaid loss and loss adjustment expenses includes a re-estimation of the liability 
for unpaid loss and loss adjustment expenses relating to each preceding financial year compared to the liability that was previously 
established. 

(a) Property and Casualty

The results of this comparison and the changes in the provision for property and casualty unpaid loss and loss adjustment expenses, 
net of amounts recoverable from reinsurers, as of December 31, 2017 , December 31, 2016 and December 31, 2015 were as follows:

(in thousands)

December 31,

Balance at beginning of period, gross

$

53,795

$

55,471

$

2017

2016

Less reinsurance recoverable related to property and casualty
unpaid loss and loss adjustment expenses

Balance at beginning of period, net

Incurred related to:

      Current year

      Prior years

Paid related to:

      Current year
      Prior years
Balance at end of period, net

681

53,114

100,097

20,694

(57,983)
(52,444)
63,478

1,207

54,264

96,289

8,095

(62,978)
(42,556)
53,114

Plus reinsurance recoverable related to property and casualty unpaid
loss and loss adjustment expenses
Balance at end of period, gross

174
63,652

$

681
53,795

$

$

2015

63,895

3,203

60,692

86,439

616

(54,415)
(39,068)
54,264

1,207
55,471

The Company reported unfavorable development on property and casualty unpaid loss and loss adjustment expenses of $20.7 
million, $8.1 million and $0.6 million in 2017, 2016 and 2015, respectively.  The unfavorable development in 2017 was primarily 
related to the increase in property and casualty unpaid loss and loss adjustment expenses at Mendota.  The unfavorable development 
in 2016 was primarily related to the increase in property and casualty unpaid loss and loss adjustment expenses at Mendota and 
MCC, offset by a decrease in property and casualty unpaid loss and loss adjustment expenses due to the continuing voluntary run-
off of Amigo.  The unfavorable development in 2015 was primarily related to the increase in property and casualty unpaid loss 
and loss adjustment expenses at Mendota, offset by a decrease in property and casualty unpaid loss and loss adjustment expenses 
due to the continuing voluntary run-offs of Amigo and MCC.  Original estimates are increased or decreased as additional information 
becomes known regarding individual claims.

86

 
 
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The  following  tables  contain  information  about  property  and  casualty  incurred  and  paid  loss  and  loss  adjustment  expenses 
development as of and for the year December 31, 2017, net of reinsurance, as well as cumulative claim frequency and the total of 
IBNR liabilities, including expected development on reported property and casualty unpaid loss and loss adjustment expenses 
included within the net incurred losses and allocated loss adjustment expenses amounts.  The information about property and 
casualty incurred and paid loss and loss adjustment expenses development for the years ended December 31, 2008 through 2016, 
and the average annual percentage payout of incurred claims by age as of December 31, 2017, is presented as supplementary 
information.

Non-standard automobile insurance
(in thousands)

Incurred Loss and Allocated Loss Adjustment Expenses, Net of Reinsurance

For the Years Ended  December 31,

Accident
Year

2008
Unaudited

2009
Unaudited

2010
Unaudited

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017

As of  December 31,
2017

Total of
IBNR Plus
Expected
Development
on Reported
Losses

Cumulative
Number of
Reported
Claims

2008

2009

2010

2011

2012

2013

2014

2015

2016

2017

Total

169,011

178,901

186,086

188,375

190,835

190,575

190,121

190,144

190,262

190,128

182,829

184,499

184,989

186,769

186,685

185,966

185,723

185,558

185,508

167,682

173,657

176,234

175,753

174,915

174,598

174,202

174,053

106,834

106,744

104,898

102,695

102,280

101,876

101,900

63,333

63,131

63,739

64,666

65,025

65,453

69,501

70,801

69,661

70,168

70,336

74,320

76,676

78,463

79,409

74,431

79,818

83,145

83,835

97,647

1,039

6,267

29,795

17,971

(3,165)

25,640

351

1,695

5,326

89,385

14,834

1,136,964

39

34

35

25

24

34

32

34

35

31

87

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Non-standard automobile insurance

(in thousands)

Cumulative Paid Loss and Allocated Loss Adjustment Expenses, Net of Reinsurance

For the Years Ended  December 31,

Accident
Year

2008 
Unaudited

2009 
Unaudited

2010 
Unaudited

2011 
Unaudited

2012 
Unaudited

2013 
Unaudited

2014 
Unaudited

2015 
Unaudited

2016 
Unaudited

2017

105,842

156,504

103,882

175,729

157,090

95,490

183,505

172,990

148,631

63,908

2008

2009

2010

2011

2012

2013

2014

2015

2016

2017

185,724

176,305

161,756

90,303

34,045

188,974

183,064

169,129

97,368

54,040

39,983

189,505

184,807

172,291

99,846

60,637

61,082

44,897

189,767

185,175

173,449

101,088

62,991

65,915

67,964

44,828

189,948

185,315

173,661

101,421

64,007

69,021

74,954

71,048

52,687

190,032

185,406

173,768

101,629

65,309

70,110

77,877

79,314

84,988

50,339

Total

1,078,772

 Liabilities for non-standard automobile unpaid loss and loss adjustment expenses prior to 2008, net of reinsurance

 Total liabilities for non-standard automobile unpaid loss and loss adjustment expenses, net of reinsurance

39

58,231

The following table reconciles the non-standard automobile unpaid loss and loss adjustment expenses, net of reinsurance presented 
in the tables above to the property and casualty unpaid loss and loss adjustment expenses reported in the consolidated balance 
sheet at December 31, 2017 and 2016:

(in thousands)

December 31, 2017

Liabilities for property and casualty loss and loss adjustment expenses, net of reinsurance

   Non-standard automobile

   Commercial automobile and other

Total

Reinsurance recoverable on unpaid loss and loss adjustment expenses

   Non-standard automobile

   Commercial automobile and other

Total

Unallocated loss adjustment expenses

Total gross liability for property and casualty unpaid loss and loss adjustment expenses

58,231

1,347

59,578

166

8

174

3,900

63,652

The following is supplementary information about average historical incurred loss duration as of December 31, 2017.

Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance (Unaudited)

Year 1 Year 2 Year 3 Year 4 Year 5 Year 6 Year 7 Year 8 Year 9

Year 10

Non-standard automobile

68.2% 19.8%

7.5%

2.8%

0.9%

0.5%

0.2%

0.1%

—%

—%

88

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

(b) Vehicle Service Agreements

The results of the comparison and the changes in the provision for vehicle service agreement unpaid loss and loss adjustment 
expenses as of December 31, 2017, December 31, 2016 and December 31, 2015 were as follows:

(in thousands)

Balance at beginning of period

Incurred related to:

      Current year

      Prior years

Paid related to:

      Current year
      Prior years
Balance at end of period

NOTE 14 DEBT

Debt consists of the following instruments:

2017

2,915

5,191

—

2016

$

2,975

$

5,225

—

(5,377)
50
2,779

$

(5,321)
36
2,915

$

$

$

December 31,

2015

2,975

5,757

—

(5,757)
—
2,975

(in thousands)

December 31, 2017

December 31, 2016

Note payable
Bank loan
Subordinated debt
Total

$

$

$

Principal Carrying Value
186,469
176,136
4,917
4,917
52,105
90,500
243,491
271,553

$

Fair Value
168,477
4,864
52,105
225,446

$

$

$

$

$

Principal Carrying Value
190,074
178,781
—
—
43,619
90,500
233,693
269,281

$

Fair Value
190,074
—
43,619
233,693

$

$

Subordinated debt mentioned above consists of the following trust preferred debt instruments:

Issuer

Principal 
(in thousands)

Issue date

Kingsway CT Statutory Trust I

Kingsway CT Statutory Trust II

Kingsway CT Statutory Trust III

Kingsway DE Statutory Trust III

Kingsway DE Statutory Trust IV

Kingsway DE Statutory Trust VI

(a)          Note payable:

$

$

$

$

$

$

15,000

12/4/2002

17,500

5/15/2003

20,000

10/29/2003

15,000

5/22/2003

10,000

9/30/2003

13,000

1/8/2004

Interest
annual interest rate equal to LIBOR,
plus 4.00% payable quarterly
annual interest rate equal to LIBOR,
plus 4.10% payable quarterly
annual interest rate equal to LIBOR,
plus 3.95% payable quarterly
annual interest rate equal to LIBOR,
plus 4.20% payable quarterly
annual interest rate equal to LIBOR,
plus 3.85% payable quarterly
annual interest rate equal to LIBOR,
plus 4.00% payable quarterly

Redemption date

12/4/2032

5/15/2033

10/29/2033

5/22/2033

9/30/2033

1/8/2034

As further discussed in Note 4, "Acquisitions," as part of the acquisition of CMC, the Mortgage, which is recorded as note payable 
in the consolidated balance sheets, was recorded at its estimated fair value of $191.7 million, which included the unpaid principal 
amount of $180.0 million as of the date of acquisition plus a premium of $11.7 million.  The Mortgage matures on May 15, 2034 
and has a fixed interest rate of 4.07%.  The Mortgage is carried in the consolidated balance sheets at its amortized cost, which 
reflects the monthly pay-down of principal as well as the amortization of the premium using the effective interest rate method.  
The fair value of the Mortgage disclosed in the table above is derived from quoted market prices of A-rated industrial bonds with 
similar maturities.

89

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

(b)          Bank loan:

On October 12, 2017, the Company borrowed a principal amount of $5.0 million from a bank at a fixed interest rate of 5.0%.  The 
bank loan matures on October 12, 2022.  The carrying value of the bank loan at December 31, 2017 of $4.9 million represents its 
unpaid principal balance.  The fair value of the bank loan disclosed in the table above is derived from quoted market prices of B 
and B minus rated industrial bonds with similar maturities. 

(c)          Subordinated debt:

Between December 4, 2002 and December 16, 2003, six subsidiary trusts of the Company issued $90.5 million of 30-year capital 
securities to third-parties in separate private transactions.  In each instance, a corresponding floating rate junior subordinated 
deferrable interest debenture was then issued by KAI to the trust in exchange for the proceeds from the private sale.  The floating 
rate debentures bear interest at the rate of the London interbank offered interest rate for three-month U.S. dollar deposits  ("LIBOR"), 
plus spreads ranging from 3.85% to 4.20%.  At December 31, 2017, the interest rates ranged from 5.33% to 5.68%.  The Company 
has the right to call each of these securities at par value any time after five years from their issuance until their maturity.  

During the first quarter of 2011, the Company gave notice to its Trust Preferred trustees of its intention to exercise its voluntary 
right to defer interest payments for up to 20 quarters, pursuant to the contractual terms of its outstanding Trust Preferred indentures, 
which permit interest deferral.  This action does not constitute a default under the Company's Trust Preferred indentures or any of 
its other debt indentures.  On November 6, 2015, the Company paid $22.1 million to its Trust Preferred trustees to be used by the 
trustees to pay the interest the Company had been deferring since the first quarter of 2011. 

NOTE 15 FINANCE LEASE OBLIGATION LIABILITY

On October 2, 2014, the Company completed a sale and leaseback transaction involving building and land located in Miami, 
Florida, which was  previously  recorded as asset  held for  sale.  The transaction did not  qualify for  sales  recognition and  was 
accounted for as a financing due to the Company's continuing involvement with the property as a result of nonrecourse financing 
provided to the buyer in the form of prepaid rent.  A finance lease obligation liability equal to the selling price of the property was 
established at the date of the transaction.  During the lease term, the Company recorded interest expense on the finance lease 
obligation at its incremental borrowing rate and increased the finance lease obligation liability by the same amount.

During the second quarter of 2017, the Company was informed of the landlord's intent to terminate the lease agreement effective  
October 10, 2017.  The Company had the option to vacate the property and effectively terminate the lease earlier than October 10, 
2017.  As a result of terminating the lease, the Company no longer has continuing involvement with the property and has recognized 
the sale of the property as well as the related gain of $0.7 million.  The gain results primarily from removing the carrying values 
of the land, building and finance lease obligation liability from the consolidated balance sheets and from the return of part of the 
original  prepaid  rent.   The  gain  is  included  in  other  income  in  the  consolidated  statements  of  operations  for  the  year  ended 
December 31, 2017.  At December 31, 2017 and 2016, finance lease obligation liability of zero and $5.1 million, respectively, is 
included in accrued expenses and other liabilities in the consolidated balance sheets.  At December 31, 2017 and 2016, the carrying 
value of the land and building of zero and $4.8 million, respectively, is included in property and equipment in the consolidated 
balance sheets.  

NOTE 16 LEASES

As further discussed in Note 4, "Acquisitions," the Company owns Real Property that is subject to a long-term triple net lease 
agreement with a third party.  The lease provides for future rent escalations and renewal options.  The initial lease term ends in 
May 2034.  The lessee bears the cost of maintenance and property taxes.  In addition, the Company leases a property to a third 
party under an operating lease, where we are the lessor.  Rental income from operating leases is recognized on a straight-line basis, 
based on contractual lease terms with fixed and determinable increases over the non-cancellable term of the related lease when 
collectability is reasonably assured.  Rental income includes amortization of below market lease liabilities of $0.1 million $0.0 
million and zero for the years ended December 31, 2017, 2016 and 2015.  The estimated aggregate future amortization of below 
market lease liabilities is $0.1 million for 2018, $0.1 million for 2019, $0.1 million for 2020, $0.1 million for 2021 and $0.1 million
for 2022.

90

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Assets, which are included in property and equipment, net on the consolidated balance sheets, leased to third parties under operating 
leases where the Company is the lessor, are as follows: 

(in thousands)

Land
Site improvements
Buildings
Gross property and equipment leased
Accumulation depreciation
Net property and equipment leased

As of  December 31,

2017

$

$

21,183
91,308
811
113,302
(6,068)
107,234

The Company also leases certain office space under non-cancelable leases, with initial terms typically ranging from two to eight
years, along with options that permit renewals for additional periods.  The Company also leases certain equipment and automobiles 
under non-cancelable operating leases, with initial terms typically ranging from three to five years.  Minimum rent is expensed 
on a straight-line basis over the term of the lease.

Future minimum annual lease payments and lease receipts under operating leases for the next five years and thereafter are:

(in thousands)
2018
2019
2020
2021
2022
Thereafter

NOTE 17 INCOME TAXES

$

Lease Commitments
1,496
$
1,215
525
422
424
234

Lease Receipts

11,331
11,572
11,832
12,099
12,371
162,546

The Tax Cuts and Jobs Act (the "Tax Act") was enacted on December 22, 2017.  The Tax Act makes broad and complex changes 
to the U.S. tax code, including, but not limited to, (1) a permanent reduction in the U.S. federal corporate income tax rate to 21%
and (2) eliminating the corporate alternative minimum tax ("AMT") and changing how existing AMT credits can be realized.

The Company is subject to the provisions of the ASC 740-10, Income Taxes, which requires that the effect on deferred income tax 
assets and liabilities of a change in tax rates be recognized in the period the tax rate change was enacted.  In December of 2017, 
the SEC staff issued Staff Accounting Bulletin 118 ("SAB 118"), which provides that companies that have not completed their 
accounting for the effects of the Tax Act but can determine a reasonable estimate of those effects should include a provisional 
amount based on their reasonable estimate in their financial statements.

Pursuant to SAB 118, the Company recorded provisional amounts for the estimated income tax effects of the Tax Act on deferred 
income taxes.  The Company estimates that (1) the reduction in the corporate income tax rate decreased its net deferred income 
tax liability as of December 31, 2017 by $18.9 million and (2) the change in the AMT credit rules allowed the Company to reduce 
its valuation allowance against its gross deferred income tax assets by $0.1 million, for a combined Tax Act total of $19.0 million.  
The $19.0 million Tax Act amount was recorded as a decrease to income tax expense in the Company’s consolidated statements 
of operations for the year ended December 31, 2017.  In addition, as result of the reduction in the corporate income tax rate, the 
Company provisionally reduced its December 31, 2017 net deferred income tax asset balance and the related net deferred income 
tax valuation allowance by $108.2 million, the net effect of which had no impact on the Company’s consolidated statements of 
operations for the year ended December 31, 2017. 

Although the $19.0 million tax benefit represents what the Company believes is a reasonable estimate of the impact of the income 
tax effects of the Tax Act on the Company’s Consolidated Financial Statements as of December 31, 2017, it should be considered 
provisional.  In light of the complexity of the Tax Act, the Company anticipates additional interpretive guidance from the U.S. 
Treasury.  In addition, once the KAI Tax Group finalizes certain tax positions when it files its 2017 U.S. tax return, the Company 
will be able to conclude whether any further adjustments are required to its deferred income tax balances. Any adjustments to these 

91

 
  
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

provisional amounts will be reported as a component of the consolidated statements of operations during the reporting period in 
which any such adjustments are determined, all of which will be reported no later than the fourth quarter of 2018.

Income tax (benefit) expense consists of the following: 

(in thousands)

Current income tax expense
Deferred income tax (benefit) expense
Income tax (benefit) expense

2017

Years ended December 31,
2015

2016

$

$

628
(18,389)
(17,761)

$

$

87
(9,807)
(9,720)

$

$

6
87
93

Income tax (benefit) expense varies from the amount that would result by applying the applicable U.S. corporate income tax rate 
of 34% to loss from continuing operations before income tax (benefit) expense.  The following table summarizes the differences:

$

Years ended December 31,
2015
2016
(3,849)
(3,554)
—
—
(6,743)
1,033
88
108
—
51
273
345
223
145
2,384
—
(415)
—
(72)
356
(9,720)
93

$

(in thousands)

Income tax benefit at U.S. statutory income tax rate
Tax Act adjustment
Valuation allowance
Indefinite life intangibles
Change in unrecognized tax benefits
Non-deductible compensation
Foreign operations subject to different tax rates
Deconsolidation of subsidiary
Non-taxable dividend income
Other
Income tax (benefit) expense for continuing operations

2017
(10,001)
(19,022)
9,092
1,071
490
403
32
—
—
174
(17,761)

$

$

$

$

92

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The tax effects of temporary differences that give rise to significant portions of the deferred income tax assets and liabilities are 
presented as follows:

(in thousands)

Deferred income tax assets:
Losses carried forward
Unpaid loss and loss adjustment expenses and unearned premiums
Intangible assets
Debt issuance costs
Investments
Deferred rent
Deferred revenue
Other
Valuation allowance
Deferred income tax assets
Deferred income tax liabilities:
Indefinite life intangibles
Depreciation and amortization
Fair value of debt
 Land
Investments
Deferred acquisition costs
Deferred income tax liabilities

Net deferred income tax liabilities

$

$

$

$

2017

193,498
3,391
2,490
988
842
807
394
461
(181,222)
21,649

(18,005)
(16,916)
(5,894)
(4,435)
(3,991)
(2,739)
(51,980)

(30,331)

December 31,

2016

301,339
5,609
1,135
1,621
1,828
1,395
385
1,134
(276,590)
37,856

(28,079)
(28,620)
(12,100)
(7,181)
(5,969)
(4,627)
(86,576)

(48,720)

$

$

$

$

The Company maintains a valuation allowance for its gross deferred income tax assets of $181.2 million (U.S. operations - $174.8 
million; Other - $6.4 million) and $276.6 million (U.S. operations - $269.7 million; Other - $6.9 million) at December 31, 2017
and December 31, 2016, respectively.  The Company's businesses have generated substantial operating losses in prior years.  These 
losses can be available to reduce income taxes that might otherwise be incurred on future taxable income; however, it is uncertain 
whether the Company will generate the taxable income necessary to utilize these losses or other reversing temporary differences.  
This uncertainty has caused management to place a full valuation allowance on its December 31, 2017 and December 31, 2016
net deferred income tax assets, excluding the deferred income tax liability and deferred income tax assets relating to AMT credit 
amounts set forth in the paragraph below.  In 2017 and 2016, the Company released into income $0.4 million and $9.9 million, 
respectively, of its valuation allowance, as a result of its acquisition of CMC, due to net deferred income tax liabilities that are 
expected to reverse during the period in which the Company will have deferred income tax assets available.

The Company carries net deferred income tax liabilities of $30.3 million at December 31, 2017, $8.0 million of which relates to 
deferred income tax liabilities that are scheduled to reverse in periods after the expiration of the KAI Tax Group's consolidated 
U.S. net operating loss carryforwards, $22.4 million of which relates to deferred income tax liabilities related to land and indefinite 
life intangible assets, and $0.1 million of which relates to deferred income tax assets relating to AMT credits. The Company carries 
net deferred income tax liabilities of $48.7 million at December 31, 2016, $13.4 million of which relates to deferred income tax 
liabilities that are scheduled to reverse in periods after the expiration of the KAI Tax Group's consolidated U.S. net operating loss 
carryfowards and $35.3 million of which relates to deferred income tax liabilities related to land and indefinite life intangible 
assets. The Company considered a tax planning strategy in arriving at its December 31, 2017 and December 31, 2016 net deferred 
income tax liabilities.

The Tax Act modified the U.S. net operating loss deduction, effective with respect to losses arising in tax years beginning after 
December 31, 2017.  The Tax Act, however, did not limit the utilization, in 2018 and later tax years, of U.S. net operating losses 
generated in 2017 and prior tax years.

93

 
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Amounts, originating dates and expiration dates of the KAI Tax Group's consolidated U.S. net operating loss carryforwards, totaling 
$882.4 million, are as follows:

Year of net operating loss
2006
2007
2008
2009
2010
2011
2012
2013
2014
2016
2017

Expiration date
2026
2027
2028
2029
2030
2031
2032
2033
2034
2036
2037

Net operating loss
(in thousands)
8,321
62,308
53,895
512,499
92,058
45,238
33,756
30,780
7,245
17,389
18,897

In addition, not reflected in the table above, are net operating loss carryforwards of (i) $6.5 million relating to separate U.S. tax 
returns, which losses will expire over various years through 2037; (ii) $25.7 million, relating to operations in Barbados, of which, 
$24.2 million will expire in 2018 and $1.5 million will expire over various years through 2026; and (iii) $24.1 million relating to 
operations in Canada, which losses will expire over various years through 2037.

A reconciliation of the beginning and ending unrecognized tax benefits, exclusive of interest and penalties, is as follows:

(in thousands)

December 31,

Unrecognized tax benefits - beginning of year
Gross additions - current year tax positions
Gross additions - prior year tax positions
Gross reductions - prior year tax positions
Gross reductions - settlements with taxing authorities
Impact due to expiration of statute of limitations

Unrecognized tax benefits - end of year

$

$

2017
1,274
—
93
—
—
—
1,367

$

$

2016
—
—
1,274
—
—
—
1,274

$

$

2015
—
—
—
—
—
—
—

The amount of unrecognized tax benefits that, if recognized as of December 31, 2017, 2016 and 2015 would affect the Company's 
effective tax rate, was an expense of $0.5 million, $0.1 million and zero, respectively.

As of December 31, 2017 and December 31, 2016, the Company carried a liability for unrecognized tax benefits of $1.4 million
and $1.3 million, respectfully, that is included in income taxes payable in the consolidated balance sheets.  The Company classifies 
interest  and  penalty  accruals,  if  any,  related  to  unrecognized  tax  benefits  as  income  tax  expense.    During  the  years  ended 
December 31, 2017, 2016 and 2015, the Company recognized an expense for interest and penalties of $0.5 million, $0.1 million
and zero, respectively. At December 31, 2017 and December 31, 2016, the Company carried an accrual for the payment of interest 
and penalties of $0.9 million and $0.4 million, respectively.

The federal income tax returns of the Company's U.S. operations for the years through 2013 are closed for Internal Revenue Service 
("IRS") examination.  The Company's federal income tax returns are not currently under examination by the IRS for any open tax 
years.  The federal income tax returns of the Company's Canadian operations for the years through 2012 are closed for Canada 
Revenue Agency  ("CRA")  examination.  Kingsway's  2015  and  2014  Canadian  federal  income  tax  returns  are  currently  under 
examination by the CRA. No material audit adjustments have been proposed by the CRA. 

94

 
NOTE 18 LOSS FROM CONTINUING OPERATIONS PER SHARE

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The following table sets forth the reconciliation of numerators and denominators for the basic and diluted loss from continuing 
operations per share computation for the years ended December 31, 2017, 2016 and 2015:

(in thousands, except per share data)

Numerator:

Loss from continuing operations

(Less) plus: net (income) loss attributable to noncontrolling interests

Less: dividends on preferred stock, net of tax

Loss from continuing operations attributable to common shareholders

Denominator:

Weighted average basic shares

Weighted average common shares outstanding

Weighted average diluted shares

Weighted average common shares outstanding

Effect of potentially dilutive securities

Total weighted average diluted shares

Basic loss from continuing operations per common share

Diluted loss from continuing operations per common share

Years ended December 31,

2017

2016

2015

$

(11,655)
(4,337)
(350)

$

(733)
281
(565)

(11,415)
(162)
(394)

(16,342)

$

(1,017)

$

(11,971)

21,547

20,003

19,710

21,547

—

21,547

20,003

—

20,003

(0.76)

(0.76)

$

$

(0.05)

(0.05)

$

$

19,710

—

19,710

(0.61)

(0.61)

$

$

$

$

Basic loss from continuing operations per share is calculated using weighted-average common shares outstanding.  Diluted loss 
from continuing operations per share is calculated using weighted-average diluted shares.  Weighted-average diluted shares is 
calculated by adding the effect of potentially dilutive securities to weighted-average common shares outstanding.  Potentially 
dilutive securities consist of stock options, unvested restricted stock awards, unvested restricted stock units, warrants and convertible 
preferred stock.  Because the Company is reporting a loss from continuing operations for the years ended December 31, 2017, 
2016 and 2015, all potentially dilutive securities outstanding were excluded from the calculation of diluted loss from continuing 
operations per share since their inclusion would have been anti-dilutive.

NOTE 19 STOCK-BASED COMPENSATION

(a)  

Stock Options

On May 13, 2013, the Company's shareholders approved the 2013 Equity Incentive Plan ("2013 Plan").  The 2013 Plan replaced 
the Company's previous Amended and Restated Stock Option Plan ("Prior Plan"), with respect to the granting of future equity 
awards.  Under the 2013 Plan, the Company reserved for issuance to key employees selected by the Company new stock options 
("New Stock Options") to purchase up to an additional 300,000 common shares.  No New Stock Options were granted during the 
year ended December 31, 2017.  There are no New Stock Options remaining for future grants. 

On May 13, 2013, the Company's shareholders also approved the Option Exchange Program whereby the outstanding stock options 
under the Prior Plan held by current employees will be canceled and replaced with stock options granted under the 2013 Plan 
("Replacement Options").  The maximum number of common shares available to be granted as Replacement Options is 355,625.  
No Replacement Options were granted during the year ended December 31, 2017.  There are no Replacement Options remaining 
for future grants.  

The Replacement Options and New Stock Options (collectively, the "Stock Options") are fully vested and exercisable at the date 
of grant and are exercisable for a period of four years. 

95

 
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The following table summarizes the stock option activity during the year ended December 31, 2017:  

Number of
Options
Outstanding

Weighted-
Average
Exercise Price

Outstanding at December 31, 2016

651,875

$

Granted

Exercised

Expired or Forfeited

Outstanding at December 31, 2017

Exercisable at December 31, 2017

—

—

—

651,875

651,875

$

$

4.51

—

—

—

4.51

4.51

Weighted-
Average
Remaining
Contractual
Term (in years)

Aggregate 
Intrinsic Value 
(in thousands)

1.4

$

1,134

0.4

0.4

$

$

352

352

The aggregate intrinsic value of stock options outstanding and exercisable is the difference between the December 31, 2017 market 
price for the Company's common shares and the exercise price of the options, multiplied by the number of options where the fair 
value exceeds the exercise price. 

At December 31, 2017, 2016 and 2015, the number of options exercisable was 651,875, 651,875 and 611,875, respectively, with 
weighted average prices of $4.51, $4.51 and $4.50, respectively.  No options were exercised during the years ended December 31, 
2017, 2016 and 2015.

The Company uses the Black-Scholes option pricing model to estimate the fair value of each option on the date of grant.  No 
options were granted during the years ended December 31, 2017 and December 31, 2015.  The assumptions used in the Black-
Scholes pricing model for options granted during the year ended December 31, 2016 were as follows:

Risk-free interest rate

Dividend yield

Expected volatility

Expected term (in years)

(b)  

Restricted Stock Awards

Year ended December 31, 2016

1.1%

—

0.5%

4.0

Under the 2013 Plan, the Company made grants of restricted common stock awards ("Restricted Stock Awards") to certain officers 
of the Company on March 28, 2014.  The Restricted Stock Awards shall become fully vested and the restriction period shall lapse 
as of March 28, 2024 subject to the officers' continued employment through the vesting date.  The Restricted Stock Awards are 
amortized on a straight-line basis over the ten-year requisite service period.  Total unamortized compensation expense related to 
unvested Restricted Stock Awards at December 31, 2017 was $5.0 million.  The grant-date fair value of Restricted Stock Awards 
was determined using the closing price of Kingsway common stock on the date of grant.  The following table summarizes the 
activity related to unvested Restricted Stock Awards during the year ended December 31, 2017:

Unvested at December 31, 2016

Granted

Forfeited

Unvested at December 31, 2017

Number of Restricted
Stock Awards

Weighted-Average
Grant Date Fair Value
(per Share)

1,952,665

$

—

—

1,952,665

$

4.14

—

—

4.14

96

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

(c)  

Restricted Stock Units

The Company granted restricted common stock units ("Restricted Stock Units") to an officer of the Company pursuant to a Restricted 
Stock Unit Agreement dated August 24, 2016.  Each Restricted Stock Unit represents a right to receive one common share on the 
vesting date.  The Restricted Stock Units shall become fully vested and the restriction period shall lapse as of March 28, 2024 
subject to the officer's continued employment through the vesting date.  The Restricted Stock Units are amortized on a straight-
line basis over the requisite service period.  Total unamortized compensation expense related to unvested Restricted Stock Units 
at December 31, 2017 was $2.4 million.  The grant-date fair value of the Restricted Stock Units was determined using the closing 
price of Kingsway common stock on the date of grant.  The following table summarizes the activity related to unvested Restricted 
Stock Units for the year ended December 31, 2017:

Unvested at December 31, 2016

Granted

Vested

Forfeited

Unvested at December 31, 2017

Number of Restricted
Stock Units

Weighted-Average
Grant Date Fair Value
(per Share)

500,000

$

—

—

—

500,000

$

5.73

—

—

—

5.73

Total stock-based compensation expense, net of forfeitures, was $1.2 million, $1.0 million and $0.8 million for the years ended 
December 31, 2017, 2016 and 2015, respectively.

(d)  

Employee Share Purchase Plan

The Company has an employee share purchase plan ("ESPP Plan") whereby qualifying employees could choose each year to have 
up to 5% of their annual base earnings withheld to purchase the Company's common shares.  After one year of employment, the 
Company matches 100% of the employee contribution amount, and the contributions vest immediately.  All contributions are used 
by the plan administrator to purchase common shares in the open market.  The Company's contribution is expensed as paid and 
for the years ended December 31, 2017, 2016 and 2015 totaled $0.2 million, $0.2 million and $0.2 million, respectively.

NOTE 20 EMPLOYEE BENEFIT PLAN

The Company maintains a defined contribution plan in the United States for all of its qualified employees.  Qualifying employees 
can choose to voluntarily contribute up to 60% of their annual earnings subject to an overall limitation of $18,000 in each of 2017
and 2016.  The Company matches an amount equal to 50% of each participant's contribution, limited to contributions up to 5%
of a participant's earnings.

The contributions for the plan vest based on years of service with 100% vesting after five years of service.  The Company's 
contribution is expensed as paid and for the years ended December 31, 2017, 2016 and 2015 totaled $0.3 million, $0.3 million
and $0.3 million, respectively.  All Company obligations to the plans were fully funded as of December 31, 2017.

NOTE 21 CLASS A PREFERRED STOCK

On May 13, 2013, the Company's shareholders approved an amendment to the Company's Articles of Incorporation to create an 
unlimited number of zero par value class A preferred shares.  The Company's Board of Directors will have the ability to fix the 
designation, rights, privileges, restrictions and conditions attaching to the shares of each series of preferred shares.  The preferred 
shares will have priority over the common shares.

There were 222,876 and 262,876 shares of Class A preferred stock ("Preferred Shares") outstanding at December 31, 2017 and 
2016, respectively.  Each Preferred Share is convertible into 6.25 common shares at a conversion price of $4.00 per common share 
any time at the option of the holder prior to April 1, 2021.  As of December 31, 2017, the maximum number of common shares 
issuable upon conversion of the Preferred Shares is 1,392,975 common shares. 

During 2017, 40,000 Preferred Shares were converted into 250,000 common shares at the conversion price of $4.00 per common 
share, or $1.0 million, at the option of the holders.  As a result, $1.0 million was reclassified from Class A preferred stock to 
Shareholders' Equity on the consolidated balance sheet at December 31, 2017.  

97

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The  Preferred  Shares  are  not  entitled  to  vote.   The  holders  of  the  Preferred  Shares  are  entitled  to  receive  fixed,  cumulative, 
preferential cash dividends at a rate of $1.25 per Preferred Share per year.  The cash dividend rate shall be revised to $1.875 per 
Preferred Share per year if the dividend accumulates for a period greater than 30 consecutive months from the date of the most 
recent dividend payment.  On and after February 3, 2016, the Company may redeem all or any part of the then outstanding Preferred 
Shares for the price of $28.75 per Preferred Share, plus accrued but unpaid dividends thereon, whether or not declared, up to and 
including the date specified for redemption.  The Company will redeem any Preferred Shares not previously converted into common 
shares, and which remain outstanding on April 1, 2021, for the price of $25.00 per Preferred Share, plus accrued but unpaid 
dividends, whether or not declared, up to and including the date specified for redemption.  At December 31, 2017 and 2016, accrued 
dividends of $1.3 million and 1.0 million were included in accrued expenses and other liabilities in the consolidated balance sheets.

In accordance with FASB ASC Topic 480-10-S99-3A, SEC Staff Announcement: Classification and Measurement of Redeemable 
Securities, redemption features not solely within the control of the issuer are required to be presented outside of permanent equity 
on the consolidated balance sheets.  As described above, the holder has the option to convert the Preferred Shares at any time; 
however, if not converted, they are required to be redeemed on April 1, 2021.  As such, the Preferred Shares are presented in 
temporary or mezzanine equity on the consolidated balance sheets and will be accreted up to the stated redemption value of $5.6 
million through the April 1, 2021 redemption date.

NOTE 22 SHAREHOLDERS' EQUITY

The Company is authorized to issue an unlimited number of zero par value common stock.  There were 21,708,190 and 21,458,190 
shares of common stock outstanding at December 31, 2017 and 2016, respectively.

There were no dividends declared during the years ended December 31, 2017, 2016 and 2015.

In November 2015, the Company's Board of Directors approved a share repurchase program under which the Company was 
authorized to repurchase up to 5% of its currently issued and outstanding common stock through November 2016.  During the 
year ended December 31, 2016, the Company repurchased 26,900 shares for an aggregate purchase price of $0.1 million, including 
fees and commissions, under its share repurchase program.  All repurchased common stock was cancelled.  The timing and amount 
of  any  share  repurchases  are  determined  based  on  market  conditions,  share  price  and  other  factors,  and  the  program  may  be 
discontinued or suspended at any time.  

During the fourth quarter of 2016, the Company identified an item in its accumulated other comprehensive income balance related 
to a subsidiary that was deconsolidated in 2015.  The immaterial error from the 2015 deconsolidation of subsidiary resulted from 
an  entry  that  was  recorded  against  accumulated  other  comprehensive  income  instead  of  accumulated  deficit  at  the  time  the 
accounting for the deconsolidation occurred.  The recording of this immaterial error resulted in a reduction to accumulated other 
comprehensive  income  and  an  increase  to  accumulated  deficit  of  approximately  $0.8  million,  which  has  been  reflected  as  a 
correction of prior period error for the year ended December 31, 2015 in the consolidated statements of shareholders’ equity.
On April 21, 2016, the Company issued 160,000 shares of common stock as consideration for the acquisition of Argo.  Refer to 
Note 4, "Acquisitions," for further details regarding the Argo acquisition.     

On November 16, 2016, the Company closed with non-affiliate investors a private placement of 1,615,384 shares of common 
stock at a purchase price of $6.50 per share with net proceeds to the Company of $10.5 million.

As described in Note 21, "Class A Preferred Stock", during 2017, 40,000 Preferred Shares were converted into 250,000 common 
shares.  As a result, $1.0 million was reclassified from Class A preferred stock to Shareholders' Equity on the consolidated balance 
sheet at December 31, 2017. 

The following table summarizes information about warrants outstanding at December 31, 2017:

Exercise Price
5.00
$
5.00
$

Date of Issue
16-Sep-13
3-Feb-14

Expiry Date
15-Sep-23
15-Sep-23

Total:

Remaining Contractual
Life (in years)
5.7
5.7
5.7

December 31, 2017

Number
Outstanding

3,280,790
1,642,975
4,923,765

98

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

NOTE 23 ACCUMULATED OTHER COMPREHENSIVE LOSS

The table below details the change in the balance of each component of accumulated other comprehensive loss, net of tax, for the 
years ended December 31, 2017, 2016 and 2015 as relates to shareholders' equity attributable to common shareholders on the 
consolidated balance sheets.  On the other hand, the consolidated statements of comprehensive (loss) income present the components 
of other comprehensive (loss) income, net of tax, only for the years ended December 31, 2017, 2016 and 2015 and inclusive of 
the components attributable to noncontrolling interests in consolidated subsidiaries.

(in thousands)

Unrealized
Gains (Losses)
on Fixed
Maturities and
Equity
Investments

Foreign
Currency
Translation
Adjustments

Total
Accumulated
Other
Comprehensive
Income (Loss)

Balance, January 1, 2015

$

3,580

$

(5,952) $

(2,372)

Correction of prior period error

Other comprehensive (loss) income before reclassifications

Amounts reclassified from accumulated other comprehensive
loss

Net current-period other comprehensive (loss) income

(744)
(2,884)

1,342
(2,286)

—

929

1,243

2,172

(744)
(1,955)

2,585
(114)

Balance, December 31, 2015

$

1,294

$

(3,780) $

(2,486)

Other comprehensive income before reclassifications

Amounts reclassified from accumulated other comprehensive
loss

Net current-period other comprehensive income

2,772

(494)
2,278

—

—

—

2,772

(494)
2,278

Balance, December 31, 2016

Other comprehensive loss before reclassifications

Amounts reclassified from accumulated other comprehensive
loss

Net current-period other comprehensive (loss) income

Balance, December 31, 2017

$

$

$

3,572

$

(3,780) $

(208)

(5,214)

1,076
(4,138) $

—

494

494

$

(5,214)

1,570
(3,644)

(566) $

(3,286) $

(3,852)

99

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

Components of accumulated other comprehensive loss were reclassified to the following lines of the consolidated statements of 
operations for the years ended December 31, 2017, 2016 and 2015:

(in thousands)

Reclassification of accumulated other comprehensive income from unrealized
(losses) gains on fixed maturities and equity investments to:

Net realized gains

Other-than-temporary impairment loss

Loss from continuing operations before income tax (benefit) expense

Income tax (benefit) expense

Net (loss) income

Reclassification of accumulated other comprehensive loss from foreign
currency translation adjustments to:

Loss on liquidation of subsidiary, net of taxes
Loss on deconsolidation of subsidiary
Loss from continuing operations before income tax (benefit) expense
Income tax (benefit) expense

Net (loss) income
Total reclassification from accumulated other comprehensive loss to net (loss)
income

NOTE 24 SEGMENTED INFORMATION

Years ended December 31,

2017

2016

2015

$

$

(760)
(316)
(1,076)
—
(1,076)

$

527
(33)
494

—
494

(1,332)
(10)
(1,342)
—
(1,342)

(494)
—
(494)
—
(494)

—
—
—
—
—

—
(1,243)
(1,243)
—
(1,243)

$

(1,570)

$

494

$

(2,585)

The Company conducts its business through the following three reportable segments: Insurance Underwriting, Extended Warranty 
(formerly Insurance Services) and Leased Real Estate. 

Insurance Underwriting Segment

Insurance Underwriting includes the following subsidiaries of the Company: Mendota, Mendakota, MCC, Amigo and Kingsway 
Reinsurance Corporation (collectively, "Insurance Underwriting").  Insurance Underwriting principally offers personal automobile 
insurance to drivers who do not meet the criteria for coverage by standard automobile insurers.  Insurance Underwriting has 
policyholders in 12 states; however, new business is accepted in only eight states.

The Company previously placed Amigo and MCC into voluntary run-off in 2012 and 2011, respectively.  Each of Amigo and MCC 
entered into a comprehensive run-off plan that was approved by its respective state of domicile.  Kingsway continues to manage 
Amigo and MCC in a manner consistent with the run-off plans.  During the first quarter of 2015, MCC sent a letter of intent to 
the Illinois Department of Insurance to resume writing private passenger automobile policies in the state of Illinois.  MCC began 
writing these policies on April 1, 2015.

Extended Warranty Segment

Extended  Warranty  includes  the  following  subsidiaries  of  the  Company:    IWS,  Trinity  and  PWSC  (collectively,  "Extended 
Warranty").  Prior to the second quarter of 2017, Extended Warranty was referred to as Insurance Services.

IWS is a licensed motor vehicle service agreement company and is a provider of after-market vehicle protection services distributed 
by credit unions in 23 states and the District of Columbia to their members.

Trinity sells warranty products and provides maintenance support to consumers and businesses in the HVAC, standby generator, 
commercial  LED  lighting  and  refrigeration  industries.    Trinity  distributes  its  warranty  products  through  original  equipment 
manufacturers, HVAC distributors and commercial and residential contractors.  Trinity distributes its maintenance support directly 
through corporate owners of retail spaces throughout the United States.

100

  
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

PWSC sells new home warranty products and provides administration services to home builders and homeowners across the United 
States.  PWSC distributes its products and services through an in house sales team and through insurance brokers and insurance 
carriers throughout all states except Alaska and Louisiana.

Effective April 1, 2015, the Company closed on the sale of its wholly owned subsidiary, ARS.  As a result, ARS has been classified 
as discontinued operations and the results of their operations are reported separately for all periods presented.  Prior to the transaction, 
ARS was included in the Extended Warranty segment.  As a result of classifying ARS as a discontinued operation, all segmented 
information has been restated to exclude ARS from the Extended Warranty segment.

Leased Real Estate Segment

Leased Real Estate includes the Company's subsidiary, CMC, which was acquired on July 14, 2016.  CMC owns the Real Property 
that is leased to a third party pursuant to a long-term triple net lease.  The Real Property is also subject to the Mortgage.  When 
assessing and measuring the operational and financial performance of the Leased Real Estate segment, interest expense related to 
the Mortgage is included in Leased Real Estate's segment operating income. 

Revenues and Operating (Loss) Income by Reportable Segment

Results for the Company's reportable segments are based on the Company's internal financial reporting systems and are consistent 
with those followed in the preparation of the consolidated financial statements.  The following tables provide financial data used 
by management.  Segment assets are not allocated for management use and, therefore, are not included in the segment disclosures 
below.

Revenues by reportable segment reconciled to consolidated revenues for the years ended December 31, 2017, 2016 and 2015 
were:

(in thousands)

Revenues:

Insurance Underwriting:

Net premiums earned

Other income

Total Insurance Underwriting

Extended Warranty:

Service fee and commission income

Other income

Total Extended Warranty

Leased Real Estate:

Rental income

Other income

Total Leased Real Estate

Total segment revenues

Rental income not allocated to segments

Net investment income

Net realized gains

Other-than-temporary impairment loss

Other income not allocated to segments

Total revenues

2017

Years ended December 31,
2015

2016

$

130,443

$

127,608

$

117,433

9,901

140,344

31,909

191

32,100

13,364

493

13,857

186,301

20

2,669

3,771

(316)

749

10,272

137,880

8,937

126,370

24,232

283

24,515

5,419

50

5,469

22,966

368

23,334

—

—

—

167,864

149,704

17

8,244

360

(157)

302

—

2,955

1,197

(10)

6,120

$

193,194

$

176,630

$

159,966

101

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The operating (loss) income by reportable segment in the following table is before income taxes and includes revenues and direct 
segment costs.  Total segment operating loss reconciled to the consolidated loss from continuing operations for the years ended 
December 31, 2017, 2016 and 2015 were:

(in thousands)

Segment operating (loss) income

Insurance Underwriting

Extended Warranty

Leased Real Estate

Total segment operating loss

Net investment income

Net realized gains

Other-than-temporary impairment loss

Amortization of intangible assets

Contingent consideration benefit

Impairment of intangible assets

Interest expense not allocated to segments
Other income and expenses not allocated to segments, net
Foreign exchange losses, net
(Loss) gain on change in fair value of debt

Gain (loss) on deconsolidation of subsidiaries

Equity in net income (loss) of investees

Loss from continuing operations before income tax (benefit)
expense

Income tax (benefit) expense

Loss from continuing operations

$

2017

(20,606)
3,957

3,099
(13,550)
2,669

3,771

(316)
(1,152)
212
(250)
(4,977)
(9,436)
(15)
(8,487)
—

2,115

Years ended December 31,
2015
2016

$

(8,202)
506

627
(7,069)
8,244

360

(157)
(1,242)
657

—
(4,496)
(7,640)
(15)
(3,721)
5,643
(1,017)

(1,147)
(628)
—
(1,775)
2,955

1,197

(10)
(1,244)
1,139

—
(5,278)
(3,790)
(1,215)
1,458
(4,420)
(339)

(29,416)
(17,761)
(11,655)

$

(10,453)
(9,720)
(733)

$

(11,322)
93
(11,415)

$

$

Insurance Underwriting net premiums earned by line of business for the years ended December 31, 2017, 2016 and 2015 were:

(in thousands)

Insurance Underwriting:

Private passenger auto liability

Auto physical damage

Total net premiums earned

Years ended December 31,

2017

2016

2015

$

$

89,235

41,208

130,443

$

$

69,086

58,522

127,608

$

$

79,258

38,175

117,433

102

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

NOTE 25 FAIR VALUE OF FINANCIAL INSTRUMENTS

Fair value amounts represent estimates of the consideration that would currently be agreed upon between knowledgeable, willing 
parties who are under no compulsion to act.  Fair value is best evidenced by quoted bid or ask price, as appropriate, in an active 
market.  Where bid or ask prices are not available, such as in an illiquid or inactive market, the closing price of the most recent 
transaction of that instrument subject to appropriate adjustments as required is used.  Where quoted market prices are not available, 
the quoted prices of similar financial instruments or valuation models with observable market-based inputs are used to estimate 
the fair value.  These valuation models may use multiple observable market inputs, including observable interest rates, foreign 
exchange rates, index levels, credit spreads, equity prices, counterparty credit quality, corresponding market volatility levels and 
option volatilities.  Minimal management judgment is required for fair values calculated using quoted market prices or observable 
market inputs for models.  Greater subjectivity is required when making valuation adjustments for financial instruments in inactive 
markets or when using models where observable parameters do not exist.  Also, the calculation of estimated fair value is based on 
market conditions at a specific point in time and may not be reflective of future fair values.  For the Company's financial instruments 
carried  at  cost  or  amortized  cost,  the  book  value  is  not  adjusted  to  reflect  increases  or  decreases  in  fair  value  due  to  market 
fluctuations, including those due to interest rate changes, as it is the Company's intention to hold them until there is a recovery of 
fair value, which may be to maturity.

The Company classifies its investments in fixed maturities and equity investments as available-for-sale and reports these investments 
at fair value.  The Company's limited liability investment, at fair value, performance shares, subordinated debt and contingent 
consideration liabilities are measured and reported at fair value.

Fixed maturities and equity investments - Fair values of fixed maturities for which no active market exists are derived from quoted 
market prices of similar instruments or other third party evidence.  Fair values of equity investments, including warrants, reflect 
quoted market values based on latest bid prices, where active markets exist, or models based on significant market observable 
inputs, where no active markets exist. 

Limited liability investment, at fair value - The fair value of the limited liability investment, at fair value is calculated based on a 
model that distributes that net equity of 1347 Investors to all classes of membership interests.  The model uses quoted market 
prices and significant market observable inputs.

Performance shares - The performance shares, for which no active market exists, are required to be valued at fair value as determined 
in good faith by the Company.  Such determination of fair value would require the Company to develop a model based upon 
relevant observable market inputs as well as significant unobservable inputs, including developing a sufficiently reliable estimate 
for an appropriate discount to reflect the illiquidity and unique structure of the security.  The Company determined its model for 
the performance shares was not sufficiently reliable.  As a result, the Company has assigned a fair value of zero to the performance 
shares.  Refer to Note 6, "Investments," for further details regarding the performance shares. 

Subordinated debt - The fair value of the subordinated debt is calculated using a model based on significant market observable 
inputs and inputs developed by a third party.  These inputs include credit spread assumptions developed by a third party and market 
observable swap rates.

Contingent consideration - The consideration for certain of the Company's acquisitions included future payments to the former 
owners that were contingent upon the achievement of certain targets over future reporting periods.  Liabilities for contingent 
consideration were measured and reported at fair value and were included in accrued expenses and other liabilities in the consolidated 
balance sheets.  The fair value of contingent consideration liabilities was estimated using internal models without relevant observable 
market inputs.  Estimated payments were discounted using present value techniques to arrive at estimated fair value.  Contingent 
consideration liabilities were revalued each reporting period. Changes in the fair value of contingent consideration liabilities can 
result from changes to one or multiple inputs, including adjustments to the discount rates or changes in the assumed achievement 
or timing of any targets.  Any changes in fair value were reported in the consolidated statements of operations as contingent 
consideration benefit.  During the second quarter of 2017, the Company settled its remaining contingent consideration liability; 
therefore, no contingent consideration liability remains on the consolidated balance sheets as of December 31, 2017.

103

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The Company employs a fair value hierarchy to categorize the inputs it uses in valuation techniques to measure the fair value. The 
extent of use of quoted market prices (Level 1), valuation models using observable market information (Level 2) and internal 
models without observable market information (Level 3) in the valuation of the Company's financial assets and liabilities measured 
at fair value on a recurring basis as of December 31, 2017 and December 31, 2016 was as follows:

(in thousands)

December 31, 2017

Fair Value Measurements at the End of the
Reporting Period Using

Quoted Prices
in Active
Markets for
Identical
Assets(Level 1)

Total

Significant
Other
Observable
Inputs
(Level 2)

Significant
Unobservable
Inputs
(Level 3)

Recurring fair value measurements

Assets:
Fixed maturities:

U.S. government, government agencies and
authorities
States, municipalities and political subdivisions
Mortgage-backed
Asset-backed securities and collateralized
mortgage obligations
Corporate
Total fixed maturities

Equity investments:
Common stock
Warrants
Total equity investments

Limited liability investment, at fair value
Other investments
Short-term investments
Total assets

Liabilities:

Subordinated debt

Total liabilities

$

$

$
$

25,244
3,783
7,663

2,269
14,255
53,214

7,419
1,575
8,994
10,314
3,721
151
76,394

52,105
52,105

$

$

$
$

— $
—
—

—
—
—

7,419
727
8,146
—
—
—
8,146

$

— $
— $

25,244
3,783
7,663

2,269
14,255
53,214

—
848
848
10,314
3,721
151
68,248

52,105
52,105

$

$

$
$

—
—
—

—
—
—

—
—
—
—
—
—
—

—
—

104

(in thousands)

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

December 31, 2016

Fair Value Measurements at the End of the
Reporting Period Using

Quoted Prices
in Active
Markets for
Identical Assets
(Level 1)

Significant
Other
Observable
Inputs
(Level 2)

Significant
Unobservable
Inputs
(Level 3)

Total

Recurring fair value measurements

Assets:

Fixed maturities:

U.S. government, government agencies and
authorities
States, municipalities and political subdivisions

Mortgage-backed
Asset-backed securities and collateralized
mortgage obligations
Corporate

Total fixed maturities

Equity investments:

        Common stock

        Warrants

        Total equity investments

Limited liability investment, at fair value

Other investments

Short-term investments

Total assets

Liabilities:

Subordinated debt

Contingent consideration

Total liabilities

$

$

$

$

28,148

$

— $

28,148

$

3,088

8,506

3,467

18,555

61,764

21,426

1,804

23,230

10,700

9,368

401

—

—

—

—

—

21,426

664

22,090

—

—

—

3,088

8,506

3,467

18,555

61,764

—

1,140

1,140

10,700

9,368

401

105,463

$

22,090

$

83,373

$

—

—

—

—

—

—

—

—

—

—

—

—

—

43,619

325

43,944

$

$

— $

43,619

—

—

— $

43,619

$

$

—

325

325

The following table provides a reconciliation of the fair value of recurring Level 3 fair value measurements for the years ended 
December 31, 2017, 2016 and 2015:

(in thousands)

Liabilities:

Contingent consideration:

Beginning balance

Settlements of contingent consideration liabilities

Change in fair value of contingent consideration included in net (loss)
income

Ending balance

$

$

105

Years ended December 31,

2017

2016

2015

325
(113)

(212)

— $

$

1,982
(1,000)

(657)
325

$

$

3,121
—

(1,139)
1,982

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

NOTE 26 RELATED PARTY TRANSACTIONS

Related party transactions, including services provided to or received by the Company's subsidiaries, are measured in part by the 
amount of consideration paid or received as established and agreed by the parties.  Management believes consideration paid for 
such services in each case approximates fair value.  Except where disclosed elsewhere in these consolidated financial statements, 
the following is a summary of related party transactions. 

On February 11, 2014, the Company's subsidiary, 1347 Advisors entered into a management services agreement with PIH that 
provides for certain services, including forecasting, analysis of capital structure and reinsurance programs, consultation in future 
restructuring or capital raising transactions, and consultation in corporate development initiatives, that 1347 Advisors will provide 
to PIH unless and until 1347 Advisors and PIH agree to terminate the services.  On February 24, 2015, the Company announced 
that it had entered into a definitive agreement with PIH to terminate the management services agreement.  Pursuant to the transaction, 
1347 Advisors received the following consideration: $2.0 million in cash; $3.0 million of 8% preferred stock of PIH, mandatorily 
redeemable on February 24, 2020; a Performance Shares Grant Agreement with PIH, whereby 1347 Advisors will be entitled to 
receive 100,000 shares of PIH common stock if at any time the last sales price of PIH's common stock equals or exceeds $10.00
per share for any 20 trading days within any 30-trading day period; and warrants to purchase 1,500,000 shares of common stock 
of PIH with a strike price of $15.00, expiring on February 24, 2022.  The Company recorded a gain of $6.0 million during 2015 
related to the termination of the management services agreement, which is included in other income in the consolidated statements 
of operations.  On January 2, 2018, the Company entered into an agreement with PIH to cancel the $10.00 per share Performance 
Shares Grant Agreement in exchange for cash consideration of $0.3 million.  The Company will record this gain during the first 
quarter of 2018.  Refer to Note 6, "Investments," and Note 25, "Fair Value of Financial Instruments," for further details regarding 
the performance shares.

On April 20, 2016, John T. Fitzgerald, the Managing Member of Argo, joined the Company as an Executive Vice President.  As 
part of the agreement to purchase Argo, Mr. Fitzgerald received 160,000 common shares of the Company.  On April 21, 2016, the 
Board of Directors appointed Mr. Fitzgerald as a new director.  Pursuant to a Restricted Stock Unit Agreement dated August 24, 
2016, the Company granted 500,000 restricted stock units to Mr. Fitzgerald. 

On December 14, 2016, the Company sold 100,000 shares of PIH common stock to Ballantyne Strong, Inc. ("Ballantyne") at a 
price of $7.57 per share.  Kyle Cerminara is the Chief Executive Officer of Ballantyne and Fundamental Global Investors ("FGI").  
FGI is a greater than 5% shareholder of the Company.  

On October 25, 2017, the Company executed an agreement to sell 900,000 shares of PIH common stock, at a price of $7.85 per 
share, to FGI in two separate transactions for cash proceeds totaling $7.1 million.  On November 1, 2017, the Company sold 
475,428 of the 900,000 shares of PIH common stock to FGI for cash proceeds totaling $3.7 million.  The second transaction, for 
the sale of the remaining 424,572 shares of PIH common stock, closed on March 15, 2018 following FGI having obtained the 
necessary regulatory approvals. 

NOTE 27 COMMITMENTS AND CONTINGENT LIABILITIES

(a)         Legal proceedings:

In connection with its operations in the ordinary course of business, the Company and its subsidiaries are named as defendants in 
various actions for damages and costs allegedly sustained by the plaintiffs.  While it is not possible to estimate the loss, or range 
of loss, if any, that would be incurred in connection with any of the various proceedings at this time, it is possible an individual 
action would result in a loss having a material adverse effect on the Company's business, results of operations or financial condition. 

(b)         Guarantee:

The Company provided indemnity and hold harmless agreements to a third party for certain customs bonds reinsured by Lincoln 
General Insurance Company ("Lincoln General") during a period of the time Lincoln General was a subsidiary of the Company.  
These agreements may require the Company to compensate the third party if Lincoln General is unable to fulfill its obligations 
relating to the customs bonds.  The Company's potential exposure under these agreements is not determinable, and no liability has 
been recorded in the consolidated financial statements at December 31, 2017.  No assurances can be given, however, the Company 
will not be required to perform under these agreements in a manner that would have a material adverse effect on the Company's 
business, results of operations or financial condition.

106

  
KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

The third party filed a lawsuit on May 11, 2016 seeking damages of $0.2 million from the Company.  During the fourth quarter 
of 2017, the Company tendered payment of $0.2 million in an effort to resolve this particular matter.

(c) 

Commitments:

The Company has entered into subscription agreements to commit up to $2.7 million of capital to allow for participation in limited 
liability investments.  At December 31, 2017, the unfunded commitment was $1.3 million.

(d)         Collateral pledged:

Fixed maturities and short-term investments with an estimated fair value of $12.1 million and $13.1 million were on deposit with 
state and provincial regulatory authorities at December 31, 2017 and December 31, 2016, respectively.  Also, from time to time, 
the Company pledges investments to third-parties as deposits or to collateralize liabilities incurred under its policies of insurance.  
The amount of such pledged investments was $16.2 million and $16.4 million at December 31, 2017 and December 31, 2016, 
respectively.  Collateral pledging transactions are conducted under terms that are common and customary to standard collateral 
pledging and are subject to the Company's standard risk management controls.

NOTE 28 REGULATORY CAPITAL REQUIREMENTS AND RATIOS

In  the  United  States,  a  risk-based  capital  ("RBC")  formula  is  used  by  the  National Association  of  Insurance  Commissioners 
("NAIC") to identify property and casualty insurance companies that may not be adequately capitalized.  In general, insurers 
reporting surplus as regards policyholders below 200% of the authorized control level, as defined by the NAIC, at December 31 
are subject to varying levels of regulatory action, including discontinuation of operations.  As of December 31, 2017, surplus as 
regards policyholders reported by each of our insurance subsidiaries, with the exception of Mendota, exceeded the 200% threshold.

As of December 31, 2017, Mendota's RBC was 196%, which is at the company action level, as defined by the NAIC.  Mendota 
has prepared a comprehensive RBC plan, which it filed with the Minnesota Department of Commerce ("MNDOC") on March 15, 
2018.  The comprehensive plan is intended to outline Mendota's future plans, including the current and projected RBC level, and 
is subject to approval by the MNDOC.  Achievement of the comprehensive plan depends on future events and circumstances, the 
outcome of which cannot be assured.   As part of the Company’s response to improve Mendota’s RBC and to reduce the risk profile 
of its business, Mendota entered into a 50% quota share reinsurance agreement with a highly rated reinsurer, effective February 
1, 2018, for all premiums written with the exception of premium written in California.  The reinsurance arrangement will reduce 
Mendota’s net premiums written during 2018, which will reduce the risk-based capital charge assigned to the business and should, 
as a result, improve Mendota’s RBC.  MCC also entered into a 50% quota share reinsurance agreement with the same reinsurer, 
effective February 1, 2018.

During the fourth quarter of 2012, the Company began taking steps to place all of Amigo into voluntary run-off.  As of December 
31, 2012, Amigo’s  RBC was 157%.  In April 2013, Kingsway  filed a comprehensive run-off  plan with the Florida Office of 
Insurance Regulation, which outlines plans for Amigo's run-off.  Amigo remains in compliance with that plan.  As of December 31, 
2017, Amigo's RBC was 5,206%.

The Company previously placed MCC into voluntary run-off in early 2011.  At the time it was placed into voluntary run-off, MCC's 
RBC was 160%.  MCC entered into a comprehensive run-off plan approved by the Illinois Department of Insurance in June 2011.  
MCC remains in compliance with that plan.  As of December 31, 2017, MCC's RBC was 1,008%.

The Company's reinsurance subsidiary, which is domiciled in Barbados, is required by the regulator in Barbados to maintain 
minimum capital levels.  As of December 31, 2017, the capital maintained by Kingsway Reinsurance Corporation was in excess 
of the regulatory capital requirements in Barbados.

NOTE 29 STATUTORY INFORMATION AND POLICIES

The  Company's  insurance  subsidiaries  prepare  statutory  basis  financial  statements  in  accordance  with  accounting  practices 
prescribed or permitted by the Departments of Insurance in states in which they are domiciled.  "Prescribed" statutory accounting 
practices  include  state  laws,  regulations  and  general  administrative  rules,  as  well  as  a  variety  of  publications  of  the  NAIC. 
"Permitted" statutory accounting practices encompass all accounting practices that are not prescribed.  Such practices may differ 
from state to state; may differ from company to company within a state; and may change in the future.  

The Company's insurance subsidiaries are required to report results of operations and financial position to insurance regulatory 
authorities based upon statutory accounting practices.  In converting from statutory to U.S. GAAP, typical adjustments include 
deferral of acquisition costs, the inclusion of statutory non-admitted assets in the balance sheets, the inclusion of net unrealized 

107

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

holding gains or losses related to fixed maturities in shareholders’ equity, and the inclusion of changes in deferred tax assets and 
liabilities in net (loss) income.

Statutory capital and surplus and statutory net (loss) income for the Company's insurance subsidiaries are:

(in thousands)

Combined net (loss) income, statutory basis

Combined capital and surplus, statutory basis

2017
(15,379)
26,222

$

$

2016
(7,528)
41,330

$

$

December 31,

2015

6,298

42,387

$

$

The Company’s insurance subsidiaries are required to hold minimum levels of statutory capital and surplus to satisfy regulatory 
requirements.  The  minimum  statutory  capital  and  surplus,  or  company  action  level  RBC,  necessary  to  satisfy  regulatory 
requirements for the Company's insurance subsidiaries collectively was $26.7 million at December 31, 2017. Company action 
level RBC is the level at which an insurance company is required to file a corrective action plan with its regulators and is equal 
to 200% of the authorized control level RBC.

Dividends paid by insurance subsidiaries are restricted by regulatory requirements of the insurance departments in the subsidiaries' 
state of domicile.  The maximum amount of dividends that can be paid to shareholders by insurance companies without prior 
approval of the domiciliary state insurance commissioner is generally limited to the greater of (i) 10% of a company's statutory 
capital and surplus at the end of the previous year or (ii) 100% of the company's net income for the previous year and is generally 
required to be paid out of an insurance company's unassigned funds.

At December 31, 2017, the U.S. insurance subsidiaries of the Company were restricted from making any dividend payments to 
the holding company without regulatory approval pursuant to the domiciliary state insurance regulations.  

108

KINGSWAY FINANCIAL SERVICES INC.
Notes to Consolidated Financial Statements

NOTE 30 SELECTED QUARTERLY FINANCIAL DATA (UNAUDITED)

Select unaudited quarterly information is as follows:

(in thousands, except per share data)

2017

Net premiums earned

Service fee and commission income

Rental income

Total revenues

Total operating expenses

Operating (loss) income

Income (loss) from continuing operations

Net loss

Net loss attributable to common shareholders

Loss per share - continuing operations:

Basic:

Diluted:

Loss per share – net loss attributable to common shareholders:

Basic:

Diluted:

Q4

Q3

Q2

Q1

$

31,447

$

32,556

$

33,518

$

32,922

10,451

3,346

49,536

65,503
(15,967)
50
(444)
(4,634)

(0.19)
(0.18)

(0.21)
(0.20)

8,023

3,344

52,002

50,104

1,898
(1,562)
(1,562)
(1,526)

(0.07)
(0.07)

(0.07)
(0.07)

6,873

3,347

44,915

48,260
(3,345)
(8,659)
(7,642)
(7,896)

(0.42)
(0.42)

(0.37)
(0.37)

6,562

3,347

46,741

47,379
(638)
(1,484)
(1,484)
(1,763)

(0.08)
(0.08)

(0.08)
(0.08)

(in thousands, except per share data)

2016

Net premiums earned

Service fee and commission income

Rental income

Total revenues

Total operating expenses

Operating loss

Income (loss) from continuing operations

Net income (loss)

Net income (loss) attributable to common shareholders

Earnings (loss) per share - continuing operations:

Basic:

Diluted:

Earnings (loss) per share – net income (loss) attributable to common
shareholders:

Basic:

Diluted:

Q4

Q3

Q2

Q1

$

33,419

$

32,949

$

31,813

$

29,427

7,186

2,998

52,788

55,415
(2,627)
1,174

1,305

1,042

0.04

0.04

0.05

0.05

6,330

2,432

45,825

46,161
(336)
1,587

1,587

1,370

0.07

0.06

0.07

0.06

5,394

3

41,137

42,187
(1,050)
(1,999)
(875)
(621)

(0.09)
(0.09)

(0.03)
(0.03)

5,322

3

36,880

39,714
(2,834)
(1,495)
(1,495)
(1,553)

(0.08)
(0.08)

(0.08)
(0.08)

109

KINGSWAY FINANCIAL SERVICES INC.

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

The Company’s management, with the participation of our Chief Executive Officer and Chief Financial Officer, has conducted 
an evaluation of the effectiveness of the Company’s disclosure controls and procedures (as defined in Rule 13a-15(e) and 15d-15(e) 
under the Securities Exchange Act of 1934, as amended (the "Exchange Act") as of December 31, 2017.  The Company’s disclosure 
controls and procedures are designed to ensure that information required to be disclosed in the reports the Company files under 
the Exchange Act is recorded, processed, summarized and reported within the time periods specified in the SEC’s rules and forms 
and that such information is accumulated and communicated to the Company’s management, including the Company’s Chief 
Executive Officer and Chief Financial Officer, to allow for timely decisions regarding required disclosures.  In designing and 
evaluating our disclosure controls and procedures, the Company’s management recognizes that disclosure controls and procedures, 
no matter how well conceived and operated, can provide only reasonable, not absolute, assurance that the objectives of the disclosure 
controls  and  procedures  are  met.  Our  disclosure  controls  and  procedures  have  been  designed  to  meet  reasonable  assurance 
standards.   In addition, the design of disclosure controls and procedures must reflect the fact that there are resource constraints 
that require the Company’s management to apply its judgment in evaluating the benefits of possible controls and procedures 
relative to their costs.  The design of any disclosure controls and procedures also is based in part upon certain assumptions about 
the likelihood of future events, and there can be no assurance that any design will succeed in achieving its stated goals under all 
potential future conditions.

Based  on  this  evaluation,  the  Company's  Chief  Executive  Officer  and  Chief  Financial  Officer  have  concluded  that,  as 
of December 31, 2017, the Company's disclosure controls and procedures are effective.

Management's Report on Internal Control over Financial Reporting

The Company's management is responsible for establishing and maintaining adequate internal control over financial reporting as 
defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act.  The Company's management evaluated the effectiveness of 
its internal control over financial reporting based on the framework in Internal Control-Integrated Framework issued by the 
Committee of Sponsoring Organizations of the Treadway Commission (2013 framework).  On October 12, 2017, the Company 
acquired 100% of the outstanding shares of PWSC.  PWSC has not been included in management's assessment of the effectiveness 
of internal controls over financial reporting.  PWSC accounted for approximately 1.3% of the Company's consolidated revenues 
for the year ended December 31, 2017 and approximately 2.9% of the Company's consolidated total assets at December 31, 2017.  
Based on that evaluation, the Company’s management has concluded that, as of December 31, 2017, our internal controls over 
financial reporting are effective.

Remediation of 2016 Material Weakness in Internal Control Over Financial Reporting

As reported in our 2016 Form 10-K,  the Company identified and reported a material weakness in internal control over financial 
reporting that resulted from the inadequate design and operation of internal controls related to income tax accounting for non-
routine transactions. 

We have designed, implemented and tested the appropriate controls to fully remediate this material weakness.  The controls include, 
among other actions, engaging a nationally recognized accounting firm to assist us with the review of income tax accounting for 
non-routine transactions.  All remediation actions described in our 2016 Form 10-K, filed on March 13, 2017, and our Form 10-
Q, filed on November 7, 2017, are fully completed.  

Attestation Report of Independent Registered Public Accounting Firm

The effectiveness of the Company's internal control over financial reporting as of December 31, 2017 has been audited by BDO 
USA, LLP, an independent registered public accounting firm.  Their attestation report is included below under the heading "Report 
of Independent Registered Public Accounting Firm," and is incorporated into this Item 9A by reference.

110

KINGSWAY FINANCIAL SERVICES INC.

Changes in Internal Control over Financial Reporting

On October 12, 2017, the Company acquired 100% of the outstanding shares of PWSC.  Since the date of acquisition, the Company 
has been analyzing and evaluating procedures and controls to determine their effectiveness and to make them consistent with our 
disclosure controls and procedures.  As permitted by the SEC, PWSC has been excluded from the scope of our quarterly discussion 
of material changes in internal control over financial reporting below. 

Other than the steps taken to remediate the material weakness described above, there have been no changes in the Company's 
internal control over financial reporting during the period beginning October 1, 2017, and ending December 31, 2017, that have 
materially affected, or are reasonably likely to materially affect, its internal control over financial reporting, except with respect 
to PWSC. 

111

Tel:   616-774-7000 
Fax:  616-776-3680 
www.bdo.com 

200 Ottawa Avenue NW, Suite 300 
Grand Rapids, MI 49503 

Report of Independent Registered Public Accounting Firm 

Board of Directors and Shareholders 
Kingsway Financial Services Inc. 
Itasca, Illinois 

Opinion on Internal Control over Financial Reporting 

We  have  audited  Kingsway  Financial  Services  Inc.  and  subsidiaries  (the  “Company”)  internal 
control over financial reporting as of December 31, 2017, based on criteria established in Internal 
Control – Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of 
the Treadway Commission (the “COSO criteria”). In our opinion, the Company maintained, in all 
material respects, effective internal control over financial reporting as of December 31, 2017, 
based on the COSO criteria.  

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,  2017  and  2016,  the  related  consolidated  statements  of  operations, 
comprehensive (loss) income, shareholders’ equity, and cash flows for each of the three years in 
the period ended December 31, 2017, and the related notes and financial statement schedules 
listed in the accompanying index, and our report dated March 16, 2018 expressed an unqualified 
opinion thereon. 

The Company acquired Professional Warranty Service Corporation during 2017, and management 
excluded from its assessment of the effectiveness of the Company’s internal control over financial 
reporting as of December 31, 2017, Professional Warranty Service Corporation’s internal control 
over  financial  reporting  associated  with  approximately  2.9%  of  total  assets  and  approximately 
1.3% of total revenues, included in the consolidated financial statements of the Company as of 
and for the year ended December 31, 2017. Our audit of internal control over financial reporting 
of  the  Company  also  excluded  an  evaluation  of  internal  control  over  financial  reporting  of 
Professional Warranty Service Corporation. 

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 “Item 9A, 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 U.S. 
federal securities laws and the applicable rules and regulations of the Securities and Exchange 
Commission and the PCAOB. 

We  conducted  our  audit  of  internal  control  over  financial  reporting  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, and testing 

BDO  USA,  LLP,  a  Delaware  limited  liability  partnership,  is  the  U.S.  member  of  BDO  International  Limited,  a  UK  company  limited  by  guarantee,  and  forms  part  of  the 
international BDO network of independent member firms. 

BDO is the brand name for the BDO network and for each of the BDO Member Firms. 

 
 
 
 
and evaluating the design and operating effectiveness of internal control based on the assessed 
risk. Our audit also included 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 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.  

Grand Rapids, Michigan 
March 16, 2018 

 
 
KINGSWAY FINANCIAL SERVICES INC.

Item 9B. Other Information

None

PART III. 

Item 10. Directors, Executive Officers, and Corporate Governance

The information required by this Item is incorporated herein by reference to the Proxy Statement for our 2017 Annual Meeting 
of Shareholders, which will be filed with the SEC no later than 120 days after the end of our fiscal year ended December 31, 2017.

We have adopted a Code of Business Conduct and Ethics that is applicable to all employees, including our chief executive officer, 
chief financial officer and other senior financial personnel, as well as our directors. A copy of the Code of Business Conduct and 
Ethics is posted in the "Corporate Governance" section of our website at www.kingsway-financial.com.  Any future amendments 
to the Code of Business Conduct and Ethics and any grant of waiver from a provision of the code requiring disclosure under 
applicable SEC rules will be disclosed in the "Corporate Governance" section of our website.

Item 11. Executive Compensation

The information required by this Item is incorporated herein by reference to the Proxy Statement for our 2017 Annual Meeting 
of Shareholders, which will be filed with the SEC no later than 120 days after the end of our fiscal year ended December 31, 2017.

Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters

Information regarding our equity compensation plans is incorporated herein by reference to Item 5 of Part II of this Form 10-K. 
All other information required by this Item is incorporated herein by reference to the Proxy Statement for our 2017 Annual Meeting 
of Shareholders, which will be filed with the SEC no later than 120 days after the end of our fiscal year ended December 31, 2017.

Item 13. Certain Relationships and Related Transactions, and Director Independence

The information required by this Item is incorporated herein by reference to the Proxy Statement for our 2017 Annual Meeting of 
Shareholders, which will be filed with the SEC no later than 120 days after the end of our fiscal year ended December 31, 2017.

Item 14. Principal Accounting Fees and Services 

The information required by this Item is incorporated herein by reference to the Proxy Statement for our 2017 Annual Meeting of 
Shareholders, which will be filed with the SEC no later than 120 days after the end of our fiscal year ended December 31, 2017.

114

KINGSWAY FINANCIAL SERVICES INC.

Part IV

Item 15. Exhibits, Financial Statement Schedules

(a) Documents filed as part of this Report 

(1) Financial Statements. We have filed the following documents, which are included in Part II, Item 8 of this 2017 Annual 
Report on Form 10-K.  

Report of Independent Registered Public Accounting Firm

Consolidated Balance Sheets

Consolidated Statements of Operations

Consolidated Statements of Comprehensive (Loss) Income 

Consolidated Statements of Shareholders' Equity

Consolidated Statements of Cash Flow

Notes to Consolidated Financial Statements

(2) Financial Statement Schedules.  The following financial statement schedules are filed as a part hereof along with the 
related reports of the Independent Registered Public Accounting Firm included in Part II, Item 8.  Schedules not listed 
here  have  been  omitted  because  they  are  not  applicable  or  the  required  information  is  included  in  the  Consolidated 
Financial Statements.

Schedule I 

Investments Other Than Investments in Related Parties

Schedule II 

Financial Information of Registrant (Parent Company)

Schedule III  

Supplementary Insurance Information

Schedule IV 

Reinsurance Schedule

Schedule V 

Valuation and Qualifying Accounts

Schedule VI 

Supplemental Information Concerning Property-Casualty Insurance Operations

(3) Exhibits.  The exhibits listed in the accompanying "Index to Exhibits" that follow the signature pages of this report 
are filed or incorporated by reference as part of this Form 10-K.

(b) Exhibits. Included in Item 15(a)(3) above

(c) Financial Statement Schedules. Included in Item 15(a)(2) above

115

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE I. Investments Other Than Investments in Related Parties

(in thousands)

Fixed maturities:

Cost or
Amortized
Cost

December 31, 2017

Amount Shown
on Consolidated
Balance Sheet

Fair Value

U.S. government, government agencies and authorities

$

25,519

$

25,244

$

States, municipalities and political subdivisions

Mortgage-backed
Asset-backed securities and collateralized mortgage
obligations
Corporate

Total fixed maturities

Equity investments:

Common stock
Warrants

Total equity investments

Limited liability investments

Limited liability investments, at fair value

Other investments

Short-term investments

Total investments

3,826

7,784

2,279

14,338

53,746

7,583
1,563

9,146

25,173

10,314

3,721

151

3,783

7,663

2,269

14,255

53,214

7,419
1,575

8,994

—

10,314

—

—

25,244

3,783

7,663

2,269

14,255

53,214

7,419
1,575

8,994

25,173

10,314

3,721

151

$

102,251

$

72,522

$

101,567

NOTE 1: Cost approximates fair value for limited liability investments, other investments and short-term investments.

See accompanying report of independent registered accounting firm.

116

KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE II.  Financial Information of Registrant (Parent Company)

Parent Company Balance Sheets 

(in thousands)

December 31, 2017

December 31, 2016

Assets
Investments in subsidiaries
Equity investments
Cash and cash equivalents
Investment in investee
Other assets
Total Assets
Liabilities and Shareholders' Equity
Liabilities:
Accrued expenses and other liabilities
Total Liabilities

Class A preferred stock

Shareholders' Equity:
Common stock
Additional paid-in capital
Accumulated deficit
Accumulated other comprehensive loss
Shareholders' equity attributable to common shareholders
Noncontrolling interests in consolidated subsidiaries
Total Shareholders' Equity
Total Liabilities, Class A preferred stock and Shareholders' Equity

See accompanying report of independent registered accounting firm.

$

$

$

$

41,951
491
688
5,230
3,134
51,494

2,184
2,184

5,461

—
356,021
(313,487)
(3,852)
38,682
5,167
43,849
51,494

$

$

$

$

47,729
—
11,469
3,116
2,254
64,568

1,306
1,306

6,427

—
353,882
(297,668)
(208)
56,006
829
56,835
64,568

117

KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE II.  Financial Information of Registrant (Parent Company)

Parent Company Statements of Operations

(in thousands)

Revenues:

Net investment income
Net realized gains

Total revenues
Expenses:

General and administrative expenses
Foreign exchange (gains) losses, net
Equity in net (income) loss of investee

Total expenses
Loss from continuing operations before income tax benefit and equity in
(loss) income of subsidiaries
Income tax (benefit) expense
Equity in (loss) income of subsidiaries
Net (loss) income

See accompanying report of independent registered accounting firm.

2017

35
—
35

3,796
(165)
(2,115)
1,516

(1,481)
—
(9,651)
(11,132)

$

$

$

$

Years ended December 31,
2015

2016

6
47
53

2,147
(58)
74
2,163

(2,110)
—
2,632
522

$

$

5
—
5

2,715
553
—
3,268

(3,263)
—
4,532
1,269

118

KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE II.  Financial Information of Registrant (Parent Company)

Parent Company Statements of Comprehensive (Loss) Income  

(in thousands)

Net (loss) income
Other comprehensive (loss) income, net of taxes(1):
Unrealized (losses) gains on fixed maturities and equity investments:

Unrealized (losses) gains arising during the period
Reclassification adjustment for amounts included in net (loss) income

Foreign currency translation adjustments
Other comprehensive (loss) income - parent only
Equity in other comprehensive (loss) income of subsidiaries
Other comprehensive (loss) income
Comprehensive (loss) income

2017

Years ended December 31,
2015

2016

$

(11,132) $

522

$

1,269

(139)
—
—
(139)
(3,504)
(3,643)
(14,775) $

$

588
—
—
588
1,682
2,270
2,792

$

(588)
—
—
(588)
748
160
1,429

 (1) Net of income tax (benefit) expense of $0, $0 and $0 in 2017, 2016 and 2015

See accompanying report of independent registered accounting firm.

119

KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE II.  Financial Information of Registrant (Parent Company)

Parent Company Statements of Cash Flows 

(in thousands)

Cash provided by (used in):
Operating activities:
Net (loss) income
Adjustments to reconcile net (loss) income to net cash used in operating
activities:

Equity in net loss (income) of subsidiaries
Equity in net (income) loss of investee
Stock-based compensation expense, net of forfeitures
Net realized gains
Other, net

Net cash used in operating activities
Investing activities:
Purchases of equity investments
Net cash used in investing activities
Financing activities:
Proceeds from issuance of common stock, net
Repurchase of common stock for cancellation
Capital contributions to subsidiaries
Cash dividends received from subsidiaries
Net cash (used in) provided by financing activities
Net (decrease) increase in cash and cash equivalents
Cash and cash equivalents at beginning of period
Cash and cash equivalents at end of period

See accompanying report of independent registered accounting firm.

2017

Years ended December 31,
2015

2016

$

(11,132)

$

522

$

1,269

9,651
(2,115)
1,186
—
(368)
(2,778)

(630)
(630)

(47)
—
(7,326)
—
(7,373)
(10,781)
11,469
688

$

(2,632)
74
1,015
(47)
(147)
(1,215)

—
—

10,477
(125)
—
—
10,352
9,137
2,332
11,469

$

$

(4,532)
—
802
—
1,242
(1,219)

(3,143)
(3,143)

—
—
(500)
500
—
(4,362)
6,694
2,332

120

 
KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE III. Supplementary Insurance Information

(in thousands)

2017
Insurance
Underwriting
Amounts not
allocated to
segments

Total

2016
Insurance
Underwriting
Amounts not
allocated to
segments

Total

2015

Insurance
Underwriting

Amounts not
allocated to
segments

Total

December 31,

Unpaid
Loss and
Loss
Adjustment
Expenses

Deferred
Acquisition
Costs

Years ended December 31,

Unearned
Premiums

Net
Premiums
Earned

Loss and
Loss
Adjustment
Expenses

Amortization
of Deferred
Acquisition
Costs

Other
Operating
Expenses

Net
Premiums
Written

$

$

$

$

$

$

6,720

$

63,652

$

36,686

$

130,443

$

120,791

$

24,203

$

15,956

$ 126,959

—

—

—

—

—

—

—

—

6,720

$

63,652

$

36,686

$

130,443

$

120,791

$

24,203

$

15,956

$ 126,959

7,782

$

53,795

$

40,176

$

127,608

$

104,384

$

24,154

$

17,543

$ 132,550

—

—

—

—

—

—

—

—

7,782

$

53,795

$

40,176

$

127,608

$

104,384

$

24,154

$

17,543

$ 132,550

6,696

$

55,471

$

35,234

$

117,433

$

87,055

$

23,333

$

17,130

$ 116,239

—

—

—

—

—

—

—

—

6,696

$

55,471

$

35,234

$

117,433

$

87,055

$

23,333

$

17,130

$ 116,239

NOTE 1: Net investment income is not allocated to segments, therefore net investment income is not provided in this schedule.

See accompanying report of independent registered accounting firm.

121

KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE IV. Reinsurance

(in thousands, except for percentages)

 Years ended December 31,

Direct
Premiums
Written

105,647

109,165

97,414

$

$

$

Premiums
Ceded to
Other
Companies

—

141

165

$

$

$

Premiums
Assumed
from Other
Companies

21,312

23,526

18,990

$

$

$

Net Premiums
Written

$

$

$

126,959

132,550

116,239

Percentage of
Premiums
Assumed to
Net

16.8%

17.7%

16.3%

2017

2016

2015

See accompanying report of independent registered accounting firm.

122

KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE V. Valuation and Qualifying Accounts

(in thousands)

Valuation Allowance for Deferred Tax
Assets:

Year Ended December 31, 2017

Year Ended December 31, 2016

Year Ended December 31, 2015

Balance at
Beginning
of Year

Charged to
Income Tax
(Benefit)
Expense

Tax Act
Rate Change

Disposals
and Other

Balance at
End of Year

$

$

$

276,590

283,636

287,151

$

$

$

9,092
$
(6,743) $
$
1,033

(108,179) $
— $

— $

3,719
$
(303) $
(4,548) $

181,222

276,590

283,636

See accompanying report of independent registered accounting firm.

123

KINGSWAY FINANCIAL SERVICES INC.

SCHEDULE VI. Supplemental Information Concerning Property-Casualty Insurance Operations

Deferred
Acquisition
Costs

Unpaid Loss
and Loss
Adjustment
Expenses

Unearned
Premiums

Net Earned
Premiums

Net
Investment
Income

Current
Year

Prior
Years

Amortization
of Deferred
Acquisition
Costs

Paid Loss
and Loss
Adjustment
Expenses

Net
Premiums
Written

Loss and Loss
Adjustment Expenses
Related to

$

6,720 $

63,652 $

36,686 $ 130,443 $

1,784 $ 100,097 $ 20,694 $

24,203 $

110,427 $ 126,959

$

7,782 $

53,795 $

40,176 $ 127,608 $

5,530 $ 96,289 $

8,095 $

24,154 $

105,534 $ 132,550

(in thousands)

Affiliation with
Registrant (1)

Year ended
December 31, 2017

Year ended
December 31, 2016

Year ended
December 31, 2015

$

6,696 $

55,471 $

35,234 $ 117,433 $

2,811 $ 86,439 $

616 $

23,333 $

93,483 $ 116,239

(1) Consolidated property-casualty insurance operations

See accompanying report of independent registered accounting firm.

Item 16.  Form 10-K Summary

None.

124

KINGSWAY FINANCIAL SERVICES INC.

SIGNATURES

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.

Date: March 16, 2018

KINGSWAY FINANCIAL SERVICES INC.

/s/ Larry G. Swets, Jr.

By:
Name: Larry G. Swets, Jr.
Title: Chief Executive Officer and Director
(Principal Executive Officer)

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.

/s/ Larry G. Swets, Jr.
Larry G. Swets, Jr.

Chief Executive Officer and Director
(principal executive officer)

March 16, 2018

/s/ John T. Fitzgerald
John T. Fitzgerald

President, Chief Operating Officer and Director

March 16, 2018

/s/ William A. Hickey, Jr.
William A. Hickey, Jr.

Executive Vice President and Chief Financial Officer
(principal financial and accounting officer)

March 16, 2018

/s/ Terence Kavanagh
Terence Kavanagh

/s/ Gregory Hannon
Gregory Hannon

/s/ Gary Schaevitz
Gary Schaevitz

/s/ Joseph Stilwell
Joseph Stilwell

Chairman of the Board and Director

March 16, 2018

Director

Director

Director

March 16, 2018

March 16, 2018

March 16, 2018

125

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
KINGSWAY FINANCIAL SERVICES INC.

EXHIBIT INDEX

Exhibit Description

2.1

2.2

2.3

3.1

3.2

4.1

4.2

4.3

4.4

4.5

4.6

4.7

4.8

10.1

10.2

10.3

10.4

Stock Purchase Agreement, dated April 1, 2015, by and between National General Holdings Corp., as Buyer, and Kingsway 
America Inc. and Mendota Insurance Company, as Sellers (included as Exhibit 2.1 to the Form 8-K, filed April 7, 2015, and 
incorporated herein by reference).

Stock Purchase Agreement, dated as of May 17, 2016 by and among CMC Acquisition, LLC, CRIC TRT Acquisition LLC and 
BNSF-Delpres Investments Ltd. (included as Exhibit 2.1 to the Form 8-K, filed July 20, 2016, and incorporated herein by 
reference).

Amendment to Stock Purchase Agreement, dated as of June 17, 2016, by and among CMC Acquisition, LLC, CRIC TRT 
Acquisition LLC, and BNSF-Delpres Investments Ltd. (included as Exhibit 2.1 to the Form 8-K, filed June 17, 2016, and 
incorporated herein by reference).

Certificate of Amendment to the Articles of Incorporation of Kingsway Financial Services Inc. (included as Exhibit 3.1 to the 
Form 10-Q, filed November 7, 2013, and incorporated herein by reference).

By-law No. 5 of Kingsway Financial Services Inc. (included as Exhibit 3.2 to the Form 10-K, filed March 30, 2012, and 
incorporated herein by reference).

Indenture dated December 4, 2002 between Kingsway America Inc. and State Street Bank and Trust Company of Connecticut, 
National Association (included as Exhibit 4.3 to the Form 10-K, filed March 30, 2012, and incorporated herein by reference).

Indenture dated May 15, 2003 between Kingsway America Inc. and U.S. Bank National Association (included as Exhibit 4.4 to 
the Form 10-K, filed March 30, 2012, and incorporated herein by reference).

Indenture dated October 29, 2003 between Kingsway America Inc. and U.S. Bank National Association (included as Exhibit 4.5 
to the Form 10-K, filed March 30, 2012, and incorporated herein by reference).

Indenture dated May 22, 2003 between Kingsway America Inc., Kingsway Financial Services Inc., and Wilmington Trust 
Company (included as Exhibit 4.6 to the Form 10-K, filed March 30, 2012, and incorporated herein by reference).

Junior Subordinated Indenture dated September 30, 2003 between Kingsway America Inc. and J.P Morgan Chase Bank (included 
as Exhibit 4.7 to the Form 10-K, filed March 30, 2012, and incorporated herein by reference).

Indenture dated December 16, 2003 between Kingsway America Inc., Kingsway Financial Services Inc., and Wilmington Trust 
Company (included as Exhibit 4.8 to the Form 10-K, filed March 30, 2012, and incorporated herein by reference).

Excerpt of the Articles of Amendment to the Articles of Incorporation of the Company (included as Exhibit 4.1 to the Form 8-K, 
filed December 27, 2013, and incorporated herein by reference).

Amended and Restated Common Stock Series B Warrant Agreement, dated July 8, 2014 (included as Exhibit 4.1 to the Form 8-
K, filed July 10, 2014, and incorporated herein by reference).

Kingsway Financial Services Inc. 2013 Equity Incentive Plan (included as Schedule B to the Definitive Proxy Statement on 
Schedule 14A filed with the SEC on April 11, 2013, and incorporated herein by reference). *

Form of Subscription Agreement (included as Exhibit 10.1 to the Form 8-K, filed December 27, 2013, and incorporated herein 
by reference).

Registration Rights Agreement, dated February 3, 2014, by and among the Company and the other parties signatory thereto 
(included as Exhibit 10.2 to the Form 8-K, filed February 4, 2014, and incorporated herein by reference).

Kingsway America Inc. Employee Share Purchase Plan (included as Schedule B to the Definitive Proxy Statement on Schedule 
14A filed with the SEC on April 30, 2014 and incorporated herein by reference). *

126

 
 
 
 
 
 
 
 
KINGSWAY FINANCIAL SERVICES INC.

10.5

10.6

Agreement to Buyout and Release dated February 24, 2015 between 1347 Advisors LLC and 1347 Property Insurance Holdings, 
Inc. (included as Exhibit 10.1 to the Form 8-K, filed February 27, 2015, and incorporated herein by reference).

Stockholders’ Agreement, dated as of July 14, 2016, by and between CMC Industries, Inc., CMC Acquisition LLC and CRIC 
TRT Acquisition LLC (included as Exhibit 10.1 to Form 8-K, filed July 20, 2016, and incorporated herein by reference).

10.7 Management Services Agreement, dated as of July 14, 2016, by and between TRT LeaseCo, LLC and DGI-BNSF Corp. 

(included as Exhibit 10.2 to Form 8-K, filed July 20, 2016, and incorporated herein by reference).

10.8

10.9

10.10

10.11

10.12

10.13

10.14

10.15

10.16

10.17

14

21

23

TRT LeaseCo, LLC 4.07% Senior Secured Note, Due May 15, 2034 (included as Exhibit 10.3 to Form 10-Q, filed August 4, 
2016, and incorporated herein by reference).

Deed of Trust, Security Agreement, Assignment of Leases and Rents and Fixture Filing Statement, dated as of March 12, 2015, 
from TRT LeaseCo, LLC to Malcolm Morris, as Deed of Trust Trustee for the benefit of Wells Fargo Bank Northwest, N.A., as 
trustee (included as Exhibit 10.4 to Form 10-Q, filed August 4, 2016, and incorporated herein by reference).

Lease between TRT LeaseCo, LLC, as Landlord, and BNSF Railway Company (f/k/a The Burlington Northern and Santa Fe 
Railway Company), as Tenant, dated as of June 1, 2014 (included as Exhibit 10.5 to Form 10-Q, filed August 4, 2016, and 
incorporated herein by reference).

Stock Purchase Agreement, dated as of November 9, 2016 by and between the Company and GrizzlyRock Institutional Value 
Partners, LP. (included as Exhibit 10.1 to Form 8-K, filed November 16, 2016, and incorporated herein by reference).

Stock Purchase Agreement, dated as of November 9, 2016 by and between the Company and W.H.I. Growth Fund Q.P., L.P. 
(included as Exhibit 10.2 to Form 8-K, filed November 16, 2016, and incorporated herein by reference).

Stock Purchase Agreement, dated as of November 9, 2016 by and between the Company and Yorkmont Capital Partners, LP. 
(included as Exhibit 10.3 to Form 8-K, filed November 16, 2016, and incorporated herein by reference).

Registration Rights Agreement, dated as of November 16, 2016 by and among the Company, GrizzlyRock Institutional Value 
Partners, LP and W.H.I. Growth Fund Q.P., L.P. (included as Exhibit 10.4 to Form 8-K, filed November 16, 2016, and 
incorporated herein by reference).

Registration Rights Agreement, dated as of November 16, 2016 by and between the Company and Yorkmont Capital Partners, 
LP. (included as Exhibit 10.5 to Form 8-K, filed November 16, 2016, and incorporated herein by reference).

Right of First Offer Agreement, dated as of November 16, 2016 by and between the Company and GrizzlyRock Institutional 
Value Partners, LP. (included as Exhibit 10.6 to Form 8-K, filed November 16, 2016, and incorporated herein by reference).

Right of First Offer Agreement, dated as of November 16, 2016 by and between the Company and W.H.I. Growth Fund Q.P., 
L.P. (included as Exhibit 10.7 to Form 8-K, filed November 16, 2016, and incorporated herein by reference).

Kingsway Financial Services Inc. Code of Business Conduct & Ethics

Subsidiaries of Kingsway Financial Services Inc.

Consent of BDO USA, LLP

31.1

Certification of Chief Executive Officer pursuant to Rule 13a-14(a) of the Exchange Act

31.2

Certification of Chief Financial Officer pursuant to Rule 13a-14(a) of the Exchange Act

32.1

32.2

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

127

 
 
 
 
 
 
 
 
 
 
KINGSWAY FINANCIAL SERVICES INC.

101.INS XBRL Instance Document

101.SCH XBRL Taxonomy Extension Schema

101.CAL XBRL Taxonomy Extension Calculation Linkbase

101.DEF XBRL Taxonomy Extension Definition Linkbase

101.LAB XBRL Taxonomy Extension Label Linkbase

101.PRE XBRL Taxonomy Extension Presentation Linkbase

*  Management contract or compensatory plan or arrangement.

128

 
        Exhibit 14      Code of Business Conduct & Ethics 

Kingsway Financial Services Inc.
Code of Business Conduct & Ethics

1 

 
 
 
 
 
 
 
 
 
        Exhibit 14      Code of Business Conduct & Ethics 

Table of Contents 

         Page

1. 
2. 
3. 
4. 
5. 
6. 
7. 
8. 
9. 
10. 
11. 
12. 
13. 
14. 
15. 
16. 
17. 
18. 
19. 

INTRODUCTION AND SCOPE 
WHO IS COVERED   
DIRECTOR, OFFICER AND EMPLOYEE OBLIGATIONS 
CONFLICTS OF INTEREST  
USE OF INFORMATION 
CONFIDENTIALITY OF INFORMATION   
CONFIDENTIALITY OF INTELLECTUAL PROPERTY   
CORPORATE OPPORTUNITIES 
USE OF INSIDE INFORMATION (INSIDER TRADING)   
FAIR DEALING 
ANTI-RETALIATION 
PROTECTION AND USE OF COMPANY ASSETS 
OFFERING OF GIFTS 
ACCOUNTING PRACTICES 
RECORDS RETENTION 
COMPLIANCE WITH LAWS, RULES & REGULATIONS 
COMMUNICATING WITH REGULATORS AND OTHERS 
DUTY TO REPORT AND CONSEQUENCE 
CONTACT US 

4
4
5
5
6
6
7
7
7
7
8
8
8
8
9
9
9
            10
            10

CODE OF ETHICS FOR THE CHIEF EXECUTIVE OFFICER, CHIEF FINANCIAL OFFICER, 
KINGSWAY’S SENIOR OFFICERS AND OTHER SENIOR FINANCIAL PERSONNEL............ 
10

2 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
        Exhibit 14      Code of Business Conduct & Ethics 

NOTICE

This policy applies to all employees of Kingsway Financial Services, Inc., (“KFS”) and its business units.  
This Code also applies to all outside directors with respect to their Kingsway-related activities.  This policy 
was approved by the Board of Directors on March 17, 2017.

3 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
1.  INTRODUCTION AND SCOPE

        Exhibit 14      Code of Business Conduct & Ethics 

Our  goal  at  Kingsway  Financial  Services  Inc.  and  its  business  units  (“Kingsway”,  “KFS”  or  the 
“Company”) is to uphold the highest business and personal ethical standards as well as to comply 
with all laws and regulations that apply to our business.  Adherence to the standards contained in this 
Code of Business Conduct and Ethics (the “Code”) will help to ensure decisions that reflect care for 
all of our stakeholders.  This Code is intended as an overview of the Company’s guiding principles 
and not as a restatement of Company policies and procedures.

Ethical business behavior is the responsibility of every individual at the Company and is reflected 
not only in our relations with each other but also with our policyholders, other organizations, suppliers, 
competitors, government and the public.  Whatever the area of activity and whatever the degree of 
responsibility, the Company expects each employee to act in a manner that will enhance its reputation 
for honesty, integrity and the faithful performance of its undertakings and obligations.

This Code does not supersede, change or alter the existing Company policies and procedures already 
in place as stated in the Employee Handbook and communicated to Company employees.  Certain 
policies referred to herein are contained in their entirety in the Employee Handbook, and Company 
employees are instructed to refer to this handbook for a copy of those policies and required reporting 
procedures.

No Company policy can provide definitive answers to all questions.  If employees have questions 
regarding the standards discussed or policies referenced in this Code or are in doubt about the best 
course of action in a particular situation, the employee should refer to the reporting requirements for 
that particular standard as stated in the Code, or the reporting requirements for policies as stated in 
the Employee Handbook and contact the person or party designated.

Employees must promptly report any violation of this Code to their Manager, the business unit Human 
Resources Manager or Kingsway’s Vice President-Human Resources.

This Code cannot and is not intended to cover every applicable law or provide answers to all questions 
that might arise; for that we must ultimately rely on each person’s good sense of what is right, including 
a  sense  of  when  it  is  proper  to  seek  guidance  from  others  on  the  appropriate  course  of  conduct.  
Because our business depends upon the reputation of the Company and its directors, officers and 
employees for integrity and principled business conduct, in many instances this Code goes beyond 
the requirements of the law.

2.  WHO IS COVERED

This Code applies to all officers and employees of Kingsway Financial Services Inc. and its business 
units.  This Code also applies to all outside directors with respect to their Kingsway-related activities.  
Any reference in this Code to “Kingsway” refers to Kingsway Financial Services Inc. and its business 
units.  Any reference to “employees” refers to directors, officers and employees of Kingsway and its 
business units.

4 

 
 
 
 
 
 
 
 
 
        Exhibit 14      Code of Business Conduct & Ethics 

3.  DIRECTOR, OFFICER AND EMPLOYEE OBLIGATIONS

It is the obligation of each and every director, officer and employee of Kingsway to become familiar 
and comply with the policies and procedures of the Company and integrate them into every aspect 
of our business.  All employees are expected to observe all applicable laws and adhere to the highest 
ethical standards in all matters dealing with the Company.

4.  CONFLICTS OF INTEREST

Directors, officers and employees of Kingsway have a duty of loyalty to the Company, and must 
therefore avoid any actual, perceived or potential conflict of interest with the Company.  A conflict 
situation can arise when a director, officer or employee takes actions or has interests that may make 
it difficult to perform his or her work objectively and effectively.  Conflicts of interest also arise when 
a director, officer or employee, or a member of his or her family i.e. spouse, common-law spouse, 
child, stepchild, sibling, parent, sister or brother-in-law, grandparent, grandchild, or any variation of 
such relationships, receives improper personal benefits as a result of his or her position in the Company.

In exercising our responsibilities, it is vital that we be guided by what is in the best interests of the 
Company and those clients with whom we have business relationships.  All of our employees are 
required to conduct their personal and business affairs in such a way so as to avoid conflicts with the 
interests of the Company, its shareholders, brokers, policyholders and its customers.

It is each employee’s responsibility to ensure that his or her personal conduct complies with the 
following principles and to make appropriate disclosures when actual or potential conflicts may arise.  
Although the principles below are discussed in terms of the employees of the Company, each of us 
must also exercise care to avoid actual, perceived or potential conflicts of interest which might arise 
because of the activities of our family members or other members of our household.

1. 

Employees may not use their affiliation with the Company for improper personal benefit.

Examples of such prohibited activities include:

Employees receiving remuneration, gifts, entertainment or other compensation of a material 
nature from any entity performing work or services for the Company or from any entity which 
is seeking to do business with the Company.  Gifts or favors that are generally considered as 
common business or social courtesies are acceptable only as long as they are reasonable and 
customary in type, frequency and value such as a luncheon or dinner.

Employees having a financial interest in an entity that sells goods or services to the Company 
where the employee is able to influence the Company’s business transactions with that entity.

Employees using, for their own personal gain or for the benefit of others, any confidential or 
“inside” information obtained as a result of their employment with the Company.

Employees misappropriating to themselves or to others the benefit of any business venture 
or opportunity about which the employees learn or develop in the course of their employment 
and which is related to a current or prospective business of the Company.

5 

 
 
 
 
 
 
 
 
 
 
 
 
 
2. 

3. 

        Exhibit 14      Code of Business Conduct & Ethics 

Employees may not be employed by or affiliated with a competitor.
Serving as a director, officer, employee, partner, consultant, agent of, or having a significant 
ownership interest in, an organization, which competes with any function within the Company, 
violates your duty of loyalty to the Company and is prohibited.

Directors,  officers  and  employees  have  a  responsibility  to  disclose  actual,  perceived  or 
potential conflicts or any activity that appears to be in conflict with policy or procedure.

Determining whether you have a conflict and, if so, what to do about it can be difficult and no set of 
guidelines or statement of principles, however comprehensive and detailed, can hope to cover all 
situations or address every question of judgment.  Employees are, therefore, required to disclose all 
actual, perceived or potential conflicts.  If you have any doubt about your disclosure obligations in 
a particular situation, the best course is to consult with your Manager or Supervisor or the HR executive 
of the Company or business unit.  Potential conflicts of interest must be reported to the Chief Financial 
Officer and are subject to review and, if appropriate, approval or ratification by the Audit Committee.  

5.  USE OF INFORMATION

To provide the highest quality services to our policyholders and customers, we must be efficient in 
gathering and storing information, be thorough in our analysis of information collected, and be creative 
in generating new information.  Our ability to remain competitive requires both our willingness and 
alertness  to  share  information  within  our  organization  and  our  awareness  that  certain  types  of 
information must be protected from disclosure.  It is especially important to maintain our reputation 
by safeguarding information entrusted to us by our customers and fellow employees; it is also a legal 
requirement in many cases.  Please refer to Kingsway’s Privacy Policy.

As  an  employer,  the  Company  maintains  personnel  records  for  every  employee.   Access  to  this 
information is limited within the Company, and is generally released to those outside of the Company 
only if required by law.  Preserving the confidentiality of such information is necessary for creation 
of a productive and comfortable work environment.

6.  CONFIDENTIALITY OF INFORMATION

Our  customers  provide  us  with  confidential  and/or  personal  information  about  themselves,  their 
families and their business operations (where applicable).  The Company will only collect and maintain 
information  for  legal  and  business  reasons.    This  means  that  only  those  employees  and  outside 
governmental authorities and regulators with a legitimate need to know such information should have 
access to such information.

Employees must adhere to applicable laws for maintaining, updating, disclosing and verifying such 
confidential information.  Employees are also expected to comply with departmental policies and 
procedures relating to the retention and orderly destruction of records and documents (Refer to the 
Records Retention Section in this document).

All employees must be aware of the consequences of intentionally or inadvertently revealing such 
information  and  recognize  that  the  use  of  confidential  information  obtained  in  the  course  of  our 
employment for any personal benefit or any non-business related reason is strictly forbidden.  Specific 
areas  in  which  preventing  disclosure  or  use  of  confidential  information  are  especially  important 

6 

 
 
 
 
 
 
 
 
 
include  personal  medical  records,  financial  data  for  a  business  entity,  and  claims  investigative, 
litigation and settlement information.

        Exhibit 14      Code of Business Conduct & Ethics 

7.  CONFIDENTIALITY OF INTELLECTUAL PROPERTY

Confidential business information and practices can be defined as information used in trade or business 
which gives the owner a competitive advantage and which is not generally known to the public.  If 
the owner fails to adequately protect the information or matter, it may lose its confidential status.  
Such business information and practices could include software code, customer lists, all business 
related information or a new invention that is yet to be patented.

Sometimes you may encounter such business information and/or practices in the course of evaluating 
a service provided to, or a service or product received from a policyholder, customer, vendor, etc.  
You may be responsible for the loss of such information and/or practice if you reveal it to others, 
even fellow Company employees, who do not need to know this proprietary information.  Both the 
Company  and  the  employee  may  be  held  liable  for  financial  losses  to  the  owner  of  the  business 
information or practice.

At times you may develop confidential business information and/or practices in the course of your 
employment.  This information is the property of the Company.  Confidential business information 
and practices of the Company must be identified as such when revealed to outside parties so the 
recipient  is  aware  he  or  she  should  not  pass  them  on  further.    Before  the  release  of  proprietary 
information to a third party the appropriate confidentiality and non-disclosure agreements should be 
in place.

If  confidential  business  information  and  practices  are  revealed  to  you  during  the  course  of  your 
employment with the Company, you must protect the information even after you stop working for 
the Company.  The Company will take whatever steps it deems appropriate, including legal action, 
to protect such business information and practices from unauthorized disclosure or use by current or 
former employees.

8.  CORPORATE OPPORTUNITIES

No director, officer or employee may: (a) take for himself or herself personally opportunities that are 
discovered through the use of Company property, information or position; (b) use Company property, 
information or position for personal gain; or (c) compete with the Company.

9.  USE OF INSIDE INFORMATION (INSIDER TRADING)

Please  refer  to  the  “Disclosure,  Securities Trading  and  Confidentiality  Policy.”    If  you  have  any 
questions in connection with whether or not a trade in the company shares is permitted at any particular 
time, please contact Kingsway’s Chief Financial Officer.

10. FAIR DEALING

Each director, officer and employee shall endeavor to deal fairly and in good faith with Kingsway 
customers, shareholders, employees, suppliers, regulators, business partners, competitors and others.  
No  director,  officer  or  employee  shall  take  unfair  advantage  of  anyone  through  manipulation, 
concealment, abuse of privileged or confidential information, misrepresentation, fraudulent behavior 
or any other unfair dealing practice.

7 

 
 
 
 
 
 
 
 
 
11. ANTI-RETALIATION

        Exhibit 14      Code of Business Conduct & Ethics 

Kingsway prohibits any retaliation against an employee who makes a good-faith report of perceived 
violations of this Code or the law or anyone who assists in a Company investigation.

If you believe that you have been subjected to any form of retaliation you should report the matter 
through one of the channels described in this policy.  However, any person making a report in bad 
faith will be subject to disciplinary action up to and including discharge.

12. PROTECTION AND USE OF COMPANY ASSETS

Company  assets,  such  as  information,  materials,  supplies,  time,  intellectual  property,  software, 
hardware, and facilities, among other property, are valuable resources owned, licensed, or otherwise 
belonging to the Company.  Safeguarding Company assets is the responsibility of all directors, officers 
and employees.  All Company assets should be used for legitimate business purposes.  The personal 
use of Company assets without permission is prohibited.

Employees  are  expected  to  use  Company  equipment  and  materials  (e.g.  telephones,  computers, 
software and photocopiers) for Company business only.  All Company equipment and materials are 
dedicated for business use only and the Company reserves the right to monitor and investigate usage 
of Company equipment and materials at its discretion.

Employees should not use Company resources for personal benefit or to benefit persons or entities 
outside the Company.  In certain circumstances, the Company may approve of the use of particular 
corporate resources for charitable or community purposes.

Employees must maintain accurate records and abide by corporate policies concerning reimbursable 
expenses,  and  eligibility for  all Company benefits, including  sick leave, education and  disability 
payments.

13. OFFERING OF GIFTS

Employees may not make payments or give gifts (other than gifts of nominal value that are generally 
considered as common business or social courtesies such as lunches, dinners, attendance at sporting 
events, etc.) in order to influence regulatory or business decisions.  The Company has established 
internal control procedures to ensure that assets are protected and properly used, and that financial 
records and reports are accurate and reliable.  Employees and supervisors share the responsibility for 
maintaining and complying with required internal controls.

The Company’s success relies upon the integrity of all of its employees.  The Company has instituted 
a comprehensive set of procedures, rules and controls to prevent fraud and dishonesty and it will take 
all action necessary and appropriate to enforce these policies and procedures.

14. ACCOUNTING PRACTICES

It is the policy of Kingsway to fully and fairly disclose the financial condition of the Company in 
compliance with applicable accounting principles, laws, rules and regulations.  All books and records 
of Kingsway shall be administered in such a way, as to fully and fairly reflect all Company transactions.

8 

 
 
 
 
 
 
 
 
 
15. RECORDS RETENTION

        Exhibit 14      Code of Business Conduct & Ethics 

Please refer to the “Records Management and Retention Policy.”  If you have any questions in this 
regard, do not hesitate to contact your supervisor or Kingsway’s Senior Manager-Internal Audit.

16. COMPLIANCE WITH LAWS, RULES & REGULATIONS

The Company is subject to a myriad of laws and regulations on how we must conduct our business.  
Many of these laws are designed to protect consumers in situations where it is perceived that a business 
because of size, resources or expertise is able to unfairly control or influence customer decisions.  It 
is critically important that both the Company and its employees comply with the letter and spirit of 
the laws, which regulate the conduct of our business.

All  aspects  of  Company  business  (e.g.,  sales,  underwriting,  claims,  human  resources,  actuarial, 
accounting and financial reporting, financial services, investments, and governmental relations) are 
impacted by compliance requirements.  Employees must be aware of the applications of the laws that 
affect the performance of their jobs and must carry out their job responsibilities in a manner that 
ensures  that  the  Company  is  in  compliance  with  external  statutory,  regulatory  and  industry 
requirements.

Kingsway takes a proactive stance on compliance with all applicable laws, rules, and regulations, 
including insider trading laws and applicable anti-trust laws.  In addition, the Company requires that 
its directors, officers and employees comply with the policies set out in the Employee Handbook.

17. COMMUNICATING WITH REGULATORS AND OTHERS

In the event that an inquiry from a regulator is received the employee must contact Kingsway’s Chief 
Financial Officer.  All requests from regulators should be responded to in a candid, accurate manner.  
Employees must not conceal, destroy or alter any documents or information.  If a Kingsway employee 
is served with a subpoena they must notify Kingsway’s Chief Financial Officer immediately.

18. NO LOANS TO DIRECTORS OR OFFICERS

In accordance with applicable law, it is the policy of Kingsway not to extend or maintain credit, to 
arrange for the extension of credit, or to renew an extension of credit, in the form of a personal loan 
to or for any director or officer. Any questions about whether a loan has been made to a director or 
officer in violation of this policy should be directed to the Company's counsel.

19. AMENDMENT, MODIFICATION AND WAIVER

Any amendment or waiver of this Code of Business Conduct and Ethics for a director, executive 
officer or any financial or accounting officer at the level of the principal accounting officer or controller 
or above, may be made only by the Board of Directors, and must be promptly disclosed to stockholders 
if and as required by applicable law or the rules of each stock exchange on which the Company's 
shares are traded. Waivers with respect to other employees or applicable contractors may be made 
only by the Company's Chief Financial Officer. Any waiver of this Code of Conduct with respect to 
a conflict of interest transaction required to be disclosed pursuant to Item 404 of Regulation S-K 
promulgated under the Securities Act of 1933, as amended, must be approved in advance by the Audit 
Committee.

9 

 
 
 
 
 
 
 
 
 
20. DUTY TO REPORT 

        Exhibit 14      Code of Business Conduct & Ethics 

Every director, officer and employee has a duty to adhere to this Code of Business Conduct and Ethics 
and all existing Company policies, and to report immediately to the Company any suspected violations 
in accordance with applicable procedures.

Employees  shall  report  suspected  violations  of  Company  policies  by  following  the  reporting 
procedures for that specific policy as identified in the Employee Handbook.  All other suspected 
violations of the Code must be reported to the business unit Human Resources manager or Kingsway’s 
Vice President-Human Resources.  The Company will investigate any matter so reported and take 
appropriate disciplinary and corrective action, up to and including prosecution and termination of 
employment.  The Company forbids retaliation against employees who report violations of this Code 
of Business Conduct and Ethics in good faith.

21. CONTACT US

Requests for further information should be referred to Kingsway’s Vice President - Human Resources 
as follows:

Kingsway America Inc.  
3155 NW 77th Avenue 
Miami, FL 33122

Attention: Vice President-Human Resources 
Telephone: (305) 716-6017
Facsimile: (305) 716-6417
Email: KAIHumanResources@kingswayfinancial.com

* * *

10 

 
 
 
 
 
 
 
 
 
 
        Exhibit 14      Code of Business Conduct & Ethics 

Code of Ethics for the Chief Executive Officer, Chief Financial Officer, Kingsway’s Senior Officers 
and Other Senior Financial Personnel

Kingsway’s Chief Executive Officer, Chief Financial Officer, Senior Officers (as defined below) and other 
Senior Financial Personnel (as defined below) are bound by the provisions set forth in Kingsway’s Code of 
Business  Conduct  and  Ethics  (the  “Code”).  In  addition  to  the  Code,  these  individuals  are  subject  to  the 
following additional specific policies:

1. 

APPLICABILITY 

This Code of Ethics for the CEO, CFO, Kingsway’s senior officers and other senior financial personnel 
(the “Supplemental Code”) is designed to mandate honest and ethical conduct; full, fair, accurate, 
timely and understandable disclosure of financial information in the periodic reports of Kingsway; 
and compliance with applicable laws, rules and regulations. This Supplemental Code applies to the 
CEO,  CFO,  Kingway’s  Senior  Officers  and  Other  Senior  Financial  Personnel.   As  used  in  this 
Supplemental Code, the term Senior Officers means any officer of Kingsway who holds the title of 
Vice President or above and the term Other Senior Financial Personnel means finance, accounting, 
actuarial, tax or internal audit personnel.  The CEO, CFO, Kingsway’s Senior Officers and Other 
Senior Financial Personnel are collectively referred to in this Supplemental Code as the “Covered 
Persons.”  

2. 

HONEST AND ETHICAL CONDUCT

In performing his or her duties, each of the Covered Persons shall act in accordance with high standards 
of honest and ethical conduct including taking appropriate actions to permit and facilitate the ethical 
handling and resolution of actual, perceived or potential conflicts of interest between personal and 
professional relationships.

In addition, each of the Covered Persons shall promote high ethical standards for employees who 
have responsibilities in financial reporting and other areas of accounting, audit, tax and throughout 
Kingsway.

3. 

FULL, FAIR AND ACCURATE DISCLOSURE

In performing their duties, each of the Covered Persons shall promote and take appropriate action 
within their respective areas of responsibility to cause Kingsway to provide, full, fair, accurate, timely 
and  understandable  disclosure  in  reports  and  documents  that  Kingsway  files  or  submits  to  all 
regulatory authorities including, the Ontario Securities Commission and the Securities and Exchange 
Commission and in other public communications.

4. 

COMPLIANCE WITH LAWS

In performing their duties, each of the Covered Persons shall endeavor to comply, and take appropriate 
action  within  each  of  their  respective  areas  of  responsibility  to  cause  Kingsway  to  comply,  with 
applicable governmental laws, rules and regulations, including applicable rules and regulations of 
self-regulatory organizations.

Each of the Covered Persons shall promptly provide to Kingsway America’s Vice President - Human 
Resources or the Board’s Audit Committee information concerning conduct such Covered Person 

11 

 
 
 
 
 
 
 
 
 
reasonably believes to constitute a material violation by one or more of Kingsway’s Directors or 
Officers of the securities laws, rules or regulations or other laws, rules or regulations applicable to 
Kingsway.

        Exhibit 14      Code of Business Conduct & Ethics 

5.  

INFLUENCING AUDITORS 

Each Covered Person shall not take any action, directly or indirectly, to fraudulently influence, coerce, 
manipulate or mislead Kingsway’s independent auditors.

In  performing  their  duties,  each  Covered  Person  shall,  within  each  of  their  respective  areas  of 
responsibility, engage in, and seek to promote, full, fair and accurate disclosure of financial and other 
information to, and open and honest discussions with, Kingsway’s independent auditors.                      

6.         SERVICE ON BOARDS OF DIRECTORS OF OTHER FOR-PROIT ENTERPRISES

No Covered Person shall serve on the board of directors, board of managers or in a similar capacity 
with any for-profit enterprise other than Kingsway without obtaining the prior consent of the Audit 
Committee on an annual basis.

7. 

REPORTING VIOLATIONS OF THE SUPPLEMENTAL CODE

Each of the Covered Persons shall promptly report to the attention of the Board’s Audit Committee 
or  Kingsway  America’s  Vice  President  -  Human  Resources  any  information  they  may  have 
concerning:

1. 

2. 

Significant deficiencies in the design or operation of internal controls which could adversely 
affect Kingsway’s ability to record, process, summarize and report financial data or
Any fraud, whether material or not, involving management or other employees who have a 
role in the company’s financial reporting, disclosures or internal controls.

ANONYMOUS REPORTING OF VIOLATIONS 
Any violation of this Supplemental Code and any violation by the Company’s Covered Persons of 
the securities laws, rules or regulations or other laws, rules or regulations applicable to Kingsway 
may be reported anonymously to the Chair of the Audit Committee of the Board.

WAIVER AND AMENDMENT OF THE SUPPLEMENTAL CODE
The Board’s Audit Committee, as well as the Board, shall have the authority to approve any amendment 
to  this  Supplemental  Code.  Kingsway  will  publicly  disclose  any  substantive  amendment  of  this 
Supplemental Code as required by applicable law.

COMPLIANCE AND ACCOUNTABILITY 
The Board’s Audit Committee will assess compliance with this Supplemental Code, report violations 
of  this  Supplemental  Code  to  the  Board,  and,  based  upon  the  relevant  facts  and  circumstances 
recommend to the Board appropriate action.  A violation of this Supplemental Code may result in 
disciplinary action including termination of employment.

8. 

9. 

10. 

12 

 
 
 
 
 
 
 
 
 
Subsidiaries of Kingsway Financial Services Inc.

Exhibit 21

Subsidiaries

Kingsway America II Inc.

1347 Advisors LLC

1347 Capital LLC

Itasca Investors LLC

Itasca Capital Corp.

IWS Acquisition Corporation

Trinity Warranty Solutions LLC

                Professional Warranty Services LLC

                                Professional Warranty Service Corporation

American Country Underwriting Agency Inc.

Advantage Auto, Inc.

Argo Management Group, LLC

ARM Holdings, Inc.

Mattoni Insurance Brokerage, Inc.

Appco Finance Corporation

CMC Acquisition LLC

CMC Industries Inc.

Texas Rail Terminal LLC

TRT Leaseco, LLC

Insurance Management Services Inc.

Itasca Real Estate Investors, LLC

KAI Advantage Auto, Inc.

KFS Capital LLC

Kingsway America Inc.

Kingsway LGIC Holdings, LLC

Mendota Insurance Company

Congress General Agency, Inc.

Kingsway Amigo Insurance Company

Mendakota Casualty Company

Mendakota Insurance Company

Mendota Insurance Agency, Inc.

MIC Insurance Agency Inc.

Kingsway America Agency Inc.

Kingsway General Insurance Company

Kingsway Reinsurance Corporation

Jurisdiction of Incorporation/Organization

Delaware

Delaware

Delaware

Delaware

Delaware

Florida

Delaware

Delaware

Virginia

Illinois

Illinois

Delaware

Illinois

Washington

Pennsylvania

Delaware

Texas

Delaware

Delaware

Florida

Illinois

Illinois

Delaware

Delaware

Delaware

Minnesota

Texas

Florida

Illinois

Minnesota

Texas

Texas

Illinois

Ontario

Barbados

Consent of Independent Registered Public Accounting Firm 

Kingsway Financial Services Inc. 
Itasca, Illinois 

We hereby consent to the incorporation by reference in the Registration Statements on Form S-8 
(Registration Nos. 333-196633 and 333-194108) of Kingsway Financial Services Inc. of our reports 
dated March 16, 2018, relating to the consolidated financial statements and financial statement 
schedules,  and  the  effectiveness  of  Kingsway  Financial  Services  Inc.’s  internal  control  over 
financial reporting, which appear in this Annual Report on Form 10-K.  

Grand Rapids, Michigan 
March 16, 2018 

BDO USA, LLP, a Delaware limited liability partnership, is the U.S. member of BDO International Limited, a UK company limited by guarantee, and forms part of 
the international BDO network of independent member firms. 

BDO is the brand name for the BDO network and for each of the BDO Member Firms. 

 
 
 
 
 
 
 
 
EXHIBIT 31.1 

Certification of Chief Executive Officer pursuant to Section 302 of the Sarbanes-Oxley Act of 2002

CERTIFICATION PURSUANT TO SECTION 302 

I, Larry G. Swets, Jr., certify that: 

1. I have reviewed this report on Form 10-K of Kingsway Financial Services Inc.; 

2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact 
necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading 
with respect to the period covered by this report; 

3. Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all 
material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods 
presented in this report; 

4. The registrant's other certifying officer and I are responsible for establishing and maintaining disclosure controls and 
procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as 
defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have: 

a) Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed 
under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, 
is made known to us by others within those entities, particularly during the period in which this report is being prepared; 

b) Designed such internal control over financial reporting, or caused such internal control over financial reporting to be 
designed under our supervision, 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; 

c) Evaluated the effectiveness of the registrant's disclosure controls and procedures and presented in this report our 
conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this 
report based on such evaluation; and 

d) Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the 
registrant's most recent fiscal quarter (the registrant's fourth fiscal quarter in the case of an annual report) that has 
materially affected, or is reasonably likely to materially affect, the registrant's internal control over financial reporting; and

5. The registrant's other certifying officer and I have disclosed, based on our most recent evaluation of internal control over 
financial reporting, to the registrant's auditors and the audit committee of the registrant's board of directors (or persons 
performing the equivalent functions): 

a) All significant deficiencies and material weaknesses in the design or operation of internal control over financial 
reporting which are reasonably likely to adversely affect the registrant's ability to record, process, summarize and report 
financial information; and 

b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the 
registrant's internal control over financial reporting. 

Date: March 16, 2018 

By /s/ Larry G. Swets, Jr.

Larry G. Swets, Jr., Chief Executive Officer 

(Principal Executive Officer)

EXHIBIT 31.2 

CERTIFICATION 

Certification of Chief Financial Officer pursuant to Section 302 of the Sarbanes-Oxley Act of 2002

I, William A. Hickey, Jr., certify that: 

1. I have reviewed this Form 10-K of Kingsway Financial Services Inc.; 

2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact 
necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading 
with respect to the period covered by this report; 

3. Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all 
material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods 
presented in this report; 

4. The registrant's other certifying officer and I are responsible for establishing and maintaining disclosure controls and 
procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as 
defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have: 

(a) Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed 
under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, 
is made known to us by others within those entities, particularly during the period in which this report is being prepared; 

(b) Designed such internal control over financial reporting, or caused such internal control over financial reporting to be 
designed under our supervision, 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; 

(c) Evaluated the effectiveness of the registrant's disclosure controls and procedures and presented in this report our 
conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this 
report based on such evaluation; and 

(d) Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the 
registrant's most recent fiscal quarter (the registrant's fourth fiscal quarter in the case of an annual report) that has 
materially affected, or is reasonably likely to materially affect, the registrant's internal control over financial reporting; and

5. The registrant's other certifying officer and I have disclosed, based on our most recent evaluation of internal control over 
financial reporting, to the registrant's auditors and the audit committee of the registrant's board of directors (or persons 
performing the equivalent functions): 

(a) All significant deficiencies and material weaknesses in the design or operation of internal control over financial 
reporting which are reasonably likely to adversely affect the registrant's ability to record, process, summarize and report 
financial information; and 

(b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the 
registrant's internal control over financial reporting. 

Date: March 16, 2018 

By /s/ William A. Hickey, Jr.

William A. Hickey, Jr., Chief Financial Officer and Executive Vice President

(Principal Financial Officer)

EXHIBIT 32.2

CERTIFICATION PURSUANT TO 

18 U.S.C. SECTION 1350, 

AS ADOPTED PURSUANT TO 

SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002 

In connection with the Annual Report on Form 10-K of Kingsway Financial Services Inc. (the “Company”) for the year ended 
December 31, 2017 as filed with the Securities and Exchange Commission on the date hereof (the "Report"), the undersigned 
William A. Hickey, Jr., the Chief Financial Officer and Principal Financial Officer of the Company, hereby certifies, pursuant to 
18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that, to the best of the 
undersigned's knowledge and belief: 

(1) the Report fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934; and 

(2) the information contained in the Report fairly presents, in all material respects, the financial condition and results of 
operations of the Company.

Date: March 16, 2018 

By /s/ William A. Hickey, Jr.

William A. Hickey, Jr., Chief Financial Officer and Executive Vice President

(Principal Financial Officer)

 
EXHIBIT 32.1 

CERTIFICATION PURSUANT TO 

18 U.S.C. SECTION 1350, 

AS ADOPTED PURSUANT TO 

SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002 

In connection with the Annual Report on Form 10-K of Kingsway Financial Services Inc. (the “Company”) for the year ended 
December 31, 2017 as filed with the Securities and Exchange Commission on the date hereof (the "Report"), the undersigned 
Larry G. Swets, Jr., the Chief Executive Officer and Principal Executive Officer of the Company, hereby certifies, pursuant to 
18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that, to the best of the 
undersigned's knowledge and belief: 

(1) the Report fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934; and 

(2) the information contained in the Report fairly presents, in all material respects, the financial condition and results of 
operations of the Company.

Date: March 16, 2018 

By /s/ Larry G. Swets, Jr.

Larry G. Swets, Jr., Chief Executive Officer 

(Principal Executive Officer)