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Oxbridge Re Holdings Limited

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FY2020 Annual Report · Oxbridge Re Holdings Limited
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SECURITIES & EXCHANGE COMMISSION EDGAR FILING

OXBRIDGE RE HOLDINGS Ltd

Form: 10-K 

Date Filed: 2021-03-29

Corporate Issuer CIK:   1584831

© Copyright 2021, Issuer Direct Corporation. All Right Reserved. Distribution of this document is strictly prohibited, subject to the terms of use.

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, 2020

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 1-36346

OXBRIDGE RE HOLDINGS LIMITED
(Exact name of registrant as specified in its charter)

Cayman Islands
(State or other jurisdiction of incorporation or organization)

98-1150254
(I.R.S. Employer Identification No.)

Suite 201
42 Edward Street
P.O. Box 469
Grand Cayman, Cayman Islands
(Address of principal executive offices)

KY1-9006
(Zip Code)

Registrant’s telephone number, including area code: (345) 749-7570

Securities Registered Pursuant to Section 12(b) of the Exchange Act:

Title of Each Class
Ordinary Shares, par value $0.001 (USD) per
share
Warrants

Trading Symbols

OXBR
OXBRW

Name of Each Exchange on Which Registered
The NASDAQ Capital Market

The NASDAQ Capital Market

Securities Registered Pursuant to Section 12(g) of the Exchange Act: None

Indicate by check mark whether 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 Exchange 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 Exchange Act 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 the registrant was required to
submit and post such files).    Yes  ☑    No  ☐

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

the 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                                            ☐
Non-accelerated filer ☑
Emerging growth company ☐

Accelerated filer ☐                                        
Smaller reporting 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  ☑

The aggregate market value of the voting common equity held by non-affiliates of the registrant was $1,020,885  (based upon the quoted closing sale price

per share of the registrant’s ordinary shares on The NASDAQ Capital Market) on the last business day of the registrant’s most recently completed second fiscal
quarter (June 30, 2020). For purposes of this calculation, the registrant has assumed that its directors and executive officers as of June 30, 2020 were affiliates.

As of March 30, 2021, 5,733,587 ordinary shares, par value $0.001 (USD) per share, were outstanding.

Documents Incorporated by Reference:

Portions of the Company’s proxy statement to be filed with the Securities and Exchange Commission relating to the 2021 Annual Meeting of Shareholders will be
incorporated by reference into Part III of this Annual Report on Form 10-K.

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OXBRIDGE RE HOLDINGS LIMITED

Index to Annual Report on Form 10-K

Year Ended December 31, 2020

CAUTIONARY STATEMENTS FOR FORWARD-LOOKING INFORMATION

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 I.

PART II.

ITEM 5.

MARKET FOR REGISTRANT’S COMMON EQUITY, RELATED SHAREHOLDER 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

ITEM 10.

DIRECTORS, EXECUTIVE OFFICERS AND CORPORATE GOVERNANCE

ITEM 11.

EXECUTIVE COMPENSATION

PART III.

ITEM 12.

SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT AND RELATED SHAREHOLDER
MATTERS

ITEM 13.

CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR INDEPENDENCE

ITEM 14.

PRINCIPAL ACCOUNTING FEES AND SERVICES

ITEM 15.

EXHIBITS, FINANCIAL STATEMENT SCHEDULES

ITEM 16.

FORM 10-K SUMMARY

INDEX TO EXHIBITS

SIGNATURES

PART IV.

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SPECIAL NOTE ABOUT FORWARD-LOOKING STATEMENTS

Unless  the  context  dictates  otherwise,  references  to  “we,”  “us,”  “our,”  “our  company,”  or  “the  Company”  in  this  Annual  Report  on  Form  10-K  refer  to

Oxbridge Re Holdings Limited and its wholly-owned subsidiaries, Oxbridge Reinsurance Limited and Oxbridge Re NS.

All statements in this Annual Report on Form 10-K, including in the section entitled “ Management’s Discussion and Analysis of Financial Condition and
Results  of  Operations”  (refer  to  Part  I,  Item  7  of  this  Annual  Report  on  Form  10-K),  other  than  statements  of  historical  fact,  including  estimates,  projections,
statements relating to our business plans, objectives and expected operating results, and the assumptions upon which those statements are based, are “forward-
looking  statements”  within  the  meaning  of  the  Private  Securities  Litigation  Reform  Act  of  1995,  Section  27A  of  the  Securities  Act  of  1933,  as  amended,  and
Section 21E of the Securities Exchange Act of 1934, as amended (the “Exchange Act”). These forward-looking statements generally are identified by the words
such as “believe,” “project,” “predict,” “expect,” “anticipate,” “estimate,” “intend,” “plan,” “may,” “should,” “will,” “would,” “will be,” “will continue,” “will likely result, ”
and similar expressions. Forward-looking statements are based on current expectations and assumptions that are subject to risks and uncertainties which may
cause actual results to differ materially from our historical results and the forward-looking statements and you should not place undue reliance on the forward-
looking  statements.  A  detailed  discussion  of  risks  and  uncertainties  that  could  cause  actual  results  and  events  to  differ  materially  from  such  forward-looking
statements is included in the section entitled “Risk Factors” (refer to Part I, Item 1A, of this Annual Report on Form 10-K). We undertake no obligation, other than
imposed by law, to publicly update or revise any forward-looking statements, whether as a result of new information, future events, or otherwise. Readers are
cautioned not to place undue reliance on the forward-looking statements which speak only to the dates on which they were made.

PART I

ITEM 1

BUSINESS

Overview

We are a Cayman Islands specialty property and casualty reinsurer that provides reinsurance solutions through our subsidiaries, Oxbridge Reinsurance
Limited and Oxbridge RE NS. We focus on underwriting fully-collateralized reinsurance contracts primarily for property and casualty insurance companies in the
Gulf  Coast  region  of  the  United  States,  and  from  time  to  time,  we  may  undertake  global  exposure  through  industry  loss  warranty  (“ILW”)  contracts.  We
specialize  in  underwriting  medium  frequency,  high  severity  risks,  where  we  believe  sufficient  data  exists  to  analyze  effectively  the  risk/return  profile  of
reinsurance contracts. We were organized in April 2013 as an exempted company under the laws of the Cayman Islands.

We underwrite reinsurance contracts on a selective and opportunistic basis as opportunities arise based on our goal of achieving favorable long-term
returns on equity for our shareholders. Our goal is to achieve long-term growth in book value per share by writing business that generates attractive underwriting
profits relative to the risk we bear. Unlike other insurance and reinsurance companies, we do not intend to pursue an aggressive investment strategy and instead
will focus our business on underwriting profits rather than investment profits. However, we intend to complement our underwriting profits with investment profits
on an opportunistic basis.

Our  primary  business  focus  is  on  fully  collateralized  reinsurance  contracts  for  property  catastrophes,  primarily  in  the  Gulf  Coast  region  of  the  United

States.

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Within  that  market  and  risk  category,  we  attempt  to  select  the  most  economically  attractive  opportunities  across  a  variety  of  property  and  casualty

insurers. As we attempt to grow our capital base, we expect that we will consider growth opportunities in other geographic areas and risk categories.

Our level of profitability is primarily determined by how adequately our premiums assumed and investment income cover our costs and expenses, which
consist primarily of acquisition costs and other underwriting expenses, claim payments and general and administrative expenses. One factor leading to variation
in our operational results is the timing and magnitude of any follow-on offerings we undertake (if any), and issuance of participating notes to third-party investors,
as we would be able to deploy new capital to collateralize new reinsurance treaties and consequently, earn additional premium revenue. In addition, our results
of  operations  may  be  seasonal  in  that  hurricanes  and  other  tropical  storms  typically  occur  during  the  period  from  June  1  through  November  30.  Further,  our
results  of  operations  may  be  subject  to  significant  variations  due  to  factors  affecting  the  property  and  casualty  insurance  industry  in  general,  which  include
competition,  legislation,  regulation,  general  economic  conditions,  judicial  trends,  and  fluctuations  in  interest  rates  and  other  changes  in  the  investment
environment.

Because  we  employ  an  opportunistic  underwriting  and  investment  philosophy,  period-to-period  comparisons  of  our  underwriting  results  may  not  be
meaningful.  In  addition,  our  historical  investment  results  may  not  necessarily  be  indicative  of  future  performance.  Due  to  the  nature  of  our  reinsurance  and
investment strategies, our operating results will likely fluctuate from period to period.

We organized our Oxbridge Re NS subsidiary on December 22, 2017 to function as a reinsurance sidecar which increases the underwriting capacity of
Oxbridge  Reinsurance  Limited.  Oxbridge  Re  NS  commenced  operations  on  June  1,  2018  and  has  since  issued  participating  notes  to  third-party  and  related-
party investors, the proceeds of which were utilized to collateralize a quota-share of Oxbridge Reinsurance Limited’s reinsurance obligations.

Our Business Strategy

Our goal is to achieve attractive risk-adjusted returns for our shareholders through the prudent management of underwriting risks relative to our capital

base. To achieve this objective, the following are the principal elements of our business strategy.

● Maintain a Commitment to Disciplined Underwriting.  We employ a disciplined and data-driven underwriting approach to select a diversified portfolio
of risks that we believe will generate an attractive return to our shareholders over the long term. Neither our underwriting nor our investment strategies
are designed to generate smooth or predictable quarterly earnings, but rather to optimize growth in book value per share over the long term.

● Focus  on  Risk  Management.  We  treat  risk  management  as  an  integral  part  of  our  underwriting  and  business  management  processes.  All  of  our

reinsurance contracts contain loss limitation provisions that limit our losses to the value of the assets collateralizing our reinsurance contracts.

● Deployment of Capital.  In order to eliminate the possibility of complete losses, we intend to place only a portion of our total capital at risk in any single
year. This means that we expect lower returns than some of our competitors in years where there are lower than average catastrophe losses but that our
capital will not be completely eroded in the event of multiple large losses.

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● Take  Advantage  of  Market  Opportunities.  Although  our  business  is  initially  focused  on  catastrophe  coverage  for  Gulf  Coast  insurers  and  globally
through  ILW’s,  we  intend  to  continuously  evaluate  various  market  opportunities  in  which  our  business  may  be  strategically  or  financially  expanded  or
enhanced in the future. Such opportunities could take the form of further diversifying our business into other geographic or market areas, could include
quota share reinsurance contracts, joint ventures, renewal rights transactions, corporate acquisitions of other insurers or reinsurers, or the formation of
insurance or reinsurance platforms in new markets.

We believe the environment in the reinsurance and insurance markets will continue to produce opportunities for us, either through organic expansion,

through acquisitions, or a combination of both.

The Reinsurance Industry

General

Reinsurance  is  an  arrangement  in  which  an  insurance  company,  referred  to  as  the  reinsurer,  agrees  to  assume  from  another  insurance  company,
referred  to  as  the  ceding  company  or  cedant,  all  or  a  portion  of  the  insurance  risks  that  the  ceding  company  has  underwritten  under  one  or  more  insurance
contracts. In return, the reinsurer receives a premium for the insured risks that it assumes from the ceding company, although reinsurance does not discharge
the ceding company from its liabilities to policyholders. It is standard industry practice for primary insurers to reinsure portions of their insurance risks with other
insurance companies under reinsurance agreements or contracts. This permits primary insurers to underwrite policies in amounts larger than the risks they are
willing to retain. Reinsurance is generally designed to:

● Reduce  the  ceding  company’s  net  liability  on  individual  risks,  thereby  assisting  it  in  managing  its  risk  profile  and  increasing  its  capacity  to  underwrite

business as well as increasing the limit to which it can underwrite on a single risk;

● assist the ceding company in meeting applicable regulatory and rating agency capital requirements;
● assist the ceding company in reducing the short-term financial impact of sales and other acquisition costs; and
● enhance the ceding company’s financial strength and statutory capital.

When  reinsurance  companies  purchase  reinsurance  to  cover  their  own  risks  assumed  from  ceding  companies,  this  is  known  as  retrocessional
reinsurance.  Reinsurance  or  retrocessional  reinsurance  can  benefit  a  ceding  company  or  reinsuring  company,  referred  to  herein  as  a  “retrocedant,”  as
applicable, in various ways, such as by reducing exposure to individual risks and by providing catastrophe protection from larger or multiple losses. Like ceding
companies, retrocedants can use retrocessional reinsurance to manage their overall risk profile or to create additional underwriting capacity, allowing them to
accept larger risks or to write more business than would otherwise be possible, absent an increase in their capital or surplus.

Reinsurance  contracts  do  not  discharge  ceding  companies  from  their  obligations  to  policyholders.  Ceding  companies  therefore  generally  require  their

reinsurers to have, and to maintain, either a strong financial strength rating or security, in the form of collateral, as assurance that their claims will be paid.

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Insurers  generally  purchase  multiple  tranches  of  reinsurance  protection  above  an  initial  retention  elected  by  the  insurer.  The  amount  of  reinsurance
protection purchased by an insurer is typically determined by the insurer through both quantitative and qualitative methods. In the event of losses, the amount of
loss that exceeds the amount of reinsurance protection purchased is retained by the insurer.

As a program is constructed from the ground up, each tranche added generally has a lower probability of loss than the prior tranche and therefore is
generally  subject  to  a  lower  reinsurance  premium  charged  for  the  reinsurance  protection  purchased.  Insurer  catastrophe  programs  are  typically  supported  by
multiple reinsurers per program.

Reinsurance  brokers  play  an  important  role  in  the  reinsurance  market.  Brokers  are  intermediaries  that  assist  the  ceding  company  in  structuring  a
particular reinsurance program and in negotiating and placing risks with third-party reinsurers. In this capacity, the broker is selected and retained by the ceding
company  on  a  contract-by-contract  basis,  rather  than  by  the  reinsurer.  Though  brokers  are  not  parties  to  reinsurance  contracts,  reinsurers  generally  receive
premium  payments  from  brokers  rather  than  ceding  companies,  and  reinsurers  that  do  not  provide  collateralized  reinsurance  are  frequently  required  to  pay
amounts owed on claims under their policies to brokers. These brokers, in turn, pay these amounts to the ceding companies that have reinsured a portion of their
liabilities with reinsurers.

Types of Reinsurance Contracts

Property  reinsurance  products  are  often  written  in  the  form  of  treaty  reinsurance  contracts,  which  are  contractual  arrangements  that  provide  for  the
automatic  reinsurance  of  a  type  or  category  of  risk  underwritten.  Treaty  reinsurance  premiums,  which  are  typically  due  in  installments,  are  a  function  of  the
number and type of contracts written, as well as prevailing market prices. The timing of premiums written varies by line of business. The majority of property
catastrophe business is written at the January and June annual renewal periods, depending on the type and location of the risks covered. Most hurricane and
wind-storm coverage, particularly in the Gulf Coast region of the United States, is written at the June annual renewal periods.

Property catastrophe reinsurance contracts are typically “all risk” in nature, providing protection to the ceding company against losses from hurricanes
and  other  natural  and  man-made  catastrophes  such  as  floods,  earthquakes,  tornadoes,  storms  and  fires,  referred  to  herein  collectively  as  “perils.”  The
predominant  exposures  covered  by  these  contracts  are  losses  stemming  from  property  damage  and  business  interruption  resulting  from  a  covered  peril.
Coverage can also vary from “all natural” perils, which is the most expansive form, to more limited types such as windstorm-only coverage.

Property  catastrophe  reinsurance  contracts  are  typically  written  on  an  “excess-of-loss”  basis,  which  provides  coverage  to  the  ceding  company  when
aggregate  claims  and  claim  expenses  from  a  single  occurrence  for  a  covered  peril  exceed  an  amount  that  is  specified  in  a  particular  contract.  The  coverage
provided under excess-of-loss reinsurance contracts may be on a worldwide basis or may be limited in scope to specific regions or geographical areas. Under
these  contracts,  protection  is  provided  to  an  insurer  for  a  portion  of  the  total  losses  in  excess  of  a  specified  loss  amount,  up  to  a  maximum  amount  per  loss
specified in the contract.

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Excess-of-loss  contracts  are  typically  written  on  a  losses-occurring  basis,  which  means  that  they  cover  losses  that  occur  during  the  contract  term,
regardless of when the underlying policies came into force. Premiums from excess-of-loss contracts are earned ratably over the contract term, which is ordinarily
12 months. Most excess-of-loss contracts provide for a reinstatement of coverage following a covered loss event in return for an additional premium.

Our Reinsurance Contracts and Products

We write primarily property catastrophe reinsurance. We currently expect that substantially all of the reinsurance products we write in the foreseeable
future will be in the form of treaty reinsurance contracts. When we write treaty reinsurance contracts, we do not evaluate separately each of the individual risks
assumed under the contracts and are therefore largely dependent on the individual underwriting decisions made by the cedant. Accordingly, as part of our initial
review and renewal process, we carefully review and analyze the cedant’s risk management and underwriting practices in evaluating whether to provide treaty
reinsurance and in appropriately pricing the treaty.

Our portfolio of business continues to be characterized by relatively large transactions with a relatively few number of cedants. We do not consider any
single contract to be material to our business as the loss of any single contract can easily be supplemented by contributing the additional capacity across one or
more  of  our  other  contracts.  We  anticipate  that  our  business  will  continue  to  be  characterized  by  a  relatively  small  number  of  reinsurance  contracts  for  the
foreseeable future.

Our  contracts  are  written  on  an  excess-of-loss  basis,  generally  with  a  per-event  cap.  We  generally  receive  the  premium  for  the  risk  assumed  and
indemnify the cedant against all or a specified portion of losses and expenses in excess of a specified dollar or percentage amount. Our contracts are generally
both single-year or multi-year contracts and our policy years generally commence on June 1 of each year and end on May 31 of the following year.

The  bulk  of  our  portfolio  of  risks  is  assumed  pursuant  to  traditional  reinsurance  contracts.  However,  from  time  to  time  we  take  underwriting  risk  by
purchasing a catastrophe-linked bond, or via a transaction booked as an industry loss warranty (as described below) or an indemnity swap. An indemnity swap
is an agreement which provides for the exchange between two parties of different portfolios of catastrophe exposure with similar expected loss characteristics
(for example, U.S. earthquake exposure for Asian earthquake exposure).

We believe our most attractive near-term opportunity is in property catastrophe reinsurance coverage for insurance companies. In addition to seeking
profitable  pricing,  we  manage  our  risks  with  contractual  limits  on  our  exposure.  Property  catastrophe  reinsurance  contracts  are  typically  “all  risk”  in  nature,
meaning that they protect against losses from earthquakes and hurricanes, as well as other natural and man-made catastrophes such as tornados, fires, winter
storms,  and  floods  (where  the  contract  specifically  provides  for  such  coverage).  Losses  on  these  contracts  typically  stem  from  direct  property  damage  and
business interruption. We generally write property catastrophe reinsurance on an excess-of-loss basis. These contracts typically cover only specific regions or
geographical areas.

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We are not licensed or admitted as an insurer in any jurisdiction other than the Cayman Islands. In addition, we do not have a financial rating and do not
expect to have one in the near future. Many jurisdictions such as the United States do not permit clients to take credit for reinsurance on their statutory financial
statements if such reinsurance is obtained from unlicensed or non-admitted insurers without appropriate collateral. As a result, we anticipate that all of our clients
will require us to fully collateralize the reinsurance contracts we bind with them. Each of our contracts are fully collateralized and separately structured, with our
liability being limited to the value of the assets held in the trust. We are generally not required to top-up the value of the assets held as collateral in respect of a
particular reinsurance agreement, unless such collateral is subject to market risk. For each reinsurance agreement, a reinsurance trust is established in favor of
the cedant, and the trustee of the reinsurance trust is a large bank that is agreed upon by our company and the cedant.

The  premium  for  the  contract  is  ordinarily  deposited  into  the  trust,  together  with  additional  capital  from  our  company,  up  to  the  coverage  limit.  Each
reinsurance contract contains express limited recourse language to the effect that the liabilities of the relevant reinsurance contract are limited to the realizable
value of the collateral held in respect of that contract. Upon the expiration of the reinsurance contract, the assets of the trust net of insured losses and other
expenses are transferred to our company.

Underwriting and Retrocessional Coverage

Most of our reinsurance contracts have other reinsurers participating as lead underwriters, and these lead underwriters generally set the premium for the
risk. We follow the premium pricing of the lead underwriters in most cases subject to the guidance of the Underwriting Committee of our Board of Directors. Each
quarter, our Board of Directors will set parameters for the maximum level of capital to be deployed for the quarter and the expected premium and risk profile that
each of our contracts must meet.

Marketing and Distribution

We expect that, in the future, the majority of our business will be sourced through reinsurance brokers. Brokerage distribution channels provide us with
access  to  an  efficient,  variable  distribution  system  without  the  significant  time  and  expense  that  would  be  incurred  in  creating  an  in-house  marketing  and
distribution network. Reinsurance brokers receive a brokerage commission that is usually a percentage of gross premiums written.

We  intend  to  build  relationships  with  global  reinsurance  brokers  and  captive  insurance  companies  located  in  the  Cayman  Islands.  Our  management
team has significant relationships with most of the primary and specialty broker intermediaries in the reinsurance marketplace in our target market. We believe
that maintaining close relationships with brokers will give us access to a broad range of reinsurance clients and opportunities.

Brokers  do  not  have  the  authority  to  bind  us  to  any  reinsurance  contract.  We  review  and  approve  all  contract  submissions  in  our  corporate  offices
located  in  the  Cayman  Islands.  From  time  to  time,  we  may  also  enter  into  relationships  with  managing  general  agents  who  could  bind  us  to  reinsurance
contracts based on narrowly defined underwriting guidelines.

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Investment Strategy

Our  company’s  business  focus  is  primarily  on  underwriting  profit.  However,  we  remain  opportunistic  with  respect  to  investment  income,  and  intend  to
increase  shareholder  value  through  supplemental  investment  income  when  favorable  opportunities  are  available.  The  Company,  from  time  to  time,  and
dependent upon favorable investment conditions and our investment guidelines, may invest in real estate and other ventures that have the potential to increase
shareholder value.

Currently, most of our company’s capital is held in trust accounts that collateralize the reinsurance policies that we write. The investment parameters for
capital held in such trust accounts are generally established by the cedant for the relevant policy. Our current investments are held in cash and equity securities.

Funds that are not held in collateralized trust accounts are generally invested in a relatively conservative manner, with a focus on generating income

while equally being liquid.

Our Board of Directors periodically reviews our investment policy and returns.

Claims Management

Claims  are  managed  internally  by  the  company’s  management  team.  Management  reviews  and  responds  to  initial  loss  reports,  administers  claims
databases, determines whether further investigation is required and where appropriate, retains outside claims counsel, establishes case reserves and approves
claims for payment. In addition, we may conduct audits of any significant client throughout the year, and in the process, evaluate our clients’ claims handling
abilities, reserving philosophies, loss notification processes and the overall quality of our clients' performance.

Upon  receipt,  claims  notices  are  recorded  within  our  underwriting,  financial  and  claims  systems.  When  we  are  notified  of  insured  losses  or  discover
potential losses as part of our claims’ audits, we record a case reserve as appropriate for the estimated amount of the exposure at that time. The estimate reflects
the judgment of management based on general reserving practices, the experience and knowledge of the manager regarding the nature of the specific claim
and,  where  appropriate,  advice  of  outside  counsel.  Reserves  are  also  established  to  provide  for  the  estimated  expense  of  settling  claims,  including  legal  and
other fees and the general expenses of administering the claims adjustment process.

Loss Reserves

Loss reserves represent estimates, including actuarial and statistical projections at a given point in time, of the ultimate settlement and administration
costs  of  claims  incurred  (including  claims  incurred  but  not  reported  (“IBNR”)).  Estimates  are  not  precise  in  that,  among  other  things,  they  are  based  on
predictions of future developments and estimates of future trends in claims severity and frequency and other variable factors such as inflation. It is likely that the
ultimate liability will be greater or less than such estimates and that, at times, this variance will be material.

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For our property and other catastrophe policies, we initially establish our loss reserves based on loss payments and case reserves reported by ceding
companies. As we are not the only reinsurer on most contracts, the lead reinsurer will set the loss amount estimates for the contract and the cedant will have the
ability to pay for case losses consistent with that amount on our pro-rata share of the contract.

We  then  add  to  these  case  reserves  our  estimates  for  IBNR.  To  establish  our  IBNR  estimates,  in  addition  to  the  loss  information  and  estimates
communicated by cedants, we also use the services of an independent actuary. We may also use our computer-based vendor and proprietary modeling systems
to  measure  and  estimate  loss  exposure  under  the  actual  event  scenario,  if  available.  Although  the  loss  modeling  systems  assist  with  the  analysis  of  the
underlying loss, and provide us with information and the ability to perform an enhanced analysis, the estimation of claims resulting from catastrophic events is
inherently difficult because of the variability and uncertainty of property catastrophe claims and the unique characteristics of each loss.

If IBNR estimates are made, we assess the validity of the assumptions we use in the reserving process on a quarterly basis during an internal review
process. During this process actuaries verify that the assumptions we have made continue to form what they consider to be a sound basis for projection of future
liabilities.

Although we believe that we are prudent in our assumptions and methodologies, we cannot be certain that our ultimate payments will not vary, perhaps
materially,  from  the  estimates  we  have  made.  If  we  determine  that  adjustments  to  an  earlier  estimate  are  appropriate,  such  adjustments  are  recorded  in  the
quarter in which they are identified. The establishment of new reserves, or the adjustment of reserves for reported claims, could result in significant upward or
downward changes to our financial condition or results of operations in any particular period. We regularly review and update these estimates, using the most
current information available to us.

Our estimates are reviewed quarterly by an independent actuary in order to provide additional insight into the reasonableness of our loss reserves.

Competition

The reinsurance industry is highly competitive. We expect to compete with major reinsurers, most of which are well established with significant operating

histories, strong financial strength ratings and long-standing client relationships.

Our  competitors  include  Third  Point  Reinsurance  Ltd.,  Blue  Capital  Reinsurance  Holdings  Ltd.,  ACE  Ltd.,  Everest  Re,  General  Re  Corporation,
Hannover Re Group, Munich Reinsurance Company, Partner Re Ltd., Swiss Reinsurance Company, Transatlantic Reinsurance Company, Berkshire Hathaway,
PartnerRe Ltd, Aeolus, and Nephila. Although we seek to provide coverage where capacity and alternatives are limited, we directly compete with these larger
companies  due  to  the  breadth  of  their  coverage  across  the  property  and  casualty  market  in  substantially  all  lines  of  business.  We  also  compete  with  smaller
companies and other niche reinsurers from time to time.

While we have a limited operating history, we believe that our unique approach to multi-year underwriting will allow us to be successful in underwriting

transactions against more established competitors.

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Employees

As of March 23, 2021, we had three employees, all of which are full-time, and we are not in the process of hiring additional resources at this time. We
believe that our relations with our employees are good. None of our employees are subject to collective bargaining agreements, and we are not aware of any
current  efforts  to  implement  such  agreements.  We  believe  that  we  will  continue  to  have  relatively  few  employees  and  intend  to  outsource  some  functions  to
specialist firms in the Cayman Islands if and when we determine that such functions are necessary. We intend to use the expertise of our Board of Directors and
where necessary, external consultants to provide any other service we may require from time to time.

Legal Proceedings

We are not currently involved in any litigation or arbitration. We anticipate that, similar to the rest of the insurance and reinsurance industry, we will be

subject to litigation and arbitration in the ordinary course of business.

Regulation and Capital Requirements

Our wholly-owned subsidiaries, Oxbridge Reinsurance Limited and Oxbridge Re NS, each holds a Class C Insurer’s License issued in accordance with
the terms of the Insurance Law (as revised) of the Cayman Islands (the “Law”), and is subject to regulation by the Cayman Islands Monetary Authority (“CIMA”),
in  terms  of  the  Law.  As  the  holder  of  a  Class  C  Insurer’s  License,  Oxbridge  Reinsurance  Limited  and  Oxbridge  Re  NS  are  permitted  to  undertake  insurance
business approved by CIMA.

Oxbridge  Reinsurance  Limited  and  Oxbridge  Re  NS  are  subject  to  minimum  capital  and  surplus  requirements,  and  our  failure  to  meet  these
requirements  could  subject  us  to  regulatory  action.  Pursuant  to  The  Insurance  (Capital  and  Solvency)  (Classes  B,  C  and  D  Insurers)  Regulations,  2012  (the
“Capital  and  Solvency  Regulations”)  published  under  the  Law,  Oxbridge  Reinsurance  Limited  and  Oxbridge  Re  NS  are  required  to  maintain  the  statutory
minimum capital requirement (as defined under the Capital and Solvency Regulations) of $500 and prescribed capital requirement (as defined under the Capital
and Solvency Regulations) of $500, and a minimum margin of solvency equal to or in excess of the total prescribed capital requirement. Any failure to meet the
applicable requirements or minimum statutory capital requirements could subject us to further examination or corrective action by CIMA, including restrictions on
dividend payments, limitations on our writing of additional business or engaging in finance activities, supervision or liquidation.

CIMA  may  at  any  time  direct  Oxbridge  Reinsurance  Limited  and  Oxbridge  Re  NS,  in  relation  to  a  policy,  a  line  of  business  or  the  entire  business,  to
cease  or  refrain  from  committing  an  act  or  pursing  a  course  of  conduct  and  to  perform  such  acts  as  in  the  opinion  of  CIMA  are  necessary  to  remedy  or
ameliorate  the  situation.  See  the  discussion  in  “Risk  Factors”  under  the  heading  “ Any  suspension  or  revocation  of  our  reinsurance  license  would  materially
impact our ability to do business and implement our business strategy” for more information.

In  addition,  as  a  Cayman  Islands  exempted  company,  we  may  not  carry  on  business  or  trade  locally  in  the  Cayman  Islands  except  in  furtherance  of  our
business outside the Cayman Islands, and we are prohibited from soliciting the public of the Cayman Islands to subscribe for any of our securities or debt. We
are further required to file a return with the Registrar of Companies in January of each year and to pay an annual registration fee at that time.

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The Cayman Islands has no exchange controls restricting dealings in currencies or securities.

Available Information

Our website is located at www.oxbridgere.com. Copies of our Annual Reports on Form 10-K, Quarterly Reports on Form 10-Q, Current Reports on Form
8-K, and amendments to these reports filed or furnished pursuant to Section 13(a) or 15(d) of the Exchange Act are available, free of change, on our website as
soon as reasonably practicable after we file such material electronically with or furnish it to the Securities and Exchange Commission (the “SEC”). The SEC also
maintains a website that contains our SEC filings. The address of the SEC’s website is www.sec.gov.

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ITEM 1A   

RISK FACTORS

Risks Relating to Our Business

We will need additional capital in the future in order to grow and operate our business. Such capital may not be available to us or may not be
available to us on favorable terms. Furthermore, our raising additional capital could dilute your ownership interest in our company.

We expect that we will need to raise additional capital in the future through public or private equity or debt offerings or otherwise in order to:

● further capitalize our reinsurance subsidiary and implement our growth strategy;
● fund liquidity needs caused by underwriting or investment losses;
● replace capital lost in the event of significant reinsurance losses or adverse reserve developments;
● meet applicable statutory jurisdiction requirements; and/or
● respond to competitive pressures.

Additional capital may not be available on terms favorable to us, or at all. Further, any additional capital raised through the sale of equity could dilute
your ownership interest in our company and may cause the market price of our ordinary shares and warrants to decline. Additional capital raised through the
issuance of debt may result in creditors having rights, preferences and privileges senior or otherwise superior to those of our ordinary shares and warrants.

Our results of operations will fluctuate from period to period and may not be indicative of our long-term prospects.

We anticipate that the performance of our reinsurance operations and our investment portfolio will fluctuate from period to period. Fluctuations will result

from a variety of factors, including:

● reinsurance contract pricing;
● our assessment of the quality of available reinsurance opportunities;
● the volume and mix of reinsurance products we underwrite;
● loss experienced on our reinsurance liabilities;
● our ability to assess and integrate our risk management strategy properly; and
● the performance of our investment portfolio.

In particular, we plan to underwrite products and make investments to achieve favorable return on equity over the long term. In addition, our opportunistic
nature and focus on long-term growth in book value will result in fluctuations in total premiums written from period to period as we concentrate on underwriting
contracts that we believe will generate better long-term, rather than short-term, results. Accordingly, our short-term results of operations may not be indicative of
our long-term prospects.

Failure to become rated by A.M. Best, or receipt of a negative rating, could significantly and negatively affect our ability to grow.

Companies, insurers and reinsurance brokers use ratings from independent ratings agencies as an important means of assessing the financial strength
and quality of reinsurers. This rating reflects the rating agency’s opinion of our financial strength, operating performance and ability to meet obligations. It is not
an evaluation directed toward the protection of investors or a recommendation to buy, sell or hold our securities. A.M. Best assigns ratings based on its analysis
of balance sheet strength, operating performance and business profile.

Currently, A.M Best has not assigned us a financial strength rating, and we do not intend to seek a rating in the foreseeable future. Without a rating, or if

we received a negative rating, our growth potential and business strategy will be limited because of the need to collateralize the insurance policies that we write.

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Established competitors with greater resources may make it difficult for us to effectively market our products or offer our products at a profit.

The reinsurance industry is highly competitive. We compete with major reinsurers, all of which have substantially greater financial, marketing and

management resources than we do. Competition in the types of business that we seek to underwrite is based on many factors, including:

● premium charges;
● the general reputation and perceived financial strength of the reinsurer;
● relationships with reinsurance brokers;
● terms and conditions of products offered;
● ratings assigned by independent rating agencies;
● speed of claims payment and reputation; and
● the experience and reputation of the members of our underwriting team in the particular lines of reinsurance we seek to underwrite.

Additionally, although the members of our underwriting team have general experience across many property and casualty lines, they may not have the
requisite experience or expertise to compete for all transactions that fall within our strategy of offering customized frequency and severity contracts at times and
in markets where capacity and alternatives may be limited.

Our  competitors  include  Third  Point  Reinsurance  Ltd.,  Blue  Capital  Reinsurance  Holdings  Ltd.,  ACE  Ltd.,  Everest  Re,  General  Re  Corporation,
Hannover Re Group, Munich Reinsurance Company, Partner Re Ltd., Swiss Reinsurance Company, Transatlantic Reinsurance Company, Berkshire Hathaway,
PartnerRe  Ltd,  Aeolus,  and  Nephila,  as  well  as  smaller  companies  and  other  niche  reinsurers.  Although  we  seek  to  provide  coverage  where  capacity  and
alternatives are limited, we will directly compete with these larger companies due to the breadth of their coverage across the property and casualty market in
substantially all lines of business.

We cannot assure you that we will be able to compete successfully in the reinsurance market. Our failure to compete effectively could significantly and
negatively affect our financial condition and results of operations and may increase the likelihood that we may be deemed to be a passive foreign investment
company or an investment company.

If  actual  renewals  of  our  existing  contracts  do  not  meet  expectations,  our  premiums  assumed  in  future  years  and  our  future  results  of  operations
could be materially adversely affected.

Many of our contracts are generally written for a one-year term. In our financial forecasting process, we make assumptions about the renewal of our prior
year’s contracts. The insurance and reinsurance industries have historically been cyclical businesses with periods of intense competition, often based on price. If
actual renewals do not meet expectations or if we choose not to write on a renewal basis because of pricing conditions, our premiums assumed in future years
and our future operations would be materially adversely affected.

Reputation is an important factor in the reinsurance industry, and our lack of an established reputation may make it difficult for us to attract or retain
business.

Reputation is a very important factor in the reinsurance industry, and competition for business is, in part, based on reputation. Although our reinsurance
policies will be fully collateralized, we are a relatively newly formed reinsurance company and do not yet have a well-established reputation in the reinsurance
industry. Our lack of an established reputation may make it difficult for us to attract or retain business. In addition, we do not have or currently intend to obtain
financial strength ratings, which may discourage certain counterparties from entering into reinsurance contracts with us.

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If our losses and loss adjustment expenses greatly exceed our loss reserves, our financial condition may be significantly and negatively affected.

Our  results  of  operations  and  financial  condition  will  depend  upon  our  ability  to  accurately  assess  the  potential  losses  and  loss  adjustment  expenses
associated  with  the  risks  we  reinsure.  Reserves  are  estimates  at  a  given  time  of  claims  an  insurer  ultimately  expects  to  pay,  based  upon  facts  and
circumstances  then  known,  predictions  of  future  events,  estimates  of  future  trends  in  claim  severity  and  other  variable  factors.  The  inherent  uncertainties  of
estimating loss reserves are generally greater for reinsurance companies as compared to primary insurers, primarily due to:

● the lapse of time from the occurrence of an event to the reporting of the claim and the ultimate resolution or settlement of the claim;
● the diversity of development patterns among different types of reinsurance treaties; and
● the necessary reliance on the client for information regarding claims.

Our estimation of reserves may be less reliable than the reserve estimations of a reinsurer with a greater volume of business and an established loss history. Our
actual  losses  and  loss  adjustment  expenses  paid  may  deviate  substantially  from  the  estimates  of  our  loss  reserves  and  could  negatively  affect  our  results  of
operations.  If  our  loss  reserves  are  later  found  to  be  inadequate,  we  would  increase  our  loss  reserves  with  a  corresponding  reduction  in  our  net  income  and
capital  in  the  period  in  which  we  identify  the  deficiency,  and  such  a  reduction  would  also  negatively  affect  our  results  of  operations.  If  our  losses  and  loss
adjustment expenses greatly exceed our loss reserves, our financial condition may be significantly and negatively affected.

The property and casualty reinsurance market may be affected by cyclical trends and over-supply.

We write reinsurance in the property and casualty markets, which tend to be cyclical in nature. Ceding company underwriting results, prevailing general
economic and market conditions, liability retention decisions of companies and ceding companies and reinsurance premium rates each influence the demand for
property and casualty reinsurance. Prevailing prices and available surplus to support assumed business then influence reinsurance supply. Supply may fluctuate
in  response  to  changes  in  return  on  capital  realized  in  the  reinsurance  industry,  the  frequency  and  severity  of  losses  and  prevailing  general  economic  and
market conditions.

Continued increases in the supply of reinsurance may have consequences for the reinsurance industry generally and for us, including lower premium
rates,  increased  expenses  for  customer  acquisition  and  retention,  less  favorable  policy  terms  and  conditions  and/or  lower  premium  volume.  Furthermore,
unpredictable developments, including courts granting increasingly larger awards for certain damages, increases in the frequency of natural disasters (such as
hurricanes,  windstorms,  tornados,  earthquakes,  wildfires  and  floods),  fluctuations  in  interest  rates,  changes  in  the  investment  environment  that  affect  market
prices of investments and inflationary pressures, affect the industry’s profitability. The effects of cyclicality could significantly and negatively affect our financial
condition and results of operations.

Due to the influx of new risk capital from alternative capital market participants such as hedge funds and pension funds, we believe that the reinsurance
industry is currently over-capitalized and will continue in this trend for the foreseeable future. The over-capitalization of the market is not uniform as there are a
number of insurers and reinsurers that have suffered and continue to suffer from capacity issues. We continue to assess the opportunities that may be available
to us with insurance and reinsurance companies with this profile. If the reinsurance market continues to soften, our strategy is to reduce premium writings rather
than  accept  mispriced  risk  and  conserve  our  capital  for  a  more  opportune  environment.  Significant  rate  increases  could  occur  if  financial  and  credit  markets
experience adverse shocks that result in the loss of capital of insurers and reinsurers, or if there are major catastrophic events, especially in North America.

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Our operations could be materially and adversely affected by measures implemented by the Cayman Islands’ government, as well as international
federal, state and local governments to cope with public health issues such as the outbreak of COVID-19, resulting in a material impact to our
financial position and results of operations.

The measures undertaken by governmental authorities to combat a serious public health issue could significantly disrupt or prevent us from operating

our business in the ordinary course for an extended period and could materially affect our financial position and operating results.

On March 11, 2020, the World Health Organization characterized the outbreak of COVID-19 as a global pandemic. On March 25, 2020, the Cayman
Islands’ government implemented curfew restrictions to control the spread of COVID-19. Wide-ranging actions undertaken by local and international government
authorities  include  full  lockdowns,  airport  shutdowns,  travel  restrictions,  quarantines  and  stay-at-home  orders.    As  a  result,  people  are  forced  to  substantially
restrict daily activities resulting in businesses having to curtail or cease normal operations and furlough or terminate employees. Such measures cause concerns
over the stability of global markets and threaten prospects for economic growth.

In response to the pandemic, we temporarily closed our offices and asked our employees to work from home until further notice. Since then the Cayman
Islands government have issued stay at home orders for non-essential workers. We however, reopened our offices in May 2020 after receiving government’s
approval with minimal impact on our operations.

Furthermore, the disruption of global commercial activities across all market sectors and the significant declines and volatility in financial markets could
result in a material adverse impact on our financial position, results of operations and cash flows. Possible effects may include, but are not limited to a decline the
value of equity securities held by us, and disruption to cash inflows from our reinsurance business.

Our property and property catastrophe reinsurance operations will make us vulnerable to losses from catastrophes and may cause our results of
operations to vary significantly from period to period.

Our reinsurance operations expose us to claims arising out of unpredictable catastrophic events, such as hurricanes, hailstorms, tornados, windstorms,
earthquakes, floods, fires, explosions, and other natural or man-made disasters. The incidence and severity of catastrophes are inherently unpredictable but the
loss experience of property catastrophe reinsurers has been generally characterized as low frequency and high severity. Claims from catastrophic events could
reduce  our  earnings  and  cause  substantial  volatility  in  our  results  of  operations  for  any  fiscal  quarter  or  year  and  adversely  affect  our  financial  condition.
Corresponding reductions in our surplus levels could impact our ability to write new reinsurance policies.

Catastrophic  losses  are  a  function  of  the  insured  exposure  in  the  affected  area  and  the  severity  of  the  event.  Because  accounting  standards  do  not
permit reinsurers to reserve for catastrophic events until they occur, claims from catastrophic events could cause substantial volatility in our financial results for
any fiscal quarter or year and could significantly and negatively affect our financial condition and results of operations.

We could face unanticipated losses from war, terrorism, and political unrest, and these or other unanticipated losses could have a material adverse
effect on our financial condition and results of operations.

Like other reinsurers, we face potential exposure to large, unexpected losses resulting from man-made catastrophic events, such as acts of war, acts of
terrorism and political instability. These risks are inherently unpredictable and recent events may indicate that the frequency and severity of these types of losses
may  increase.  It  is  difficult  to  predict  the  timing  of  these  events  or  to  estimate  the  amount  of  loss  that  any  given  occurrence  will  generate.  To  the  extent  that
losses from these risks occur, our financial condition and results of operations could be significantly and negatively affected.

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We depend on our clients’ evaluations of the risks associated with their insurance underwriting, which may subject us to reinsurance losses.

In the proportional reinsurance business, in which we assume an agreed percentage of each underlying insurance contract being reinsured, or quota
share  contracts,  we  do  not  separately  evaluate  each  of  the  original  individual  risks  assumed  under  these  reinsurance  contracts.  Therefore,  we  are  largely
dependent on the original underwriting decisions made by ceding companies. We are subject to the risk that the clients may not have adequately evaluated the
insured  risks  and  that  the  premiums  ceded  may  not  adequately  compensate  us  for  the  risks  we  assume.  We  also  do  not  separately  evaluate  each  of  the
individual claims made on the underlying insurance contracts under quota share arrangements. Therefore, we are dependent on the original claims decisions
made by our clients.

Changing climate conditions may adversely affect our financial condition, profitability or cash flows.

Climate change, to the extent it produces extreme changes in temperatures and changes in weather patterns, could impact the frequency or severity of
weather events and wildfires. Further, it could impact the affordability and availability of homeowners insurance, which could have an impact on pricing. Changes
in  weather  patterns  could  also  affect  the  frequency  and  severity  of  other  natural  catastrophe  events  to  which  we  may  be  exposed.  The  occurrence  of  these
events would significantly and negatively affect our financial condition and results of operations.

Operational risks, including human or systems failures, are inherent in our business.

Operational  risks  and  losses  can  result  from,  among  other  things,  fraud,  errors,  failure  to  document  transactions  properly  or  to  obtain  proper  internal

authorization, failure to comply with regulatory requirements, information technology failures or external events.

We believe that our modeling, underwriting and information technology and application systems are critical to our business and our growth prospects.
Moreover, we rely on our information technology and application systems to further our underwriting process and to enhance our ability to compete successfully.
A major defect or failure in our internal controls or information technology and application systems could result in management distraction, harm to our reputation
or increased expenses.

The effect of emerging claim and coverage issues on our business is uncertain.

As industry practices and legal, judicial and regulatory conditions change, unexpected issues related to claims and coverage may emerge. It is possible
that certain provisions of our future reinsurance contracts, such as limitations or exclusions from coverage or choice of forum, may be difficult to enforce in the
manner  we  intend,  due  to,  among  other  things,  disputes  relating  to  coverage  and  choice  of  legal  forum.  These  issues  may  adversely  affect  our  business  by
either  extending  coverage  beyond  the  period  that  we  intended  or  by  increasing  the  number  or  size  of  claims.  In  some  instances,  these  changes  may  not
manifest themselves until many years after we have issued insurance or reinsurance contracts that are affected by these changes. As a result, we may not be
able to ascertain the full extent of our liabilities under our insurance or reinsurance contracts for many years following the issuance of our contracts. The effects
of unforeseen development or substantial government intervention could adversely impact our ability to adhere to our goals.

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We  are  required  to  maintain  sufficient  collateral  accounts,  which  could  significantly  and  negatively  affect  our  ability  to  implement  our  business
strategy.

We are not licensed or admitted as a reinsurer in any jurisdiction other than the Cayman Islands. Certain jurisdictions, including the United States, do
not permit insurance companies to take credit for reinsurance obtained from unlicensed or non-admitted insurers on their statutory financial statements unless
appropriate security measures are implemented. Consequently, we must continue to maintain sufficient funds in escrow accounts to serve as collateral for our
reinsurance  contracts.  Because  we  intend  to  continue  to  utilize  our  funds  (rather  than  utilizing  the  credit  markets)  to  serve  as  collateral  for  our  reinsurance
obligations, we may not be able to fully utilize our capital to expand our reinsurance coverage as rapidly as other reinsurers.

The inability to obtain business provided from brokers could adversely affect our business strategy and results of operations.

We  anticipate  that  a  substantial  portion  of  our  business  will  be  placed  primarily  through  brokered  transactions,  which  involve  a  limited  number  of
reinsurance brokers. If we are unable to identify and grow the brokered business provided through one or more of these reinsurance brokers, many of whom may
not be familiar with our Cayman Islands jurisdiction, this failure could significantly and negatively affect our business and results of operations.

The involvement of reinsurance brokers may subject us to their credit risk.

As a standard practice of the reinsurance industry, reinsurers frequently pay amounts owed on claims under their policies to reinsurance brokers, and
these brokers, in turn, remit these amounts to the ceding companies that have reinsured a portion of their liabilities with the reinsurer. In some jurisdictions, if a
broker  fails  to  make  such  a  payment,  the  reinsurer  might  remain  liable  to  the  client  for  the  deficiency  notwithstanding  the  broker’s  obligation  to  make  such
payment. Conversely, in certain jurisdictions, when the client pays premiums for policies to reinsurance brokers for payment to the reinsurer, these premiums are
considered to have been paid and the client will no longer be liable to the reinsurer for these premiums, whether or not the reinsurer has actually received them.
Consequently, we assume a degree of credit risk associated with the brokers that we do business with.

We may be unable to purchase reinsurance for the liabilities we reinsure, and if we successfully purchase such reinsurance, we may be unable to
collect, which could adversely affect our business, financial condition and results of operations.

Retrocessional  coverage  (reinsurance  for  the  liabilities  we  reinsure)  may  not  always  be  available  to  us.  From  time  to  time,  we  expect  that  we  will
purchase  retrocessional  coverage  for  our  own  account  in  order  to  mitigate  the  effect  of  a  potential  concentration  of  losses  upon  our  financial  condition.  The
insolvency or inability or refusal of a reinsurer of reinsurance to make payments under the terms of its agreement with us could have an adverse effect on us
because we remain liable to our client. From time to time, market conditions have limited, and in some cases have prevented, reinsurers from obtaining the types
and  amounts  of  retrocession  that  they  consider  adequate  for  their  business  needs.  Accordingly,  we  may  not  be  able  to  obtain  our  desired  amounts  of
retrocessional coverage or negotiate terms that we deem appropriate or acceptable or obtain retrocession from entities with satisfactory creditworthiness. Our
failure to establish adequate retrocessional arrangements or the failure of our retrocessional arrangements to protect us from overly concentrated risk exposure
could significantly and negatively affect our business, financial condition and results of operations.

U.S. and global economic downturns could harm our business, our liquidity and financial condition and the price of our securities.

Weak economic conditions may adversely affect (among other aspects of our business) the demand for and claims made under our products, the ability
of customers, counterparties and others to establish or maintain their relationships with us, our ability to access and efficiently use internal and external capital
resources  and  our  investment  performance.  Volatility  in  the  U.S.  and  other  securities  markets  may  adversely  affect  our  investment  portfolio  and  our  resulting
results of operations.

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Our ability to implement our business strategy could be delayed or adversely affected by Cayman Islands employment restrictions.

Under Cayman Islands law, persons who are not Caymanian, do not possess Caymanian status, or are not otherwise entitled to reside and work in the Cayman
Islands pursuant to provisions of the Immigration Law (2015 Revision) of the Cayman Islands, which we refer to as the Immigration Law, may not engage in any
gainful  occupation  in  the  Cayman  Islands  without  an  appropriate  governmental  work  permit.  Although  Jay  Madhu  and  Wrendon  Timothy  have  obtained
Permanent Residency in the Cayman Islands, the failure to obtain work permits, or extensions thereof, for other employee(s) could prevent us from continuing to
implement our business strategy seamlessly.

Security  breaches  and  other  disruptions  could  compromise  our  information  and  expose  us  to  liability,  which  would  cause  our  business  and
reputation to suffer.

In the ordinary course of our business, we may collect and store sensitive data, including proprietary business, in our data centers and on our networks. The
secure  processing,  maintenance  and  transmission  of  this  information  is  critical  to  our  operations  and  business  strategy.  Despite  our  security  measures,  our
information technology and infrastructure may be vulnerable to attacks by hackers or breached due to employee error, malfeasance or other disruptions. Any
such breach could compromise our networks and the information stored there could be accessed, publicly disclosed, lost or stolen. Any such access, disclosure
or  other  loss  of  information  could  result  in  legal  claims  or  proceedings,  disrupt  our  operations,  and  damage  our  reputation,  which  could  adversely  affect  our
business, revenues and competitive position.

If  we  lose  or  are  unable  to  retain  our  senior  management  and  other  key  personnel  and  are  unable  to  attract  qualified  personnel,  our  ability  to
implement our business strategy could be delayed or hindered, which, in turn, could significantly and negatively affect our business.

Although we only employ three individuals, two of whom are members of senior management, our future success may depend to a significant extent on
the efforts of our senior management and other key personnel (who have not yet been hired) to implement our business strategy. We believe there are only a
limited number of available, qualified executives with substantial experience in our industry. In addition, we will need to add personnel, including underwriters, to
implement our business strategy. We could face challenges attracting personnel to the Cayman Islands. Accordingly, the loss of the services of one or more of
the members of our senior management or other key personnel (when hired), or our inability to hire and retain other key personnel, could delay or prevent us
from fully implementing our business strategy and, consequently, significantly and negatively affect our business.

We  do  not  currently  maintain  key  man  life  insurance  with  respect  to  any  of  our  senior  management.  If  any  member  of  senior  management  dies  or
becomes  incapacitated,  or  leaves  the  Company  to  pursue  employment  opportunities  elsewhere,  we  would  be  solely  responsible  for  locating  an  adequate
replacement for such senior management and for bearing any related cost. To the extent that we are unable to locate an adequate replacement or are unable to
do so within a reasonable period of time, our business may be significantly and negatively affected.

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There  are  differences  under  Cayman  Islands  corporate  law  and  Delaware  corporate  law  with  respect  to  interested  party  transactions  which  may
benefit certain of our shareholders at the expense of other shareholders.

Under  Cayman  Islands  corporate  law,  a  director  may  vote  on  a  contract  or  transaction  where  the  director  has  an  interest  as  a  shareholder,  director,
officer  or  employee  provided  such  interest  is  disclosed.  None  of  our  contracts  will  be  deemed  to  be  void  because  any  director  is  an  interested  party  in  such
transaction and interested parties will not be held liable for monies owed to the company. In contracts, under Delaware law, interested party transactions are
potentially voidable.

Risks Relating to Insurance and Other Regulations

Any suspension or revocation of our reinsurance license would materially impact our ability to do business and implement our business strategy.

Oxbridge Reinsurance Limited is licensed as an insurer only in the Cayman Islands by the CIMA, and we do not intend to obtain a license in any other
jurisdiction. The suspension or revocation of our license to do business as a reinsurance company in the Cayman Islands for any reason would mean that we
would not be able to enter into any new reinsurance contracts until the suspension ended or we became licensed in another jurisdiction. Any such suspension or
revocation  of  our  license  would  negatively  impact  our  reputation  in  the  reinsurance  marketplace  and  could  have  a  material  adverse  effect  on  our  results  of
operations.

As  a  regulated  insurance  company,  Oxbridge  Reinsurance  Limited  is  subject  to  the  supervision  of  CIMA  and  CIMA  may  at  any  time  direct  Oxbridge
Reinsurance Limited, in relation to a policy, a line of business or the entire business, to cease or refrain from committing an act or pursing a course of conduct
and to perform such acts as in the opinion of CIMA are necessary to remedy or ameliorate the situation.

Furthermore, in certain circumstances, including when CIMA is of the opinion that:

● a licensee either is or appears to be likely to become unable to meet its obligations as they fall due;
● a licensee is carrying on its business in a manner which is seen as detrimental to the general public interest or to the interests of its creditors or policy

holders;

● the activities of any member of the licensee’s insurance group are detrimental to those interests of the licensee’s creditors, as well as its policy holders;
● a licensee has contravened the Law or the Money Laundering Regulations (2015 Revision) of the Cayman Islands;
● the licensee has failed to comply with a condition of its license such as maintaining a margin of solvency as prescribed by CIMA;
● the direction and/or management of the licensee’s business has not been conducted in a fit and proper manner;
● a  director,  manager  or  officer  of  the  licensee’s  business  is  not  someone  who  would  qualify  or  be  seen  as  a  person  suitable  to  hold  the  respective

position;

● any person who is either holding or acquiring control or ownership of the licensee is not a fit and proper person to have such control or ownership;
● the licensee has ceased to carry on business; or
● the licensee is placed in liquidation or is dissolved;

CIMA may take one of a number of steps, including:

● requiring the licensee to take steps to rectify the matter;
● suspending the license of the licensee pending a full inquiry into the licensee’s affairs;
● revoking the license;
● imposing conditions upon the licensee in terms of decisions made by it, including the suspension of voting rights or nullification of votes cast by it, and

amending or revoking any such condition;

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● requiring the substitution or removal of any director, manager or officer of the licensee, at the expense of the licensee;
● appointing a person to advise the licensee on the proper conduct of its affairs, at the expense of the licensee;
● appointing a person to assume control of the licensee’s affairs; or
● otherwise requiring such action to be taken by the licensee as CIMA considers necessary.

Failures to comply with a direction given by CIMA may be punishable by a fine of up to five hundred thousand Cayman Islands dollars (US$609,756.10
based on the Cayman Islands’ pegged exchange rate of CI$0.82 per US$1.00 as of March 23, 2021) or imprisonment for a term of five years or both, and a fine
of an additional ten thousand Cayman Islands dollars (US$12,195.12) for every day after conviction on which the offense so continues.

Our reinsurance subsidiaries are subject to minimum capital and surplus requirements, and our failure to meet these requirements could subject us
to regulatory action.

Pursuant to the Capital and Solvency Regulations, Oxbridge Reinsurance Limited and Oxbridge Re NS, our reinsurance subsidiaries, are each required
to maintain the statutory minimum capital requirement (as defined under the Capital and Solvency Regulations) of $500 and prescribed capital requirement (as
defined  under  the  Capital  and  Solvency  Regulations)  of  $500,  and  a  minimum  margin  of  solvency  equal  to  or  in  excess  of  the  total  prescribed  capital
requirement.  Any  failure  to  meet  the  applicable  requirements  or  minimum  statutory  capital  requirements  could  subject  us  to  further  examination  or  corrective
action  by  CIMA,  including  restrictions  on  dividend  payments,  limitations  on  our  writing  of  additional  business  or  engaging  in  finance  activities,  supervision  or
liquidation.

As a holding company, we will depend on the ability of our subsidiaries to pay dividends.

We are a holding company and do not have any significant operations or assets other than our ownership of the shares of our subsidiaries Oxbridge
Reinsurance Limited and Oxbridge Re NS. Dividends and other permitted distributions from our subsidiaries will be our primary source of funds to meet ongoing
cash  requirements,  including  future  debt  service  payments,  if  any,  and  other  expenses,  and  to  pay  dividends  to  our  shareholders  if  we  choose  to  do  so.  Our
subsidiaries will be subject to applicable law as well as significant regulatory restrictions limiting their ability to declare and pay dividends. The inability of our
subsidiaries to pay dividends in an amount sufficient to enable us to meet our cash requirements at the holding company level could have an adverse effect on
our operations and our ability to pay dividends to our shareholders if we choose to do so and/or meet our debt service obligations, if any.

We are subject to the risk of possibly becoming an investment company under U.S. federal securities law.

In the United States, the Investment Company Act of 1940, as amended (the “Investment Company Act”), regulates certain companies that invest in or
trade securities. We rely on an exemption under the Investment Company Act for an entity organized and regulated as a foreign insurance company which is
engaged primarily and predominantly in the reinsurance of risks on insurance agreements. The law in this area is subjective and there is a lack of guidance as to
the meaning of ‘‘primarily and predominantly’’ under the relevant exemption to the Investment Company Act. For example, there is no standard for the amount of
premiums that need to be written relative to the level of an entity’s capital in order to qualify for the exemption. If this exception were deemed inapplicable, we
would  have  to  seek  to  register  under  the  Investment  Company  Act  as  an  investment  company,  which,  under  the  Investment  Company  Act,  would  require  an
order from the SEC. Our inability to obtain such an order could have a significant adverse impact on our business, as we might have to cease certain operations
or risk substantial penalties for violating the Investment Company Act.

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Registered investment companies are subject to extensive, restrictive and potentially adverse regulation relating to, among other things, capital structure,
leverage, management, dividends and transactions with affiliates. Registered investment companies are not permitted to operate their business in the manner in
which  we  operate  (and  intend  to  operate)  our  business.  Specifically,  if  we  were  required  to  register  under  the  Investment  Company  Act,  provisions  of  the
Investment  Company  Act  would  limit  (and  in  some  cases  even  prohibit)  our  ability  to  raise  additional  debt  and  equity  securities  or  issue  options  or  warrants
(which  could  impact  our  ability  to  compensate  key  employees),  limit  our  ability  to  use  financial  leverage,  limit  our  ability  to  incur  indebtedness,  and  require
changes to the composition of our Board of Directors. Provisions of the Investment Company Act would also prohibit (subject to certain exceptions) transactions
with affiliates.

Accordingly, if we were required to register as an investment company, we would not be permitted to have many of the relationships that we have or

expect that we may have with affiliated companies.

If at any time it were established that we had been operating as an investment company in violation of the registration requirements of the Investment
Company Act, there would be a risk, among other material adverse consequences, that we could become subject to monetary penalties or injunctive relief, or
both, or that we would be unable to enforce contracts with third parties or that third parties could seek to obtain rescission of transactions with us undertaken
during the period in which it was established that we were an unregistered investment company.

To the extent that the laws and regulations change in the future so that contracts we write are deemed not to be reinsurance contracts, we will be at
greater risk of not qualifying for the Investment Company Act exemption. Additionally, it is possible that our classification as an investment company would result
in the suspension or revocation of our reinsurance license.

Insurance regulations to which we are, or may become, subject, and potential changes thereto, could have a significant and negative effect on our
business.

Although  we  do  not  presently  expect  that  we  will  conduct  business  in  any  jurisdiction  other  than  the  Cayman  Islands,  we  cannot  assure  you  that
insurance  regulators  in  the  United  States  or  elsewhere  will  not  review  our  activities  and  claim  that  we  are  subject  to  such  jurisdiction’s  insurance  licensing
requirements.  In  addition,  we  are  subject  to  indirect  regulatory  requirements  imposed  by  jurisdictions  that  may  limit  our  ability  to  provide  reinsurance.  For
example, our ability to write reinsurance may be subject, in certain cases, to arrangements satisfactory to applicable regulatory bodies, and proposed legislation
and regulations may have the effect of imposing additional requirements upon, or restricting the market for, non-U.S. reinsurers such as Oxbridge Reinsurance
Limited and Oxbridge Re NS, with whom domestic companies may place business. We do not know of any such proposed legislation pending at this time.

Furthermore,  we  may  not  be  able  to  comply  fully  with,  or  obtain  desired  exemptions  from,  revised  statutes,  regulations  and  policies  that  currently,  or
may in the future, govern the conduct of our business. Failure to comply with, or to obtain desired authorizations and/or exemptions under, any applicable laws
could result in restrictions on our ability to do business or undertake activities that are regulated in the jurisdictions in which we operate and could subject us to
fines  and  other  sanctions.  In  addition,  changes  in  the  laws  or  regulations  to  which  our  reinsurance  subsidiary  is  subject  or  may  become  subject,  or  in  the
interpretations thereof by enforcement or regulatory agencies, could have a material adverse effect on our business, our business plans, and our growth strategy.

We will likely be exposed to credit risk due to the possibility that counterparties may default on their obligations to us.

Due  to  our  investments  in  our  portfolio,  we  are  exposed  to  credit  risk  due  to  the  possibility  that  counterparties  may  default  on  their  obligations  to  us.
Issuers or borrowers whose securities or debt we hold, customers, reinsurers, clearing agents, exchanges, clearing houses and other financial intermediaries
and guarantors may default on their obligations to us due to bankruptcy, insolvency, lack of liquidity, adverse economic conditions, operational failure, fraud or
other reasons. Such defaults could have a significant and negative effect on our results of operations, financial condition and cash flows.

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Risks Relating to our Securities

Provisions of our Third Amended and Restated Memorandum and Articles of Association (“Articles”) could adversely affect the value of our
securities.

Our Articles permit our Board of Directors to allot, issue, grant options over or otherwise dispose of further shares (including fractions of such share) with
or without preferred, deferred or other rights or restrictions, whether in regard to dividend or other distribution, voting, return of capital or otherwise and to such
persons,  at  such  times  and  on  such  other  terms  as  they  consider  appropriate.  Accordingly,  our  Board  of  Directors  may  authorize  the  issuance  of  preferred
shares  with  terms  and  conditions  and  under  circumstances  that  could  have  an  effect  of  discouraging  a  takeover  or  other  transaction,  deny  shareholders  the
receipt of a premium on their ordinary shares in the event of a tender or other offer for ordinary shares and have a depressive effect on the value of our ordinary
shares.

Provisions of the Companies Law of the Cayman Islands could prevent a merger or takeover of our company.

As compared to mergers under corporate law in the United States, it may be more difficult to consummate a merger of two or more companies in the
Cayman Islands or the merger of one or more Cayman Islands companies with one or more overseas companies, even if such transaction would be beneficial to
our  shareholders.  The  Companies  Law  of  the  Cayman  Islands,  as  amended  (the  “Companies  Law”),  permits  mergers  and  consolidations  between  Cayman
Islands companies and between Cayman Islands companies and non-Cayman Islands companies. For these purposes, (a) “merger” means the merging of two
or  more  constituent  companies  and  the  vesting  of  their  undertaking,  property  and  liabilities  in  one  of  such  companies  as  the  surviving  company  and  (b)  a
“consolidation”  means  the  combination  of  two  or  more  constituent  companies  into  a  combined  company  and  the  vesting  of  the  undertaking,  property  and
liabilities  of  such  companies  to  the  consolidated  company.  In  order  to  effect  such  a  merger  or  consolidation,  the  directors  of  each  constituent  company  must
approve a written plan of merger or consolidation, which must then be authorized by (a) a special resolution of the shareholders of each constituent company,
and (b) such other authorization, if any, as may be specified in such constituent company’s articles of association. The written plan of merger or consolidation
must be filed with the Registrar of Companies together with a declaration as to the solvency of the consolidated or surviving company, a list of the assets and
liabilities of each constituent company and an undertaking that a copy of the certificate of merger or consolidation will be given to the shareholders and creditors
of each constituent company and that notification of the merger or consolidation will be published in the Cayman Islands Gazette. Dissenting shareholders have
the right to be paid the fair value of their shares (which, if not agreed between the parties, will be determined by the Cayman Islands court) if they follow the
required  procedures,  subject  to  certain  exceptions.  Court  approval  is  not  required  for  a  merger  or  consolidation  which  is  effected  in  compliance  with  these
statutory procedures.

In addition, there are statutory provisions that facilitate the reconstruction and amalgamation of companies, provided that the arrangement is approved by
a  majority  in  number  of  each  class  of  shareholders  or  creditors  (representing  75%  by  value)  with  whom  the  arrangement  is  to  be  made  and  who  must,  in
addition, represent three-fourths in value of each such class of shareholders or creditors, as the case may be, that are present and voting either in person or by
proxy at a meeting, or meetings, convened for that purpose. The convening of the meetings and subsequently the arrangement must be sanctioned by the Grand
Court of the Cayman Islands. While a dissenting shareholder has the right to express to the court the view that the transaction ought not to be approved, the
court can be expected to approve the arrangement if it determines that:

● the statutory provisions as to the required majority vote have been met;
● the shareholders have been fairly represented at the meeting in question and the statutory majority are acting bona fide without coercion of the minority

to promote interests adverse to those of the class;

● the arrangement is such that may be reasonably approved by an intelligent and honest man of that class acting in respect of his interest; and
● the arrangement is not one that would more properly be sanctioned under some other provision of the Companies Law.

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When  a  takeover  offer  is  made  and  accepted  by  holders  of  90%  of  the  shares  within  four  months,  the  offeror  may,  within  a  two-month  period
commencing  on  the  expiration  of  such  four-month  period,  require  the  holders  of  the  remaining  shares  to  transfer  such  shares  on  the  terms  of  the  offer.  An
objection can be made to the Grand Court of the Cayman Islands, but such objection is unlikely to succeed in the case of an offer which has been so approved
unless there is evidence of fraud, bad faith or collusion.

If  an  arrangement  and  reconstruction  is  thus  approved,  the  dissenting  shareholder  would  have  no  rights  comparable  to  appraisal  rights,  which  would
otherwise ordinarily be available to dissenting shareholders of certain corporations incorporated in the United States, including Delaware corporations, providing
rights to receive payment in cash for the judicially determined value of the shares.

Holders of our securities may have difficulty obtaining or enforcing a judgment against us, and they may face difficulties in protecting their interests
because we are incorporated under Cayman Islands law.

Because  we  are  a  Cayman  Islands  company,  there  is  uncertainty  as  to  whether  the  Grand  Court  of  the  Cayman  Islands  would  recognize  or  enforce
judgments of United States courts obtained against us predicated upon the civil liability provisions of the securities laws of the United States or any state thereof,
or be competent to hear original actions brought in the Cayman Islands against us predicated upon the securities laws of the United States or any state thereof.

We are incorporated as an exempted company limited by shares under the Companies Law. A significant amount of our assets are located outside of the
United States. As a result, it may be difficult for persons purchasing our securities to effect service of process within the United States upon us or to enforce
judgments against us or judgments obtained in U.S. courts predicated upon the civil liability provisions of the federal securities laws of the United States or any
state of the United States.

Although  there  is  no  statutory  enforcement  in  the  Cayman  Islands  of  judgments  obtained  in  the  United  States,  the  courts  of  the  Cayman  Islands  will,
based on the principle that a judgment by a competent foreign court will impose upon the judgment debtor an obligation to pay the sum for which judgment has
been given, recognize and enforce a foreign judgment of a court of competent jurisdiction if such judgment is final, for a liquidated sum, not in respect of taxes or
a fine or penalty if not inconsistent with a Cayman Islands judgment in respect of the same matters, and was not obtained in a manner, and is not of a kind, the
enforcement of which is contrary to the public policy of the Cayman Islands. There is doubt, however, as to whether the courts of the Cayman Islands will, in an
original  action  in  the  Cayman  Islands,  recognize  or  enforce  judgments  of  U.S.  courts  predicated  upon  the  civil  liability  provisions  of  the  securities  laws  of  the
United  States  or  any  state  of  the  United  States  on  the  grounds  that  such  provisions  are  penal  in  nature.  Furthermore,  a  Cayman  Islands  court  may  stay
proceedings if concurrent proceedings are being brought elsewhere.

Unlike  many  jurisdictions  in  the  United  States,  Cayman  Islands  law  does  not  specifically  provide  for  shareholder  appraisal  rights  on  a  merger  or
consolidation  of  an  entity.  This  may  make  it  more  difficult  for  shareholders  to  assess  the  value  of  any  consideration  they  may  receive  in  a  merger  or
consolidation  or  to  require  that  the  offeror  give  a  shareholder  additional  consideration  if  he  believes  the  consideration  offered  is  insufficient.  In  addition,
shareholders  of  Cayman  Islands  exempted  companies  such  as  ours  have  no  general  rights  under  Cayman  Islands  law  to  inspect  corporate  records  and
accounts. Our directors have discretion under our Articles to determine whether or not, and under what conditions, the corporate records may be inspected by
shareholders,  but  are  not  obligated  to  make  them  available  to  shareholders.  This  fact  may  make  it  more  difficult  for  shareholders  to  obtain  the  information
needed to establish any facts necessary for a shareholder motion or to solicit proxies from other shareholders in connection with a proxy contest. Finally, subject
to limited exceptions, under Cayman Islands law, a minority shareholder may not bring a derivative action against our Board of Directors.

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Provisions of our Articles may reallocate the voting power of our ordinary shares.

In certain circumstances, the total voting power of our ordinary shares held by any one person will be reduced to less than 9.9% of the total voting power
of the total issued and outstanding ordinary shares. In the event a holder of our ordinary shares acquires shares representing 9.9% or more of the total voting
power of our total ordinary shares, there will be an effective reallocation of the voting power of the ordinary shares as described in the Articles.

We do not currently have an effective registration statement registering the issuance of the shares underlying our publicly traded warrants, and
therefore you may not be able to exercise the warrants in a cash exercise.

For  you  to  be  able  to  effect  a  cash  exercise  our  publicly  traded  warrants,  the  sale  of  the  ordinary  shares  to  be  issued  to  you  upon  exercise  of  the
warrants must be covered by an effective and current registration statement. We have not maintained a current registration statement relating to the sale of the
shares of common stock underlying the warrants. As a result, you would be unable to exercise the warrants in a cash exercise and will be required to engage in
a  cashless  exercise  in  which  a  number  of  warrant  shares  equal  to  the  fair  market  value  of  the  exercised  shares  will  be  withheld.  In  those  circumstances,  we
may, but are not required to, redeem the warrants by payment in cash. Consequently, there is a possibility that you will never be able to exercise the warrants
and  receive  the  underlying  ordinary  shares.  This  potential  inability  to  exercise  the  warrants  in  a  cash  exercise,  our  right  to  cancel  the  warrants  under  certain
circumstances, and the possibility that we may redeem the warrants for nominal value, may have an adverse effect on demand for the warrants and the prices
that can be obtained from reselling them.

Risks Relating to Taxation

We may become subject to taxation in the Cayman Islands which would negatively affect our results.

Under current Cayman Islands law, we are not obligated to pay any taxes in the Cayman Islands on either income or capital gains. The Governor-in-
Cabinet of Cayman Islands has granted us an exemption from the imposition of any such tax on us for twenty years from April 23, 2013. We cannot be assured
that after such date we would not be subject to any such tax. If we were to become subject to taxation in the Cayman Islands, our financial condition and results
of operations could be significantly and negatively affected.

We may be subject to United States federal income taxation.

We  are  incorporated  under  the  laws  of  the  Cayman  Islands  and  intend  to  operate  in  a  manner  that  will  not  cause  us  to  be  treated  as  engaging  in  a
United States trade or business and will not cause us to be subject to current United States federal income taxation on our income. However, because there are
no definitive standards provided by the Internal Revenue Code of 1986, as amended (the “Code”), regulations or court decisions as to the specific activities that
constitute  being  engaged  in  the  conduct  of  a  trade  or  business  within  the  United  States,  and  as  any  such  determination  is  essentially  factual  in  nature,  we
cannot assure you that the United States Internal Revenue Service, or the IRS, will not successfully assert that we are engaged in a trade or business in the
United States and thus are subject to current United States federal income taxation.

We may be treated as a PFIC, in which case a U.S. holder of our ordinary shares should be subject to disadvantageous rules under U.S. federal
income tax laws.

Significant potential adverse United States federal income tax consequences generally apply to any United States person who owns shares in a “passive
foreign investment company”, or PFIC. In general, a non-U.S. corporation is classified as a PFIC for a taxable year in which, after taking into account the income
and assets of the corporation and certain subsidiaries pursuant to certain look-through rules, either (i) 75% or more of its gross income is passive income, or (ii)
50% or more of the average quarterly value of its gross assets is attributable to assets that produce passive income or are held for the production of passive
income.

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Passive income generally includes interest, dividends and other investment income. However, the income derived in the active conduct of an insurance
business  is  excluded  from  the  term  “passive  income”  if  (i)  for  years  before  2020,  the  income  is  earned  by  a  corporation  that  is  predominantly  engaged  in  an
insurance  business,  and  (ii)  for  years  after  2019,  the  income  is  earned  by  a  “qualifying  insurance  corporation”.  In  order  for  a  non-U.S.  property  and  casualty
insurance  company  to  be  treated  as  a  “qualifying  insurance  corporation”  for  a  taxable  year,  the  company’s  “applicable  insurance  liabilities”  generally  must  be
greater  than  25%  of  the  company’s  assets  for  the  taxable  year.  In  the  case  of  a  non-U.S.  property  and  casualty  insurance  company,  the  term  “applicable
insurance  liabilities”  means  the  amount  of  loss  and  loss  adjustment  expenses,  but  shall  not  exceed  the  amount  reported  to  the  applicable  regulator  in  an
applicable financial statement. It is not clear whether the term “applicable insurance liabilities” includes not only the unpaid loss and loss adjustment expenses,
but  also  includes  the  paid  loss  and  loss  adjustment  expenses  during  the  taxable  year.  If  each  of  Oxbridge  Reinsurance  Limited  and  Oxbridge  Re  NS  is  a
“qualified insurance corporation” for a taxable year, then neither Oxbridge Re Holdings Limited, nor Oxbridge Reinsurance Limited, nor Oxbridge Re NS should
be deemed to be a PFIC for the taxable year.

Regardless of whether the term “applicable insurance liabilities” includes not only the unpaid loss and loss adjustment expenses but also the paid loss
and loss adjustment expenses, we believe that each of Oxbridge Reinsurance Limited and Oxbridge Re NS met the requirements for being a “qualified insurance
corporation” for the 2020 year. For years prior to 2020, we also believe that each of those corporations met the requirement of being predominantly engaged in
an  insurance  business.  Accordingly,  we  believe  that  we  have  not  been  a  PFIC  during  2020  or  prior  years.  We  do  not  have  an  expectation,  however,  as  to
whether or not we may be a PFIC in years after 2020. If you are a United States person, we urge you to consult your own tax advisor concerning the potential
tax consequences to you under the PFIC rules.

We may be treated as a CFC and may be subject to the rules for related person insurance income, and in either case this may subject a U.S. holder of
our ordinary shares to disadvantageous rules under U.S. federal income tax laws.

Controlled Foreign Corporation. United States persons who, directly or constructively through attribution rules, own 10% or more of the voting power or
value of our ordinary shares, which we refer to as United States 10% shareholders, may be subject to the controlled foreign corporation, or CFC, rules. Under
the  controlled  foreign  corporation  rules  of  the  Code,  each  United  States  10%  shareholder  must  annually  include  his  pro  rata  share  of  the  controlled  foreign
corporation’s ‘‘Subpart F income,’’ even if no distributions are made. In general, a foreign insurance company will be treated as a controlled foreign corporation
only  if  United  States  10%  shareholders  collectively  own,  directly  or  constructively,  more  than  25%  of  the  total  combined  voting  power  or  total  value  of  the
company’s shares. If you are a United States person we urge you to consult your own tax advisor concerning the controlled foreign corporation rules. We believe
that certain United States persons may be deemed to own, directly or constructively (including through the ownership of warrants), 10% or more of the voting
power or value of our ordinary shares, and we believe that those United States persons collectively own, directly or constructively, more than 25% of the voting
power or value of our ordinary shares.

Related Person Insurance Income . A different definition of CFC is applicable in the case of a foreign corporation which earns “related person insurance
income”  (“RPII”).  RPII  is  a  Code  Subpart  F  insurance  income  attributable  to  insurance  policies  or  reinsurance  contracts  where  the  person  that  is  directly  or
indirectly  insured  or  reinsured  is  a  RPII  shareholder  or  a  related  person  to  the  RPII  shareholder.  A  “RPII  shareholder”  is  a  United  States  person  who  owns,
directly  or  indirectly  through  foreign  entities,  any  amount  of  our  ordinary  shares.  Generally,  for  purposes  of  the  RPII  rules,  a  related  person  is  someone  who
controls or is controlled by the RPII shareholder or someone who is controlled by the same person or persons which control the RPII shareholder. Control is
measured by either more than 50% in value or more than 50% in voting power of shares after applying certain constructive ownership rules. For purposes of
taking into account RPII, and subject to the exceptions described below, Oxbridge Reinsurance Limited or Oxbridge Re NS will be treated as a CFC if our RPII
shareholders collectively own, indirectly, 25% or more of the total combined voting power or value of their respective shares on any day during a taxable year. If
Oxbridge Reinsurance Limited or Oxbridge Re NS is a CFC at any time during a taxable year under the special RPII rules, any U.S. Holder that owns ordinary
shares on the last day of any such taxable year must include in gross income for U.S. federal income tax purposes the U.S. Holder’s allocable share of the RPII
of  Oxbridge  Reinsurance  Limited  for  the  entire  taxable  year,  subject  to  certain  modifications.  Among  other  exceptions,  the  RPII  rules  do  not  apply  if  the
insurance company’s RPII, determined on a gross basis, is less than 20% of such respective entity’s gross insurance income for such taxable year. We do not
believe that the 20% gross insurance income threshold will be met. However, we cannot assure you that this is or will continue to be the case. Consequently, we
cannot assure you that a person who is a direct or indirect United States shareholder will not be required to include amounts in its income in respect of RPII in
any taxable year.

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United States tax-exempt organizations who own ordinary shares may recognize unrelated business taxable income.

If you are a United States tax-exempt organization you may recognize unrelated business taxable income if a portion of our Code Subpart F insurance
income is allocated to you. In general, Code Subpart F insurance income will be allocated to you if we are a CFC as discussed above and you are a United
States 10% shareholder or there is related person insurance income and certain exceptions do not apply. If you are a United States tax-exempt organization, we
advise you to consult your own tax advisor regarding the risk of recognizing unrelated business taxable income.

Changes in United States tax laws may be retroactive and could subject us, and/or United States persons who own ordinary shares to United States
income taxation on our undistributed earnings.

The tax laws and interpretations regarding whether a company is engaged in a United States trade or business, is a CFC, has RPII, or is a PFIC are
subject to change, possibly on a retroactive basis. There are currently no regulations regarding the application of the PFIC rules to an insurance company and
the regulations regarding RPII are still in proposed form. New regulations or pronouncements interpreting or clarifying such rules may be forthcoming from the
IRS. We are not able to predict if, when or in what form such guidance will be provided and whether such guidance will have a retroactive effect.

We do not intend to resume paying cash dividends in the foreseeable future.

On November 12, 2017, our board of directors decided to suspend our regular quarterly cash dividend.  The board of directors intends to reconsider in
the future the payment of a quarterly cash dividend, but the timing of such reconsideration has not been determined, and there is no intention to resume dividend
payments in the foreseeable future, if at all.   Any decision to resume dividend payments will be dependent upon a variety of factors, including the state of our
business as well as general market conditions at the time of reconsideration, and there is no assurance that dividend payments will recommence.  

ITEM 1B         UNRESOLVED STAFF COMMENTS

The Company has no unresolved written comments regarding its periodic or current reports from the staff of the SEC.

ITEM 2       

PROPERTIES

We  previously  leased  office  space  at  2 nd  Floor,  Strathvale  House,  Georgetown,  Grand  Cayman,  Cayman  Islands.  Effective  March  1,  2019,  we  lease
office  space  at  Suite  201,  42  Edward  Street,  Georgetown  Grand  Cayman.  We  believe  that  our  current  office  is  suitable  and  sufficient  for  us  to  conduct  our
operations for the foreseeable future.

ITEM 3         

LEGAL PROCEEDINGS

We are not currently involved in any litigation or arbitration. We anticipate that, similar to the rest of the insurance and reinsurance industry, we will be

subject to litigation and arbitration in the ordinary course of business.

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ITEM 4             MINE SAFETY DISCLOSURES

Not applicable.

PART II

ITEM 5 

MARKET FOR REGISTRANT’S COMMON EQUITY, RELATED SHAREHOLDER MATTERS AND ISSUER PURCHASES OF EQUITY
SECURITIES

Market Information for Ordinary Shares

The following table sets forth the high and low sales price per share of our ordinary shares as reported on The NASDAQ Capital Market for the periods

indicated:

First Quarter
Second Quarter
Third Quarter
Fourth Quarter

Holders of Record and Tax Information

2020

2019

High

Low

High

Low

  $
  $
  $
  $

1.86 
3.89 
9.62 
3.54 

  $
  $
  $
  $

0.72 
0.77 
0.95 
1.54 

  $
  $
  $
  $

2.93 
2.55 
1.46 
1.31 

  $
  $
  $
  $

0.65 
0.96 
0.70 
0.70 

As  of  March  23,  2021,  there  were  19  holders  of  record  of  our  ordinary  shares.  There  are  no  current  applicable  Cayman  Islands  laws,  decrees  or
regulations relating to restrictions on the import or export of capital or exchange controls affecting remittances of dividends, interest and other payments to non-
resident holders of our ordinary shares. There are no existing laws or regulations of the Cayman Islands imposing taxes or containing withholding provisions to
which United States holders of our ordinary shares are subject. There are no reciprocal tax treaties between the Cayman Islands and the United States.

Dividend Policy

The declaration and payment of dividends will be at the discretion of our Board of Directors and will depend on our results of operations and cash flows,
our financial position and capital requirements, general business conditions, rating agency guidelines (if applicable), any legal, tax, regulatory and contractual
restrictions on the payment of dividends, and any other factors considered relevant by our Board of Directors. Our ability to pay dividends will also depend on the
requirements  of  any  future  financing  agreements  to  which  we  may  be  a  party  and  the  ability  of  our  reinsurance  subsidiaries,  or  other  subsidiaries,  to  pay
dividends to us. Although Oxbridge Re Holdings Limited is not subject to any significant legal prohibitions on the payment of dividends, Oxbridge Reinsurance
Limited and Oxbridge Re NS, our reinsurance subsidiaries, are subject to Cayman Islands regulatory constraints that affect their ability to pay dividends to us and
include a minimum net worth requirement. Currently, the minimum net worth requirement for Oxbridge Reinsurance Limited and Oxbridge Re NS is $500. As of
December 31, 2020, both subsidiaries exceeded the minimum requirement. By law, Oxbridge Reinsurance Limited and Oxbridge Re NS is restricted from paying
a dividend if such a dividend would cause its net worth to drop to less than the required minimum.

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We paid no dividends in both 2020 and 2019.

On  November  12,  2017,  the  Company’s  board  of  directors  decided  to  suspend  the  Company’s  regular  $0.12  quarterly  cash  dividend.  Any  future
determination  to  declare  cash  dividends  will  be  made  at  the  discretion  of  our  Board  of  Directors,  subject  to  applicable  laws,  and  will  depend  on  a  number  of
factors, including our financial condition, results of operations, capital requirements, contractual restrictions, general business conditions and other factors that
our Board of Directors may deem relevant.

Unregistered Sales of Equity Securities

There were no sales of unregistered securities during the year ended December 31, 2020.

Issuer Purchases of Equity Securities

The Company did not repurchase any ordinary shares or warrants in 2020.

ITEM 6    

SELECTED FINANCIAL DATA

As a smaller reporting company as defined by Rule 229.10(f)(1) of the Exchange Act, we are not required to provide the information under this item and

we have elected to exclude this information as our operating history does not cover the requisite five-year period.

ITEM 7 

MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

The  following  management  discussion  and  analysis  is  intended  to  help  the  reader  understand  our  business,  financial  condition,  results  of  operations,
liquidity  and  capital  resources.  You  should  read  this  discussion  in  conjunction  with  our  Consolidated  Financial  Statements  and  the  related  notes  contained
elsewhere in this Annual Report on Form 10-K for the fiscal year ended December 31, 2020.

This  discussion  contains  forward-looking  statements  that  are  not  historical  facts,  including  statements  about  our  beliefs  and  expectations.    These
statements  are  based  upon  current  plans,  estimates  and  projections.    Our  actual  results  may  differ  materially  from  those  projected  in  these  forward-looking
statements as a result of various factors. See “Forward Looking Statements” appearing at the beginning of this Annual Report on Form 10-K and Item 1A, “ Risk
Factors.”

General

The following is a discussion and analysis of our results of operations for the years ended December 31, 2020 and 2019 and our financial condition as of
December  31,  2020  and  2019.  The  following  discussion  should  be  read  in  conjunction  with  our  consolidated  financial  statements  and  related  notes  included
elsewhere in this Annual Report on Form 10-K. References to “we,” “us,” “our,” “our company,” or “the Company” refer to Oxbridge Re Holdings Limited and its
wholly-owned subsidiaries, Oxbridge Reinsurance Limited and Oxbridge Re NS, unless the context dictates otherwise.

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Overview and Trends

We are a Cayman Islands specialty property and casualty reinsurer that provides reinsurance solutions through our reinsurance subsidiaries, Oxbridge
Reinsurance Limited and Oxbridge Re NS. Our more recently organized subsidiary, Oxbridge Re NS, was incorporated on December 22, 2017 to function as a
reinsurance sidecar which increases the underwriting capacity of Oxbridge Reinsurance Limited. Oxbridge Re NS commenced operations on June 1, 2018 and
has since issued participating notes to third-party investors, the proceeds of which was utilized to collateralize a quota-share of Oxbridge Reinsurance Limited’s
reinsurance obligations. We focus on underwriting fully-collateralized reinsurance contracts primarily for property and casualty insurance companies in the Gulf
Coast  region  of  the  United  States.  We  specialize  in  underwriting  medium  frequency,  high  severity  risks,  where  we  believe  sufficient  data  exists  to  analyze
effectively the risk/return profile of reinsurance contracts.

We underwrite reinsurance contracts on a selective and opportunistic basis as opportunities arise based on our goal of achieving favorable long-term
returns on equity for our shareholders. Our goal is to achieve long-term growth in book value per share by writing business that generates attractive underwriting
profits relative to the risk we bear. Unlike other insurance and reinsurance companies, we do not intend to pursue an aggressive investment strategy and instead
will focus our business on underwriting profits rather than investment profits. However, we intend to complement our underwriting profits with investment profits
on an opportunistic basis. Our primary business focus is on fully collateralized reinsurance contracts for property catastrophes, primarily in the Gulf Coast region
of the United States. Within that market and risk category, we attempt to select the most economically attractive opportunities across a variety of property and
casualty  insurers.  As  our  capital  base  grows,  however,  we  expect  that  we  will  consider  further  growth  opportunities  in  other  geographic  areas  and  risk
categories.

Our level of profitability is primarily determined by how adequately our premiums assumed and investment income cover our costs and expenses, which
consist primarily of acquisition costs and other underwriting expenses, claim payments and general and administrative expenses. One factor leading to variation
in our operational results is the timing and magnitude of any follow-on offerings we undertake (if any), and issuance of participating notes to third-party investors,
as  we  are  able  to  deploy  new  capital  to  collateralize  new  reinsurance  treaties  and  consequently,  earn  additional  premium  revenue.  In  addition,  our  results  of
operations may be seasonal in that hurricanes and other tropical storms typically occur during the period from June 1 through November 30. Further, our results
of operations may be subject to significant variations due to factors affecting the property and casualty insurance industry in general, which include competition,
legislation, regulation, general economic conditions, judicial trends, and fluctuations in interest rates and other changes in the investment environment.

Because  we  employ  an  opportunistic  underwriting  and  investment  philosophy,  period-to-period  comparisons  of  our  underwriting  results  may  not  be
meaningful.  In  addition,  our  historical  investment  results  may  not  necessarily  be  indicative  of  future  performance.  Due  to  the  nature  of  our  reinsurance  and
investment strategies, our operating results will likely fluctuate from period to period.

Due to the continued influx of new risk capital from alternative capital market participants such as hedge funds and pension funds, we believe that the
reinsurance industry is currently over-capitalized and will continue in this trend for the foreseeable future. The over-capitalization of the market is not uniform as
there are a number of insurers and reinsurers that have suffered and continue to suffer from capacity issues. We continue to assess the opportunities that may
be available to us with insurance and reinsurance companies with this profile.

The property and casualty reinsurance industry historically has been cyclical in nature, owing to fluctuations in the supply of capital. During 2020, several
developments have caused an increase in the demand for capital, including natural catastrophes in the Caribbean and Japan, increased capital requirements at
some Lloyd’s syndicates, and the voluntary withdrawal of capital from some under-performing business.

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Compared to most of our competitors, we are small and have low overhead expenses. We believe that our expense efficiency, agility and existing
relationships support our competitive position and allows us to profitably participate in lines of business that fit within our strategy. Over time we expect our
expense advantage to erode as the industry acts to reduce frictional costs.

PRINCIPAL REVENUE AND EXPENSE ITEMS

Revenues

We derive our most significant revenues from three principal sources:

● premiums assumed from reinsurance on property and casualty business;
● income from investments; and
● other fee income from management and underwriting performance of the reinsurance side-car.

Premiums Assumed

Premiums assumed include all premiums received by a reinsurance company during a specified accounting period, even if the policy provides coverage
beyond the end of the period. Premiums are earned over the term of the related policies. At the end of each accounting period, the portion of the premiums that
are not yet earned are included in the unearned premiums reserve and are realized as revenue in subsequent periods over the remaining term of the policy. Our
policies typically have a term of twelve months. Thus, for example, for a policy that is written on July 1, 2020, typically one-half of the premiums will be earned in
2020  and  the  other  half  will  be  earned  during  2021.  However,  in  the  event  of  limit  losses  on  our  policies,  premium  recognition  will  be  accelerated  to  match
losses incurred in the period, when there is no possibility of any future treaty-year losses under the contracts.

Premiums from reinsurance on property and casualty business assumed are directly related to the number, type and pricing of contracts we write.

Premiums assumed are recorded net of change in loss experience refund, which consists of changes in amounts due to the cedants under two of our
reinsurance contracts. These contracts contain retrospective provisions that adjust premiums in the event losses are minimal or zero. We recognize a liability
pro-rata over the period in which the absence of loss experience obligates us to refund premiums under the contracts, and we will derecognize such liability in
the  period  in  which  a  loss  experience  arises.  The  change  in  loss  experience  refund  is  negatively  correlated  to  loss  and  loss  adjustment  expenses  described
below.

Investment Income and Industry Loss Warranties

Income  from  our  investments  is  primarily  comprised  of  interest  income,  dividends  and  net  realized  and  unrealized  gains  (losses)  on  investment
securities.  Such  income  is  primarily  from  the  Company’s  investments,  which  includes  investments  held  in  trust  accounts  that  collateralize  the  reinsurance
policies that we write. The investment parameters for trust accounts are generally be established by the cedant for the relevant policy.

 The Company may buy and sell industry loss warranties as a way to access certain risks. An industry loss warranty is a financial instrument designed to

protect insurers or reinsurers from severe losses due to natural and man-made catastrophes and can take the form of either an insurance contract or a swap
agreement. Under both forms, a premium is paid at the inception of the contract and, in return, a payout is made if a catastrophic event causes loss to the
insurance industry in excess of a predetermined trigger amount. Industry loss warranties may also be triggered by other parametric measurements defined in the
contract such as observed wind speeds, measured seismic activity or other factors. Industry loss warranties in the form of an insurance contract (also referred to
as the "indemnity form") are typically dual-trigger instruments and, in addition to requiring a loss to the industry, require that the buyer of the protection actually
suffer a loss from the triggering event. The Company may buy and sell industry loss warranties in the form of an insurance contract or in the form of a derivative
contract.

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Fee income

The Company earns management fee income from providing administrative and management services for the reinsurance side-car operations. The

Company is also entitled to a performance fee should the side-car underwriting results be profitable for a specific treaty period.

Expenses

Our expenses consist primarily of the following:

● losses and loss adjustment expenses;

● policy acquisition costs and underwriting expenses; and

● general and administrative expenses.

Loss and Loss Adjustment Expenses

Loss and loss adjustment expenses are a function of the amount and type of reinsurance contracts we write and of the loss experience of the underlying
coverage. As described below, loss and loss adjustment expenses are based on the claims reported by our Company’s ceding insurers, and may include an
actuarial analysis of the estimated losses, including losses incurred during the period and changes in estimates from prior periods. Depending on the nature of
the contract, loss and loss adjustment expenses may be paid over a period of years.

Policy Acquisition Costs and Underwriting Expenses

Policy acquisition costs and underwriting expenses consist primarily of brokerage fees, ceding commissions, premium taxes and other direct expenses

that relate to our writing of reinsurance contracts. We amortize deferred acquisition costs over the related contract term.

General and Administrative Expenses

General and administrative expenses consist of salaries and benefits and related costs, including costs associated with our professional fees, rent and

other general operating expenses consistent with operating as a public company.

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RESULTS OF OPERATIONS

The  following  table  summarizes  our  results  of  operations  for  the  years  ended  December  31,  2020  and  2019  (dollars  in  thousands,  except  per  share

amounts):

Years Ended December 31,

2020

2019

Revenue
Assumed premiums
Change in unearned premiums reserve

Net premiums earned
Net investment and other income
Net realized investment gain
Change in fair value of equity securities
Net gain on commutation

Total revenue

Expenses
Policy acquisition costs and underwriting expenses
General and administrative expenses

Total expenses

  $

864 
29 

893 
102 
374 
(155)
- 

1,214 

98 
1,028 

1,126 

Income/(Loss) before underwriting income attributable to noteholders

  $

88 

1,057 
(440)

617 
230 
3 
25 
106 

981 

64 
1,067 

1,131 

(150)

(155)

(305)

(138)

(50)

  $

(0.01)

(0.05)

5,733,587 

5,733,587 

  $

- 

- 

0.0%    
11.0%    
126.1%    
126.1%    

0.0%
10.4%
183.3%
183.3%

Underwriting income attributable to noteholders

Net loss

Loss per share
Basic and Diluted

Weighted-average shares outstanding
Basic and Diluted

Dividends paid per share

Performance ratios to net premiums earned:
Loss ratio
Acquisition cost ratio
Expense ratio
Combined ratio

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Comparison of the Year Ended December 31, 2020 to Year Ended December 31, 2019

General. Net loss for the year ended December 31, 2020 was $50 thousand or ($0.01) basic and diluted loss per share compared to a net loss of $305
thousand or ($0.05) basic and diluted earnings per share for the year ended December 31, 2019. The decrease in net loss is primarily due net realized gains on
investments earned during the year ended December 31, 2020.

Premium Income. Net premiums earned typically reflects the pro-rata inclusion into income of premiums assumed (net of loss experience refund and
premiums  ceded)  over  the  life  of  the  reinsurance  contracts. Net  premiums  earned  for  the  year  ended  December  31,  2020  increased  $276  thousand,  to  $893
thousand, from $617 thousand for the year ended December 31, 2019. The increase is due to only one month premium recognized during the previous period
as a result of previous accelerated premium recognition, when compared to the normal recognition of premium during current year.

Losses Incurred. There were no losses incurred during the years ended December 31, 2020 and December 31, 2019.

Policy Acquisition Costs and Underwriting Expenses . Acquisition costs represent the amortization of the brokerage fees and federal excise taxes
incurred  on  reinsurance  contracts  placed.    Policy  acquisition  costs  and  underwriting  expenses  for  the  year  ended  December  31,  2020  increased  by  $34
thousand, to $98 thousand from $64 thousand for the year ended December 31, 2019. The increase is wholly due to the normal recognition of policy acquisition
costs  during  the  current  year,  when  compared  with  no  recognition  in  the  prior  year  period  due  to  the  previous  acceleration  of  such  costs  upon  suffering  limit
losses on reinsurance contracts.

General and Administrative Expenses. General and administrative expenses for the year ended December 31, 2020 decreased by $39 thousand to

$1.03 million from $1.07 million for the year ended December 31, 2019. The decrease is due to general cost savings initiatives implemented by the Company.

MEASUREMENT OF RESULTS

We use various measures to analyze the growth and profitability of business operations. For our reinsurance business, we measure growth in terms of

premiums assumed and we measure underwriting profitability by examining our loss, underwriting expense and combined ratios. We analyze and measure
profitability in terms of net income and return on average equity.

Premiums Assumed. We use gross premiums assumed to measure our sales  of reinsurance products. Gross premiums assumed also correlates to our

ability to generate net premiums earned. See also the analysis above relating to the growth in premiums assumed.

Loss Ratio. The loss ratio is the ratio of losses and loss adjustment expenses incurred to premiums earned  and measures the underwriting profitability
of our reinsurance business. The loss ratio for the year ended December 31, 2020 and December 31, 2019 was 0%. This is due to no loss and loss adjustment
expenses incurred in the years ended December 31, 2020 and December 31, 2019.

Acquisition Cost Ratio. The acquisition cost ratio is the ratio of policy acquisition costs and other  underwriting expenses to net premiums earned. The
acquisition  cost  ratio  measures  our  operational  efficiency  in  producing,  underwriting  and  administering  our  reinsurance  business.  The  acquisition  cost  ratio
increased from 10.4% for the year ended December 31, 2019 to 11.0% for the year ended December 31, 2020. The increase is due to the overall marginally
higher weighted-average acquisition costs on reinsurance contracts in force during the year ended December 31, 2020, compared with the prior fiscal year.

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Expense Ratio. The expense ratio is the ratio of policy acquisition costs, other underwriting expenses and  general and administrative expenses to net
premiums earned. We use the expense ratio to measure our operating performance. The expense ratio decreased from 183.3% for the year ended December
31,  2019  to  126.1%  for  the  year  ended  December  31,  2020.  The  decrease  is  due  primarily  to  reduced  general  and  administrative  expenses  coupled  with  a
higher denominator in net premiums earned as recorded during the year ended December 31, 2020, when compared with the prior fiscal year.

Combined  Ratio.  We  use  the  combined  ratio  to  measure  our  underwriting  performance.  The  combined  ratio  is  the  sum  of  the  loss  ratio  and  the
expense  ratio.  If  the  combined  ratio  is  at  or  above  100%,  we  are  not  underwriting  profitably  and  may  not  be  profitable.  The  combined  ratio  decreased  from
183.3% for the year ended December 31, 2019 to 126.1% for the year ended December 31, 2020. The decrease in the combined ratio is wholly due to a higher
denominator in net premiums earned and reduced total expenses as recorded during year ended December 31, 2020 as mentioned above, when compared with
the prior fiscal year.

FINANCIAL CONDITION – DECEMBER 31, 2020 COMPARED TO DECEMBER 31, 2019

Restricted Cash and Cash Equivalents. As of December 31, 2020, our restricted cash and cash equivalents decreased by $140 thousand, or 6.8%, to
$1.9 million, from $2 million as of December 31, 2019. The decrease is the net result of the withdrawal of collateral deposit on expiry of contract during the year
and collateral deposits made during the year ended December 31, 2020.

Investments.  As  of  December  31,  2020,  our  total  investments  increased  by  $95  thousand,  or  13.7%,  to  $787  thousand,  from  $692  thousand  as  of

December 31, 2019. The increase is primarily a result of net purchase of equity securities during the year ended December 31, 2020.

Reserve  for  Losses  and  Loss  Adjustment  Expenses .  As  of  December  31,  2020,  there  was  no  change  in  reserve  for  losses  and  loss  adjustment
expenses  from  December  31,  2019.  The  reserve  remained  at  $0  due  to  the  fact  that  there  were  no  significant  events  and  no  reported  claims  in  the  year  to
necessitate a reserve.

Notes Payable. As of December 31, 2020, our notes payable decreased to $216 thousand, from $600 thousand at December 31, 2019. The decrease
is the net result of the redemption of Series 2019-1 participating notes coupled with issuance of Series 2020-1 participating notes by our reinsurance sidecar
subsidiary, Oxbridge Re NS, during the year ended December 31, 2020.

Unearned Premiums Reserve. As of December 31, 2020, our unearned premiums reserve decreased by $29 thousand, or 6.6%, to $411 thousand,
from $440 at December 31, 2019. The decrease is due wholly to the recognition of premium income on in-force reinsurance contracts during the year ending
December31, 2020.

LIQUIDITY AND CAPITAL RESOURCES

General

We  are  organized  as  a  holding  company  and  provide  administrative  and  management  services  to  our  subsidiaries.  Our  insurance  operations  are
conducted through our reinsurance subsidiaries, Oxbridge Reinsurance Limited and Oxbridge Re NS which underwrites risks associated with our property and
casualty  reinsurance  programs.  We  have  minimal  continuing  cash  needs  at  the  holding  company  level,  with  such  expenses  principally  being  related  to  the
payment of administrative expenses, and shareholder dividends, if any. There are restrictions on Oxbridge Reinsurance Limited’s and Oxbridge Re NS’ ability to
pay dividends which are described in more detail below.

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Sources and Uses of Funds

Our sources of funds primarily consist of premium receipts (net of brokerage fees and federal excise taxes, where applicable) and investment income,
including interest, dividends and realized gains. We use cash to pay losses and loss adjustment expenses, other underwriting expenses, dividends, and general
and  administrative  expenses.  Substantially  all  of  our  surplus  funds,  net  of  funds  required  for  cash  liquidity  purposes,  are  invested  in  accordance  with  our
investment guidelines. Our investment portfolio is primarily comprised of cash and highly liquid securities, which can be liquidated, if necessary, to meet current
liabilities. We believe that we have sufficient flexibility to liquidate any long-term securities that we own in a rising market to generate liquidity.

As of December 31, 2020, we believe we had sufficient cash flows from operations to meet our liquidity requirements. We expect that our operational
needs for liquidity will be met by cash, investment income and funds generated from underwriting activities. We have no plans to issue debt and expect to fund
our operations for the foreseeable future from operating cash flows, as well as from potential future equity offerings. However, we cannot provide assurances that
in the future we will not incur indebtedness to implement our business strategy, pay claims or make acquisitions.

Although Oxbridge Re Holdings Limited is not subject to any significant legal prohibitions on the payment of dividends, Oxbridge Reinsurance Limited
and  Oxbridge  Re  NS  are  subject  to  Cayman  Islands  regulatory  constraints  that  affect  their  ability  to  pay  dividends  to  us  and  include  a  minimum  net  worth
requirement. Currently, the minimum net worth requirement for each subsidiary is $500. As of December 31, 2020, Oxbridge Reinsurance Limited and Oxbridge
Re NS exceeded the minimum required. By law, Oxbridge Reinsurance Limited and Oxbridge Reinsurance NS are restricted from paying a dividend if such a
dividend would cause its net worth to drop to less than the required minimum.

Cash Flows

Our cash flows from operating, investing and financing activities for the years ended December 31, 2020 and 2019 are summarized below.

Cash Flows for the Year ended December 31, 2020 (in thousands)

Net  cash  used  in  operating  activities  for  the  year  ended  December  31,  2020  totaled  $267,  which  consisted  primarily  of  cash  received  from
investments and net written premiums less cash disbursed for operating expenses. Net cash provided by investing activities of $111 was primarily due to the net
proceeds from sale of equity securities. Net cash used in financing activities totaled $384 which is the net result of redemption of Series 2019-1 participating
notes and proceeds on issuance of Series 2020-1 participating notes.

Cash Flows for the Year ended December 31, 2019 (in thousands)

Net  cash  used  in  operating  activities  for  the  year  ended  December  31,  2019  totaled  $4,371,  which  consisted  primarily  of  cash  received  from  net
written premiums less cash disbursed for operating expenses and net loss payments. Net cash provided by investing activities of $488 was primarily due to the
net proceeds from sale of fixed-maturity securities. Net cash provided by financing activities totaled $600 representing the proceeds on issuance of the Series
2019-1 participating notes during the year ended December 31, 2019.

OFF-BALANCE SHEET ARRANGEMENTS

As of December 31, 2020, we had no off-balance sheet arrangements as defined in Item 303(a)(4) of Regulation S-K.

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EXPOSURE TO CATASTROPHES

As with other reinsurers, our operating results and financial condition could be adversely affected by volatile and unpredictable natural and man-made
disasters, such as hurricanes, windstorms, earthquakes, floods, fires, riots and explosions. Although we attempt to limit our exposure to levels we believe are
acceptable, it is possible that an actual catastrophic event or multiple catastrophic events could have a material adverse effect on our financial condition, results
of operations and cash flows. As described under “CRITICAL ACCOUNTING POLICIES—Reserves for Losses and Loss Adjustment Expenses ”  below,  under
United  States  generally  accepted  accounting  principles  (“U.S.  GAAP”),  we  are  not  permitted  to  establish  loss  reserves  with  respect  to  losses  that  may  be
incurred under reinsurance contracts until the occurrence of an event which may give rise to a claim. As a result, only loss reserves applicable to losses incurred
up to the reporting date may be established, with no provision for a contingency reserve to account for expected future losses.

CRITICAL ACCOUNTING POLICIES

We are required to make estimates and assumptions in certain circumstances that affect amounts reported in our Consolidated Financial Statements and
related  notes.  We  evaluate  these  estimates  and  assumptions  on  an  on-going  basis  based  on  historical  developments,  market  conditions,  industry  trends  and
other information that we believe to be reasonable under the circumstances. These accounting policies pertain to premium revenues and risk transfer, reserve for
loss and loss adjustment expenses and reporting of deferred acquisition costs.

Premium  Revenue  and  Risk  Transfer .  We  record  premiums  revenue  as  earned  pro-rata  over  the  terms  of   the  reinsurance  agreements  and  the
unearned portion at the balance sheet date is recorded as unearned premiums reserve. A reserve is made for estimated premium deficiencies to the extent that
estimated  losses  and  loss  adjustment  expenses  exceed  related  unearned  premiums.  Investment  income  is  not  considered  in  determining  whether  or  not  a
deficiency exists.

We account for reinsurance contracts in accordance with ASC 944, ‘‘Financial Services – Insurance.” Assessing whether or not a reinsurance contract
meets  the  conditions  for  risk  transfer  requires  judgment.  The  determination  of  risk  transfer  is  critical  to  reporting  premiums  written.  If  we  determine  that  a
reinsurance contract does not transfer sufficient risk, we must account for the contract as a deposit liability.

Loss experience refund payable. Certain contracts include retrospective provisions that adjust premiums or result in profit commissions in the event
losses are minimal or zero. Under such contracts, the Company expects to recognize aggregate liabilities payable to the ceding insurers assuming no losses
occur during the contract period. In accordance with U.S. GAAP, the Company will recognize a liability in the period in which the absence of loss experience
obligates the Company to pay cash or other consideration under the contract. On the contrary, the Company will derecognize such liability in the period in which
a loss experience arises. Such adjustments to the liability, which accrue throughout the contract term, will reduce the liability should a catastrophic loss event
covered by the Company occur.

Reserves  for  Losses  and  Loss  Adjustment  Expenses.  We  determine  our  reserves  for  losses  and  loss  adjustment  expenses  on  the  basis  of  the
claims  reported  by  our  ceding  insurers  and  for  losses  IBNR,  we  use  the  assistance  of  an  independent  actuary.  The  reserves  for  losses  and  loss  adjustment
expenses represent management’s best estimate of the ultimate settlement costs of all losses and loss adjustment expenses.

We believe that the amounts are adequate; however, the inherent impossibility of predicting future events with precision, results in uncertainty as to the
amount which will ultimately be required for the settlement of losses and loss expenses, and the differences could be material. Adjustments are reflected in the
consolidated statements of income in the period in which they are determined.

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Under U.S. GAAP, we are not permitted to establish loss reserves until the occurrence of an actual loss event. As a result, only loss reserves applicable
to losses incurred up to the reporting date may be recorded, with no allowance for the provision of a contingency reserve to account for expected future losses.
Losses arising from future events, which could be substantial, are estimated and recognized at the time the loss is incurred.

As at December 31, 2020 we had no reserves for loss and loss adjustment expenses due to no significant events occurring during the year and no reported

claims on contract in force. See Note 7 to the consolidated financial statements.

Our reserving methodology does not lend itself well to a statistical calculation of a range of estimates surrounding the best point estimate of our reserve
for  loss  and  loss  adjustment  expense.  Due  to  the  low  frequency  and  high  severity  nature  of  claims  within  much  of  our  business,  our  reserving  methodology
principally involves arriving at a specific point estimate for the ultimate expected loss on a contract-by-contract basis, and our aggregate loss reserves are the
sum of the individual loss reserves established.

Deferred Acquisition Costs. We defer certain expenses that are directly related to and vary with producing  reinsurance business, including brokerage
fees on gross premiums assumed, premium taxes and certain other costs related to the acquisition of reinsurance contracts. These costs are capitalized and the
resulting asset, deferred acquisition costs, is amortized and charged to expense in future periods as premiums assumed are earned. The method followed in
computing deferred acquisition costs limits the amount of such deferral to its estimated realizable value. The ultimate recoverability of deferred acquisition costs
is dependent on the continued profitability of our reinsurance underwriting. If our underwriting ceases to be profitable, we may have to write off a portion of our
deferred acquisition costs, resulting in a further charge to income in the period in which the underwriting losses are recognized.

ITEM 7A

QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

As a smaller reporting company as defined by Rule 229.10(f)(1) of the Exchange Act, we are not required to provide the information under this item.

ITEM 8        

FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA

The financial statements and supplementary data have been filed as a part of this Annual Report on Form 10-K as indicated in the Index to Consolidated

Financial Statements and Financial Statement Schedules appearing on page 46 of this Annual Report on Form 10-K.

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

Under the supervision and with the participation of our principal executive officer and our principal financial officer, we have evaluated the effectiveness
of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) of the Exchange Act)  as of the end of the period covered by this Annual
Report on Form 10-K (December 31, 2020). Our disclosure controls and procedures are intended to ensure that the information we are required to disclose in
the reports that we file or submit under the Exchange Act is (i) recorded, processed, summarized and reported within the time periods specified in the SEC’s
rules and forms and (ii) accumulated and communicated to our management, including the principal executive officer and principal financial officer to allow timely
decisions regarding required disclosures.

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EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Based on that evaluation, our principal executive officer and principal financial officer concluded that, as of the end of the period covered by this Annual

Report on Form 10-K, our disclosure controls and procedures were effective.

It should be noted that any system of controls, however well designed and operated, can provide only reasonable, and not absolute, assurance that the
objectives of the system will be met. In addition, the design of any control system is based in part upon certain assumptions about the likelihood of future events.

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Management’s Report on Internal Control Over Financial Reporting

Management is responsible for establishing and maintaining adequate internal control over our financial reporting (as defined in Rule 13a-15(f) and 15d-
15(f) of the Exchange Act). 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 accounting principles generally accepted in the United States of
America.

Our internal control over financial reporting includes those policies and procedures that (i) pertain to the maintenance of records that, in reasonable detail,
accurately  and  fairly  reflect  the  transactions  and  dispositions  of  our  assets,  (ii)  provide  reasonable  assurance  that  transactions  are  recorded  as  necessary  to
permit preparation of financial statements in accordance with accounting principles generally accepted in the United States of America, and that our receipts and
expenditures  are  being  made  only  in  accordance  with  authorizations  of  our  management  and  directors,  and  (iii)  provide  reasonable  assurance  regarding
prevention or timely detection of unauthorized acquisition, use or disposition of our assets that could have a material effect on the financial statements.

Our management, with the participation of our principal executive officer and principal financial officer, conducted an evaluation of the effectiveness of our
internal  control  over  financial  reporting  based  on  the  framework  in  Internal  Control  –  Integrated  Framework  (2013)   issued  by  the  Committee  of  Sponsoring
Organizations of the Treadway Commission ("COSO"). Based on this evaluation, our principal executive officer and principal financial officer concluded that, as
of December 31, 2020, our internal control over financial reporting was effective.

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.

This  Annual  Report  does  not  include  an  attestation  report  of  our  independent  registered  public  accounting  firm  regarding  internal  control  over  financial
reporting. Management’s report was not subject to attestation by our independent registered public accounting firm pursuant to scaled disclosure requirements
applicable to non-accelerated filers that permit us to provide only management’s report in this Annual Report.

Changes in Internal Control Over Financial Reporting

There have been no changes in our internal control over financial reporting that occurred during the fiscal year ended December 31, 2020 that have

materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

ITEM 9B        OTHER INFORMATION

None.

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PART III

ITEM 10       

DIRECTORS, EXECUTIVE OFFICERS AND CORPORATE GOVERNANCE

Other than the information regarding our code of ethics set forth below, the information required by this Item is incorporated herein by reference to the

definitive proxy statement for our 2021 Annual Meeting of Shareholders to be filed with the SEC not later than 120 days after December 31, 2020.

  We  have  adopted  a  code  of  ethics  applicable  to  all  employees  and  directors,  including  our  principal  executive  officer,  principal  financial  officer  and
principal accounting officer. We have posted the text of our code of ethics to our internet website: www.oxbridgere.com.  To  access  our  code  of  ethics,  select
“Investor Information” on our website and then select “Corporate Governance,” then “Code of Conduct.” We intend to disclose any change to or waiver from our
code of ethics by posting such change or waiver to our internet website within the same section as described above.

ITEM 11       

EXECUTIVE COMPENSATION

The information required by this Item is incorporated herein by reference to the definitive proxy statement for our 2021 Annual Meeting of Shareholders to

be filed with the SEC not later than 120 days after December 31, 2020.

ITEM 12 

SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT AND RELATED SHAREHOLDER MATTERS

The information required by this Item is incorporated herein by reference to the definitive proxy statement for our 2021 Annual Meeting of Shareholders to

be filed with the SEC not later than 120 days after December 31, 2020.

ITEM 13

CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR INDEPENDENCE

The information required by this Item is incorporated herein by reference to the definitive proxy statement for our 2021 Annual Meeting of Shareholders to

be filed with the SEC not later than 120 days after December 31, 2020.

ITEM 14      

PRINCIPAL ACCOUNTING FEES AND SERVICES

The information required by this Item is incorporated herein by reference to the definitive proxy statement for our 2021 Annual Meeting of Shareholders to

be filed with the SEC not later than 120 days after December 31, 2020.

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PART IV

ITEM 15    

EXHIBITS, FINANCIAL STATEMENT SCHEDULES

(a)   Documents Filed as Part of the Report

The Consolidated Financial Statements, other financial information, financial statement schedules and report of independent registered public

accounting firm have been filed as part of this Annual Report on Form 10-K as indicated in the Index to Consolidated Financial Statements and Financial
Statement Schedules appearing on page 46 of this Annual Report on Form 10-K. 

(b)   Exhibits

Reference is made to the separate exhibit index contained on pages 43 through 44 filed herewith.

(c)   Financial Statement Schedules

The financial statement schedules and report of independent registered public accounting firm have been filed as part of this Annual Report on Form 10-
K as indicated in the Index to Consolidated Financial Statements and Financial Statement Schedules appearing on page 46 of this Annual Report on Form 10-K.

ITEM 16    

FORM 10-K SUMMARY

None.

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Exhibit
3

4.1

4.2

4.3

4.4

10.1#

10.2*

10.4*

10.5*

10.6*

10.7*

10.8*

10.9*

21

31.1

31.2

32
101

Oxbridge Re Holdings Limited
Index to Exhibits

  Title

Third Amended and Restated Memorandum and Articles of Association of Oxbridge Re Holdings Limited, as amended through December 19,
2014  (incorporated  by  reference  to  Exhibit  3.1  to  Oxbridge  Re  Holdings  Limited’s  Current  Report  on  Form  8-K  filed  December  24,  2014)
(Commission File No. 1-36346).
Warrant  Agreement,  dated  March  26,  2014,  between  Oxbridge  Re  Holdings  Limited  and  Broadridge  Corporate  Issuer  Solutions,  Inc.
(incorporated by reference to Exhibit 4.1 to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed May 28, 2014) (Commission File
No. 1-36346).
Form of Warrant Agreement issued to investors in May/June 2013 Private Placement (incorporated by reference to Exhibit 4.2 to Oxbridge Re
Holdings Limited’s Registration Statement on Form S-1 filed January 27, 2014) (Commission File No. 333-193577).
Amendment #1 to Warrant Agreement between Oxbridge Re Holdings Limited and Broadridge Corporate Issuer Solutions, Inc. (incorporated
by reference to Exhibit 4.1 to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed on November 19, 2019) (Commission File No.
1-36346).
Description  of  Securities  Registered  under  Section  12  of  the  Securities  Exchange  Act  of  1934,  as  amended (incorporated  by  reference  to
Exhibit 4.5 to Oxbridge Re Holdings Limited’s Annual Report on Form 10-K filed on March 23, 2020) (Commission File No. 1-36346).
Lease between The Tropical Building Corporation and Oxbridge Re Holdings Limited dated January 04, 2019 for office space at Suite 201, 42
Edward Street, George Town, Grand Cayman.
Oxbridge  Re  Holdings  Limited  2014  Omnibus  Incentive  Plan  (incorporated  by  reference  to  Exhibit  10.10  to  Oxbridge  Re  Holdings  Limited’s
Current Report on Form 8-K filed December 24, 2014) (Commission File No. 1-36346).
Executive  Employment  Agreement,  dated  July  18,  2013,  by  and  between  Oxbridge  Re  Holdings  Limited  and  Jay  Madhu  (incorporated  by
reference to Exhibit 10.3 to Oxbridge Re Holdings Limited’s Registration Statement on Form S-1 filed January 27, 2014) (Commission File No.
333-193577).
Offer  of  Employment  from  Oxbridge  Re  Holdings  Limited  to  Wrendon  Timothy,  executed  on  August  1,  2013  (incorporated  by  reference  to
Exhibit  10.4  to  Oxbridge  Re  Holdings  Limited’s  Registration  Statement  on  Form  S-1  filed  January  27,  2014)  (Commission  File  No.  333-
193577).
Form  of  Oxbridge  Re  Holdings  Limited  2014  Omnibus  Incentive  Plan  Restricted  Share  Award  (incorporated  by  reference  to  Exhibit  10.1  to
Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed January 28, 2015) (Commission File No. 1-36346).
Form  of  Oxbridge  Re  Holdings  Limited  2014  Omnibus  Incentive  Plan  Share  Option  Award  Agreement  (incorporated  by  reference  to  Exhibit
10.2 to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed January 28, 2015) (Commission File No. 1-36346).
Amendment  dated  July  19,  2016  to  Employment  Agreement  between  Jay  Madhu  and  Oxbridge  Re  Holdings  Limited  dated  July  18,  2013
(incorporated  by  reference  to  Exhibit  10.31  to  Oxbridge  Re  Holdings  Limited’s  Quarterly  Report  on  Form  10-Q  filed  August  15,  2016)
(Commission File No. 1-36346).
Amendment dated August 1, 2015 to Employment Agreement between Wrendon Timothy and Oxbridge Re Holdings Limited dated August 1,
2013(incorporated  by  reference  to  Exhibit  10.41  to  Oxbridge  Re  Holdings  Limited’s  Quarterly  Report  on  Form  10-Q  filed  August  15,  2016)
(Commission File No. 1-36346).
List  of  Subsidiaries  of  Oxbridge  Re  Holdings  Limited  (incorporated  by  reference  to  Exhibit  21.1  to  Oxbridge  Re  Holdings  Limited's  Annual
Report on Form 10-K filed March 13, 2019) (Commission File No. 1-36346).
Certifications  of  the  Chief  Executive  Officer  pursuant  to  Section  302  of  the  Sarbanes-Oxley  Act  and  Rule  13a-14(a)  or  15d-14(a)  under  the
Securities Exchange Act of 1934.
Certifications  of  the  Chief  Financial  Officer  pursuant  to  Section  302  of  the  Sarbanes-Oxley  Act  and  Rule  13a-14(a)  or  15d-14(a)  under  the
Securities Exchange Act of 1934.

  Written Statement of the Chief Executive Officer and Chief Financial Officer pursuant to 18 U.S.C. § 1350.

The following materials from Oxbridge Re Holdings Limited’s Annual Report on Form 10-K for the fiscal year ended December 31, 2020 are
filed herewith, formatted in XBRL (Extensible Business Reporting Language): (i) Consolidated Balance Sheets, (ii) Consolidated Statements of
Operations, (iii) Consolidated Statements of Comprehensive Loss (iv) Consolidated Statements of Cash Flows, (v) Consolidated Statements of
Changes in Shareholders’ Equity and (vi) Notes to Consolidated Financial Statements.

* Indicates a management contract or compensatory plan or arrangement.
# Filed herewith.

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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.

SIGNATURES

OXBRIDGE RE HOLDINGS LIMITED

By

/s/ JAY MADHU
 Jay Madhu
Chief Executive Officer and President
(Principal Executive Officer)

Date: March 30, 2021

Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below as of March 30, 2021 by the following persons on behalf
of the registrant and in the capacities indicated:

/s/ WRENDON TIMOTHY
Wrendon Timothy
Chief Financial Officer and Secretary
(Principal Financial Officer and Principal Accounting Officer)

/s/ JAY MADHU
Jay Madhu
Chief Executive Officer, President and Director
(Principal Executive Officer)

/s/ MAYUR PATEL
Mayur Patel
Director

/s/ RAY CABILLOT
Ray Cabillot
Director

/s/ KRISHNA PERSAUD
Krishna Persaud
Director

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Index to Consolidated Financial Statements and Financial Statement Schedules

Consolidated Financial Statements

Report of Independent Registered Public Accounting Firm

Consolidated Balance Sheets at December 31, 2020 and 2019

Consolidated Statements of Operations for the years ended December 31, 2020 and 2019

Consolidated Statements of Comprehensive Loss for the years ended  December 31, 2020 and 2019

Consolidated Statements of Cash Flows for the years ended December 31, 2020  and 2019

Consolidated Statements of Changes in Shareholders’ Equity for the years ended  December 31, 2020 and 2019

Notes to Consolidated Financial Statements

Financial Statements Schedules

Schedule I – Summary of Investments – Other than Investments in Related Parties

Schedule II – Condensed Financial Information of the Registrant

Schedule III – Supplementary Insurance Information

Schedule IV – Supplementary Reinsurance Information

44

Form 10-K
Page(s)

F-1

F-3

F-4

F-5

F-6

F-8

F-9

F-28

F-29

F-32

F-33

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Report of Independent Registered Public Accounting Firm

To the Shareholders and the Board of Directors
Oxbridge Re Holdings Limited
Grand Cayman, Cayman Islands:

Opinion on the Consolidated Financial Statements

We have audited the accompanying consolidated balance sheets of Oxbridge Re Holdings Limited and Subsidiaries (the "Company"), as of December 31, 2020
and 2019 and the related consolidated statements of operations, comprehensive loss, changes in shareholders' equity and cash flows for the years then ended
and the related notes and the financial statement schedules (collectively referred to as the "consolidated financial statements"). In our opinion, the consolidated
financial  statements  referred  to  above  present  fairly,  in  all  material  respects,  the  consolidated  financial  position  of  the  Company  at  December  31,  2020  and
2019, and the consolidated results of its operations and its cash flows for the years then ended, in conformity with accounting principles generally accepted in
the United States of America.

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 Public Company Accounting Oversight Board (United
States) ("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. The Company is not required to
have, nor were we engaged to perform, an audit of its internal control over financial reporting. As part of our audits, we are required to obtain an understanding of
internal  control  over  financial  reporting  but  not  for  the  purpose  of  expressing  an  opinion  on  the  effectiveness  of  the  Company's  internal  control  over  financial
reporting. Accordingly, we express no such opinion.

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.

F-1

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To the Shareholders and the Board of Directors
Oxbridge Re Holdings Limited
Page Two

Critical Audit Matters
The critical audit matter communicated below is a matter arising from the current period audit of the consolidated financial statements that was communicated or
required to be communicated to the audit committee and that: (i) relates to accounts or disclosures that are material to the consolidated financial statements and
(ii) involved our especially challenging, subjective or complex judgments. The communication of the critical audit matter does not alter in any way our opinion on
the consolidated financial statements, taken as a whole, and we are not, by communicating the critical audit matter below, providing a separate opinion on the
critical audit matter or on the accounts or disclosures to which it relates.

Reserve for Loss and Loss Adjustment Expenses
At  December  31,  2020,  the  Company  had  no  reserve  for  loss  and  loss  adjustment  expenses.  As  described  in  Notes  2  and  7  of  the  consolidated  financial
statements, reserve for loss and loss adjustment expense is determined based on the claims reported by the Company's ceding insurers and for losses incurred
but  not  reported  ("IBNR").  Management  uses  the  assistance  of  an  independent  actuary  (the  "Actuary")  to  determine  the  estimated  reserve  for  loss  and  loss
adjustment expenses. Inherent in the estimate of ultimate loss and loss adjustment expenses for the property and casualty, including catastrophe events, are the
uncertainties of future expected trends in claim severity and frequency which may vary significantly as claims are settled. The uncertainties are primarily due to
the  preliminary  nature  of  the  information,  the  lapse  of  time  to  receive  the  reporting  of  the  claims  and  the  ultimate  settlement  of  the  claims,  the  diversity  of
development patterns among different types of reinsurance treaties, and the reliance on the cedents and brokers for information regarding claims. In particular,
the estimate of ultimate loss and loss adjustment expenses is sensitive to significant assumptions including the initial expected loss ratio, paid and incurred loss
development factors, the selection and weighting of the principal actuarial methods applied to project the ultimate losses, and the estimate of the ultimate loss for
a catastrophe event.

Auditing  management's  estimate  of  reserve  for  loss  and  loss  adjustment  expenses  is  complex  and  involves  a  high  degree  of  subjectivity  in  evaluating
management’s methods and assumptions used in determining the loss and loss adjustment expenses which includes the valuation of the IBNR reserves.

Addressing the matter involved performing audit procedures and evaluating audit evidence in connection with forming our overall opinion on the consolidated
financial statements. These procedures included obtaining an understanding of, and testing over, the Company's estimation process, including the use of the
Actuary. Performing these procedures involved testing the completeness and accuracy of data provided by management to the Actuary. Our audit procedures
also included, among others, agreeing the key contract terms to the terms used in the reserve calculation (including coverage basis and years of coverage) and
agreeing samples of outstanding loss reserves and paid losses to original source documentation.

/s/ HACKER, JOHNSON & SMITH PA
We have served as the Company's auditor since 2013.
Tampa, Florida
March 30, 2021

F-2

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Consolidated Balance Sheets
(expressed in thousands of U.S. Dollars, except per share and share amounts)

Assets

Equity securities, at fair value (cost : $965 and $715)
Cash and cash equivalents
Restricted cash and cash equivalents
Accrued interest and dividend receivable
Premiums receivable
Deferred policy acquisition costs
Operating lease right-of-use assets
Prepayment and other assets
Property and equipment, net

  Total assets

Liabilities and Shareholders’ Equity

Liabilities:

Notes payable
Unearned premiums reserve
Operating lease liabilities
Accounts payable and other liabilities

  Total liabilities

Shareholders’ equity:

Ordinary share capital, (par value $0.001, 50,000,000 shares authorized; 5,733,587 shares issued and

outstanding)

Additional paid-in capital
Accumulated Deficit

Total shareholders’ equity
Total liabilities and shareholders’ equity

See accompanying Notes to Consolidated Financial Statements

F-3

At December 31,

2020

2019

  $

787 
5,562 
1,914 
1 
464 
45 
222 
75 
13 
9,083 

216 
411 
222 
209 
1,058 

692 
5,962 
2,054 
12 
506 
48 
133 
79 
9 
9,495 

600 
440 
133 
279 
1,452 

6 
32,294 
(24,275)
8,025 
9,083 

  $

6 
32,262 
(24,225)
8,043 
9,495 

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
  
   
  
   
  
   
  
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
  
   
  
   
   
   
   
   
   
   
   
   
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Consolidated Statements of Operations
(expressed in thousands of U.S. Dollars, except per share amounts)

Revenue
Assumed premiums
Change in unearned premiums reserve

Net premiums earned
Net investment and other income
Net realized investment gain
Change in fair value of equity securities
Net gain on commutation

Total revenue

Expenses
Policy acquisition costs and underwriting expenses
General and administrative expenses

Total expenses

Income/(Loss) before underwriting income attributable to noteholders

Underwriting income attributable to noteholders

Net loss

Loss per share
Basic and Diluted

Weighted-average shares outstanding
Basic and Diluted

Dividends paid per share

See accompanying Notes to Consolidated Financial Statements

F-4

Years Ended December 31,

2020

2019

  $

  $

864 
29 

893 
102 
374 
(155)
- 

1,214 

98 
1,028 

1,126 

88 

(138)

(50)

1,057 
(440)

617 
230 
3 
25 
106 

981 

64 
1,067 

1,131 

(150)

(155)

(305)

  $

(0.01)

(0.05)

5,733,587 

5,733,587 

  $

- 

- 

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
   
   
   
 
   
  
   
  
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
   
 
   
  
   
  
   
  
   
  
   
   
   
   
 
   
  
   
  
   
   
 
   
  
   
  
   
   
 
   
  
   
  
   
   
 
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
   
 
   
  
   
  
   
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Consolidated Statements of Comprehensive Loss
(expressed in thousands of U.S. Dollars)

Net loss
Other comprehensive loss:
Change in unrealized loss on investments:
Unrealized gain arising during the year
Reclassification adjustment for net realized investment gains included in net loss

Net change in unrealized loss

Total other comprehensive loss

Comprehensive loss

See accompanying Notes to Consolidated Financial Statements

F-5

Years Ended December 31,

2020

2019

  $

(50)

(305)

- 
- 

- 

- 

1 
(3)

(2)

(2)

  $

(50)

(307)

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
   
   
  
   
  
   
  
   
  
   
   
   
   
 
   
  
   
  
   
   
 
   
  
   
  
   
   
 
   
  
   
  
   
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Consolidated Statements of Cash Flows
 (expressed in thousands of U.S. Dollars)

Years ended December 31

2020

2019

Operating activities

Net loss

Adjustments to reconcile net loss to net cash used in operating activities:

  $

Stock-based compensation
Depreciation and amortization
Net realized investment gains
Change in fair value of equity securities

Change in operating assets and liabilities:

Accrued interest and dividend receivable
Premiums receivable
Deferred policy acquisition costs
Prepayment and other assets
Reserve for losses and loss adjustment expenses
Unearned premiums reserve
Accounts payable and other liabilities

(50)

32 
10 
(374)
155 

11 
42 
3 
4 
- 
(29)
(70)

Net cash used in operating activities

  $

(266)

Investing activities
Purchase of equity securities
Proceeds from sale of fixed-maturity securities
Proceeds from sale of equity securities
Purchase of property and equipment

Net cash provided by investing activities

Financing activities
Proceeds on issuance of notes payable
Redemption of notes payable

Net cash (used in) /provided by financing activities

F-6

(2,592)
- 
2,716 
(14)

  $

110 

216 
(600)

(384)

  $

(305)

36 
10 
(3)
(25)

3 
(506)
(48)
(5)
(4,108)
440 
140 

(4,371)

(505)
994 
- 
(1)

488 

600 
- 

600 

(continued)

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
   
   
  
   
  
   
   
   
   
   
   
   
   
   
  
   
  
   
   
   
   
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
   
   
   
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
   
   
   
 
   
  
   
  
   
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Consolidated Statements of Cash Flows, continued
 (expressed in thousands of U.S. Dollars)

Cash and cash equivalents, and restricted cash and cash equivalents:

Net change during the year
Balance at beginning of year

Balance at end of year

Supplemental disclosure of cash flow information
Interest paid

Income taxes paid

Non-cash investing activities
Net change in unrealized loss on securities available for sale

Operating lease right-of-use assets

Operating lease liabilities

See accompanying Notes to Consolidated Financial Statements

F-7

Years ended December 31

2020

2019

(540)
8,016 

(3,283)
11,299 

  $

7,476 

8,016 

  $

  $

  $

  $

  $

- 

- 

- 

169 

169 

- 

- 

(2)

155 

149 

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
   
 
   
  
   
  
   
  
   
  
   
   
   
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Consolidated Statements of Changes in Shareholders’ Equity
Years ended December 31, 2020 and 2019
 (expressed in thousands of U.S. Dollars, except per share amounts)

Ordinary Share Capital

Additional
Paid-in

  Accumulated  

Shares

Amount

Capital

Deficit

Accumulated
Other
Comprehensive 
  Income
(Loss)

Total
Shareholders'  

Equity

5,733,587 
- 
- 
- 
5,733,587 

- 
- 

5,733,587 

6 
- 
- 
- 
6 

- 
- 

6 

32,226 
- 
36 
- 
32,262 

- 
32 

(23,920)
(305)
- 
- 
(24,225)

(50)
- 

32,294 

(24,275)

2 
- 
- 
(2)
- 

- 
- 

- 

8,314 
(305)
36 
(2)
8,043 

(50)
32 

8,025 

See accompanying Notes to Consolidated Financial Statements

F-8

Balance at December 31, 2018
Net loss for the year
Share-based compensation
Total other comprehensive loss
Balance at December 31, 2019

Net loss for the year
Share-based compensation

Balance at December 31, 2020

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
  
 
 
  
 
 
  
 
 
  
 
 
  
 
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements

1.

ORGANIZATION AND BASIS OF PRESENTATION

(a) Organization

Oxbridge  Re  Holdings  Limited  (the  “Company”)  was  incorporated  as  an  exempted  company  on  April  4,  2013  under  the  laws  of  the  Cayman  Islands.
Oxbridge Re Holdings Limited owns 100% of the equity interest in Oxbridge Reinsurance Limited, an exempted entity incorporated on April 23, 2013 under the
laws of the Cayman Islands and for which a Class “C” Insurer’s license was granted on April 29, 2013 under the provisions of the Cayman Islands Insurance
Law. Oxbridge Re Holdings Limited also owns 100% of the equity interest in Oxbridge Re NS, an entity incorporated as an exempted company on December 22,
2017  under  the  laws  of  the  Cayman  Islands  to  function  as  a  reinsurance  sidecar  facility  and  to  increase  the  underwriting  capacity  of  Oxbridge  Reinsurance
Limited. The Company, through its subsidiaries (collectively “Oxbridge Re”) provides collateralized reinsurance in the property catastrophe market and invests in
various insurance-linked securities. The Company operates as a single business segment through its wholly-owned subsidiaries. The Company’s headquarters
and principal executive offices are located at Suite 201, 42 Edward Street, Georgetown, Grand Cayman, Cayman Islands, and have  their  registered  offices  at
P.O.  Box  309,  Ugland  House,  Grand  Cayman,  Cayman  Islands.  We  previously  leased  office  space  at  2nd  Floor, Strathvale  House,  90  North  Church  Street,
Georgetown, Grand Cayman, Cayman Islands.

The Company’s ordinary shares and warrants are listed on The NASDAQ Capital Market under the symbols “OXBR” and “OXBRW,” respectively.

(b) Basis of Presentation and Consolidation

The accompanying consolidated financial statements for the Company have been prepared in accordance with accounting principles generally accepted

in the United States of America (“GAAP”). All significant intercompany transactions and balances have been eliminated upon consolidation.

The Company consolidates in these consolidated financial statements the results of operations and financial position of all voting interest entities (“VOE”) in
which the Company has a controlling financial interest and all variable interest entities (“VIE”) in which the Company is considered to be the primary beneficiary.
The  consolidation  assessment,  including  the  determination  as  to  whether  an  entity  qualifies  as  a  VIE  or  VOE,  depends  on  the  facts  and  circumstances
surrounding each entity.

2.

SIGNIFICANT ACCOUNTING POLICIES

Use of Estimates: In preparing the consolidated financial statements, management was required to make certain estimates and assumptions that affect
the reported amounts of the consolidated assets, liabilities, revenues, expenses and related disclosures at the financial reporting date and throughout the periods
being reported upon. Certain of the estimates result from judgments that can be subjective and complex and consequently actual results may differ from these
estimates,  which  would  be  reflected  in  future  periods.  Material  estimates  that  are  particularly  susceptible  to  significant  change  in  the  near-term  relate  to  the
determination of the reserve for losses and loss adjustment expenses,  which include amounts estimated for claims incurred but not yet reported. The Company
uses  various  assumptions  and  actuarial  data  it  believes  to  be  reasonable  under  the  circumstances  to  make  these  estimates.  In  addition,  accounting  policies
specific  to  valuation  of  investments  and  loss  experience  refund  payable   involve  significant  judgments  and  estimates  material  to  the  Company’s  consolidated
financial  statements.  Although  considerable  variability  is  likely  to  be  inherent  in  these  estimates,  management  believes  that  the  amounts  provided  are
reasonable.

F-9

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

  
 
 
 
 
 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

These estimates are continually reviewed and adjusted if necessary. Such adjustments are reflected in current operations.

Cash and cash equivalents: Cash and cash equivalents are comprised of cash and short- term investments with original maturities of three months or

less.

Restricted cash and cash equivalents:  Restricted cash and cash equivalents represent funds held in accordance with the Company’s trust

agreements with ceding insurers and trustees, which requires the Company to maintain collateral with a market value greater than or equal to the limit of liability,
less unpaid premium.

Investments:  The  Company’s  investments  consist  of  fixed-maturity  securities  and  equity  securities,  and  for  which  its  fixed-maturity  securities  are
classified  as  available-for-sale.  The  Company’s  available-for-sale  investments  are  carried  at  fair  value  with  changes  in  fair  value  included  as  a  separate
component of accumulated other comprehensive income in shareholders’ equity. For the Company’s investment in equity securities, the changes in fair value
are recorded within the consolidated statements of operations.

Unrealized gains or losses are determined by comparing the fair market value of the investment with their cost or amortized cost. Realized gains and
losses on investments are recorded on the trade date and are included in the consolidated statements of operations. The cost of investment sold is based on the
specified  identification  method.  Investment  income  is  recognized  as  earned  and  discounts  or  premiums  arising  from  the  purchase  of  debt  securities  are
recognized in investment income using the interest method over the remaining term of the security.

The Company reviews fixed-maturity securities, if any, for OTTI on a quarterly basis and more frequently when economic or market conditions warrant
such  review.  When  the  fair  value  of  any  investment  is  lower  than  its  cost,  an  assessment  is  made  to  see  whether  the  decline  is  temporary  or  other-than-
temporary.  If  the  decline  is  determined  to  be  other-than-temporary,  the  investment  is  written  down  to  fair  value  and  an  impairment  charge  is  recognized  in
operations in the period in which the Company makes such determination. For a fixed-maturity security that the Company does not intend to sell nor is it more
likely than not that the Company will be required to sell before recovery of its amortized cost, only the credit loss component is recognized in operations, while
impairment  related  to  all  other  factors  is  recognized  in  other  comprehensive  income.  The  Company  considers  various  factors  in  determining  whether  an
individual security is other-than-temporarily impaired.

Fair value measurement: GAAP establishes a fair value hierarchy that prioritizes the inputs to valuation techniques used to measure fair value. The
hierarchy  gives  the  highest  priority  to  unadjusted  quoted  prices  in  active  markets  for  identical  assets  (Level  1  measurements)  and  the  lowest  priority  to
unobservable inputs (Level 3 measurements). The three levels of the fair value hierarchy under GAAP are as follows:

Level 1

Level 2

Inputs that reflect unadjusted quoted prices in active markets for identical assets or liabilities that the Company has the ability to access at the
measurement date;

Inputs other than quoted prices that are observable for the asset or liability either directly or indirectly, including inputs in markets that are not
considered to be active; and

Level 3

Inputs that are unobservable.

F-10

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

Inputs  are  used  in  applying  the  various  valuation  techniques  and  broadly  refer  to  the  assumptions  that  market  participants  use  to  make  valuation
decisions, including assumptions about risk. For fixed-maturity securities, inputs may include price information, volatility statistics, specific and broad credit data,
liquidity statistics, broker quotes for similar securities and other factors. The fair value of investments in stocks and exchange-traded funds is based on the last
traded price. A financial instrument’s level within the fair value hierarchy is based on the lowest level of any input that is significant to the fair value measurement.
However, the determination of what constitutes “observable” requires significant judgment by the Company’s investment custodians. The investment custodians
consider observable data to be market data which is readily available, regularly distributed or updated, reliable and verifiable, not proprietary, and provided by
independent sources that are actively involved in the relevant markets. The categorization of a financial instrument within the hierarchy is based upon the pricing
transparency of the instrument.

Deferred policy acquisition costs (“DAC”):  Policy acquisition costs consist of brokerage fees, federal excise taxes and other costs related directly to
the successful acquisition of new or renewal insurance contracts and are deferred and amortized over the terms of the reinsurance agreements to which they
relate. The Company evaluates the recoverability of DAC by determining if the sum of future earned premiums and anticipated investment income is greater than
the  expected  future  claims  and  expenses.  If  a  loss  is  probable  on  the  unexpired  portion  of  policies  in  force,  a  premium  deficiency  loss  is  recognized.  At
December 31, 2020, the DAC was considered fully recoverable and no premium deficiency loss was recorded.

Property  and  equipment:    Property  and  equipment  are  recorded  at  cost  when  acquired.  Property  and  equipment  are  comprised  of  motor  vehicles,
furniture and fixtures, computer equipment and leasehold improvements and are depreciated, using the straight-line method, over their estimated useful lives,
which are five years for furniture and fixtures and computer equipment and four years for motor vehicles. Leasehold improvements are amortized over the lesser
of the estimated useful lives of the assets or remaining lease term. The Company periodically reviews property and equipment that have finite lives, and that are
not held for sale, for impairment by comparing the carrying value of the assets to their estimated future undiscounted cash flows. For the years ended December
31, 2020 and 2019, there were no impairments in property and equipment.

Allowance  for  uncollectible  receivables:  Management  evaluates  credit  quality  by  evaluating  the  exposure  to  individual  counterparties;  where
warranted  management  also  considers  the  credit  rating  or  financial  position,  operating  results  and/or  payment  history  of  the  counterparty.  Management
establishes an allowance for amounts for which collection is considered doubtful. Adjustments to previous assessments are recognized in operations in the year
in  which  they  are  determined.  At  December  31,  2020,  no  receivables  were  determined  to  be  overdue  or  impaired,  and  accordingly,  no  allowance  for
uncollectable receivables has been established.

F-11

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

Reserves for losses and loss adjustment expenses: The Company determines its reserves for losses and loss adjustment expenses on the basis of
the claims reported by the Company’s ceding insurers and for losses incurred but not reported (“IBNR”), management uses the assistance of an independent
actuary. The reserves for losses and loss adjustment expenses represent management’s best estimate of the ultimate settlement costs of all losses and loss
adjustment expenses. Management believes that the amounts are adequate; however, the inherent impossibility of predicting future events with precision, results
in  uncertainty  as  to  the  amount  which  will  ultimately  be  required  for  the  settlement  of  losses  and  loss  expenses,  and  the  differences  could  be  material.
Adjustments are reflected in the consolidated statements of operations in the period in which they are determined.

Loss experience refund payable: Certain contracts include retrospective provisions that adjust premiums or result in profit commissions in the event
losses are minimal or zero. In accordance with GAAP, the Company will recognize a liability in the period in which the absence of loss experience obligates the
Company  to  pay  cash  or  other  consideration  under  the  contracts.  On  the  contrary,  the  Company  will  derecognize  such  liability  in  the  period  in  which  a  loss
experience arises. Such adjustments to the liability, which accrue throughout the contract terms, will reduce the liability should a catastrophic loss event covered
by the Company occur.

Premiums assumed: The Company records premiums assumed, net of loss experience refunds, as earned pro-rata over the terms of the reinsurance
agreements, or period of risk, where applicable, and the unearned portion at the consolidated balance sheet date is recorded as unearned premiums reserve. A
reserve  is  made  for  estimated  premium  deficiencies  to  the  extent  that  estimated  losses  and  loss  adjustment  expenses  exceed  related  unearned  premiums.
Investment income is not considered in determining whether or not a deficiency exists.

Subsequent  adjustments  of  premiums  assumed,  based  on  reports  of  actual  premium  by  the  ceding  companies,  or  revisions  in  estimates  of  ultimate
premium, are recorded in the period in which they are determined. Such adjustments are generally determined after the associated risk periods have expired, in
which case the premium adjustments are fully earned when assumed.

Certain contracts allow for reinstatement premiums in the event of a full limit loss prior to the expiration of the contract. A reinstatement premium is not
due until there is a full limit loss event and therefore, in accordance with GAAP, the Company records a reinstatement premium as written only in the event that
the  reinsured  incurs  a  full  limit  loss  on  the  contract  and  the  contract  allows  for  a  reinstatement  of  coverage  upon  payment  of  an  additional  premium.  For
catastrophe contracts which contractually require the payment of a reinstatement premium equal to or greater than the original premium upon the occurrence of
a full limit loss, the reinstatement premiums are earned over the original contract period. Reinstatement premiums that are contractually calculated on a pro-rata
basis of the original premiums are earned over the remaining coverage period.

Unearned Premiums Ceded: The Company may reduce the risk of future losses on business assumed by reinsuring certain risks and exposures with
other reinsurers (retrocessionaires). The Company remains liable to the extent that any retrocessionaire fails to meet its obligations and to the extent that the
Company does not hold sufficient security for their unpaid obligations.

Ceded  premiums  are  written  during  the  period  in  which  the  risk  incept  and  are  expensed  over  the  contract  period  in  proportion  to  the  period  of
protection. Unearned premiums ceded consist of the unexpired portion of the reinsurance obtained. There were no unearned premiums ceded at December 31,
2020 and 2019.

F-12

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

Uncertain income tax positions: The authoritative GAAP guidance on accounting for, and disclosure of, uncertainty in income tax positions requires
the  Company  to  determine  whether  an  income  tax  position  of  the  Company  is  more  likely  than  not  to  be  sustained  upon  examination  by  the  relevant  tax
authority, including resolution of any related appeals or litigation processes, based on the technical merits of the position. For income tax positions meeting the
more likely than not threshold, the tax amount recognized in the consolidated financial statements, if any, is reduced by the largest benefit that has a greater
than fifty percent likelihood of being realized upon ultimate settlement with the relevant taxing authority. The application of this authoritative guidance has had no
effect on the Company’s consolidated financial statements because the Company had no uncertain tax positions at December 31, 2020.

Loss per share: Basic loss per share has been computed on the basis of the weighted-average number of ordinary shares outstanding during the years
presented.  Diluted  loss  per  share  is  computed  based  on  the  weighted-average  number  of  ordinary  shares  outstanding  and  reflects  the  assumed  exercise  or
conversion of diluted securities, such as stock options and warrants, computed using the treasury stock method.

Share-Based  Compensation:  The  Company  accounts  for  share-based  compensation  under  the  fair  value  recognition  provisions  of  GAAP  which
requires the measurement and recognition of compensation for all share-based awards made to employees and directors, including stock options and restricted
stock  issuances  based  on  estimated  fair  values.  The  Company  measures  compensation  for  restricted  stock  based  on  the  price  of  the  Company’s  ordinary
shares  at  the  grant  date.  Determining  the  fair  value  of  stock  options  at  the  grant  date  requires  significant  estimation  and  judgment.  The  Company  uses  an
option-pricing  model  (Black-Scholes  option  pricing  model)  to  assist  in  the  calculation  of  fair  value  for  stock  options.  The  Company's  shares  have  not  been
publicly traded for a sufficient length of time to solely use the Company's performance to reasonably estimate the expected volatility. Therefore, when estimating
the  expected  volatility,  the  Company  takes  into  consideration  the  historical  volatility  of  similar  entities.  The  Company  considers  factors  such  as  an  entity's
industry, stage of life cycle, size and financial leverage when selecting similar entities. The Company uses a sample peer group of companies in the reinsurance
industry as well as the Company’s own historical volatility in determining the expected volatility. Additionally, the Company uses the full life of the options, ten
years, as the estimated term of the options, and has assumed no forfeitures during the life of the options. The Company uses the straight-line attribution method
for all grants that include only a service condition. Compensation expense related to all awards is included in general and administrative expenses. 

Pending Accounting Updates:

Accounting Standards Update No. 2016-13. In June 2016, the FASB issued ASU 2016-13, “Financial Instruments - Credit Losses (Topic 326): Measurements
of Credit Losses on Financial Instruments” (“ASU 2016-13”). ASU 2016-13 amends the guidance on reporting credits losses and affects loans, debt securities,
trade receivables, reinsurance recoverable and other financial assets that have the contractual right to receive cash. The amendments are effective for annual
periods beginning after December 15, 2022 (as amended), and interim periods within those annual periods. The Company is in the process of evaluating the
impact of the requirements of ASU 2016-13 on the Company’s consolidated financial statements.

Segment  Information:  Under  GAAP,  operating  segments  are  based  on  the  internal  information  that  management  uses  for  allocating  resources  and
assessing  performance  as  the  source  of  the  Company’s  reportable  segments.  The  Company  manages  its  business  on  the  basis  of  one  operating  segment,
Property and Casualty Reinsurance, in accordance with the qualitative and quantitative criteria established under GAAP.

Reclassifications: Any reclassifications of prior period amounts have been made to conform to the current period presentation.

F-13

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3.

CASH AND CASH EQUIVALENTS AND RESTRICTED CASH AND CASH EQUIVALENTS

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

Cash on deposit
Cash held with custodians
Restricted cash held in trust
Total

December 31,

2020

2019

(in thousands)

  $

  $

3,560 
2,002 
1,914 
7,476 

  $

  $

3,456 
2,506 
2,054 
8,016 

Cash and cash equivalents are held by large and reputable counterparties in the United States of America and in the Cayman Islands. Restricted cash

held in trust is custodied with Truist Bank, f/k/a SunTrust Bank and is held in accordance with the Company’s trust agreements with the ceding insurers and
trustees, which require that the Company provide collateral having a market value greater than or equal to the limit of liability, less unpaid premium.

4.

INVESTMENTS

The Company from time to time invests in fixed-maturity securities and equity securities, with its fixed-maturity securities classified as available-for-sale.

At December 31, 2020 and December 31, 2019, the Company did not hold any available-for-sale securities.

Proceeds received, and the gross realized gains and losses from sales of available-for-sale fixed-maturity securities, and equity securities, for the years

ended December 31, 2020 and 2019 are as follows:

Year ended December 31, 2020
Equity securities

Year ended December 31, 2019
Available-for-sale fixed-maturity securities

F-14

Gross proceeds
from sales

Gross
Realized
Gains
($ in thousands)

Gross
Realized
Losses

  $

2,716 

  $

377 

  $

(3)

  $

994 

  $

3 

  $

- 

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
   
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
   
 
 
 
 
   
 
   
 
 
 
   
  
   
  
   
  
 
   
  
   
  
   
  
   
  
   
  
   
  
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

4. 

INVESTMENTS (continued)

Assets Measured at Estimated Fair Value on a Recurring Basis

The following table presents information about the Company’s financial assets measured at estimated fair value on a recurring basis that is reflected in
the consolidated balance sheets at carrying value. The table indicates the fair value hierarchy of the valuation techniques utilized by the Company to determine
such fair value as of December 31, 2020 and 2019:

As of December 31, 2020

Financial Assets:
Cash and cash equivalents

Restricted cash and cash equivalents

Equity securities

Total

As of December 31, 2019

Financial Assets:
Cash and cash equivalents

Restricted cash and cash equivalents

Eequity securities

Total

Fair Value Measurements Using

(Level 1)

(Level 2)

(Level 3)

Total

($ in thousands)

5,562 

  $

1,914 

  $

787 

  $

8,263 

  $

- 

  $

- 

  $

- 

  $

- 

  $

- 

  $

5,562 

- 

  $

1,914 

- 

  $

787 

- 

  $

8,263 

Fair Value Measurements Using

(Level 1)

(Level 2)

(Level 3)

Total

($ in thousands)

5,962 

  $

2,054 

  $

692 

  $

8,708 

  $

- 

  $

- 

  $

- 

  $

- 

  $

- 

  $

5,962 

- 

  $

2,054 

- 

  $

692 

- 

  $

8,708 

  $

  $

  $

  $

  $

  $

  $

  $

F-15

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5.

TAXATION

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

Under current Cayman Islands law, no corporate entity, including the Company and the subsidiaries, is obligated to pay taxes in the Cayman Islands on
either  income  or  capital  gains.  The  Company  and  its  subsidiaries  have  an  undertaking  from  the  Governor-in-Cabinet  of  the  Cayman  Islands,  pursuant  to  the
provisions of the Tax Concessions Law, as amended, that, in the event that the Cayman Islands enacts any legislation that imposes tax on profits, income, gains
or appreciations, or any tax in the nature of estate duty or inheritance tax, such tax will not be applicable to the Company and its subsidiaries or their operations,
or to the ordinary shares or related obligations, until April 23, 2033 and May 17, 2033, respectively.

The Company and its subsidiaries intend to conduct substantially all of their operations in the Cayman Islands in a manner such that they will not be
engaged  in  a  trade  or  business  in  the  U.S.  However,  because  there  is  no  definitive  authority  regarding  activities  that  constitute  being  engaged  in  a  trade  or
business in the U.S. for federal income tax purposes, the Company cannot assure that the U.S. Internal Revenue Service will not contend, perhaps successfully,
that the Company or its subsidiaries are engaged in a trade or business in the U.S. A foreign corporation deemed to be so engaged would be subject to U.S.
federal  income  tax,  as  well  as  branch  profits  tax,  on  its  income  that  is  treated  as  effectively  connected  with  the  conduct  of  that  trade  or  business  unless  the
corporation is entitled to relief under an applicable tax treaty.

6.

VARIABLE INTEREST ENTITIES

Oxbridge Re NS. On December 22, 2017, the Company established Oxbridge Re NS, a Cayman domiciled and licensed special purpose insurer, formed
to provide additional collateralized capacity to support Oxbridge Reinsurance Limited’s reinsurance business. In respect of the debt issued by Oxbridge Re NS to
investors,  Oxbridge  Re  NS  has  entered  into  a  retrocession  agreement  with  Oxbridge  Reinsurance  Limited  effective  June  1,  2020.  Under  this  agreement,
Oxbridge Re NS receives a quota share of Oxbridge Reinsurance Limited’s catastrophe business. Oxbridge Re NS is a non-rated insurer and the risks have
been fully collateralized by way of funds held in trust for the benefit of Oxbridge Reinsurance Limited. Oxbridge Re NS is able to provide investors with access to
natural catastrophe risk backed by the distribution, underwriting, analysis and research expertise of Oxbridge Re.

The Company has determined that Oxbridge Re NS meets the definition of a VIE  as it does not have sufficient equity capital to finance its activities.  The
Company concluded that it is the primary beneficiary and has consolidated the subsidiary upon its formation, as it owns 100% of the voting shares, 100% of the
issued share capital and has a significant financial interest and the power to control the activities of Oxbridge Re NS that most significantly impacts its economic
performance.  The  Company  has  no  other  obligation  to  provide  financial  support  to  Oxbridge  Re  NS.  Neither  the  creditors  nor  beneficial  interest  holders  of
Oxbridge Re NS have recourse to the Company’s general credit.

Upon issuance of a series of participating notes by Oxbridge Re NS, all of the proceeds from the issuance are deposited into collateral accounts, to fund
any  potential  obligation  under  the  reinsurance  agreements  entered  into  with  Oxbridge  Reinsurance  Limited  underlying  such  series  of  notes.  The  outstanding
principal  amount  of  each  series  of  notes  generally  is  expected  to  be  returned  to  holders  of  such  notes  upon  the  expiration  of  the  risk  period  underlying  such
notes, unless an event occurs which causes a loss under the applicable series of notes, in which case the amount returned is expected to be reduced by such
noteholder's  pro  rata  share  of  such  loss,  as  specified  in  the  applicable  governing  documents  of  such  notes.  In  addition,  holders  of  such  notes  are  generally
entitled to interest payments, payable annually, as determined by the applicable governing documents of each series of notes. Oxbridge Re Holdings Limited
receives an origination and structuring fee in connection with the formation, operation and management of Oxbridge Re NS.

F-16

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

6.

VARIABLE INTEREST ENTITIES (continued)

Notes Payable to Series 2020-1 noteholders

Oxbridge Re NS entered into a retrocession agreement with Oxbridge Reinsurance Ltd on June 1, 2020 and issued $216 thousand of participating notes which
provides quota share support for Oxbridge Re’s property catastrophe excess of loss reinsurance business. The participating notes have been assigned Series
2020-1 and are due to mature on June 1, 2023. None of the participating notes were redeemed during the year ending December 31, 2020.

The  income  from  Oxbridge  Re  NS  operations  that  are  attributable  to  the  participating  notes  noteholders  for  the  year  ended  December  31,  2020  was

$60,000 and are included within accounts payable and other liabilities at December 31, 2020.

Notes Payable to Series 2019-1 noteholders

Oxbridge Re NS entered into a retrocession agreement with Oxbridge Reinsurance Ltd on June 1, 2019 and issued $600 thousand of participating notes which
provides quota share support for Oxbridge Re’s global property catastrophe excess of loss reinsurance business. The participating notes have been assigned
Series 2019-1 and were due to mature on June 1, 2022. However, the participating notes were all redeemed during the period ending June 30, 2020.

The  income  from  Oxbridge  Re  NS  operations  that  are  attributable  to  the  participating  notes  noteholders  for  the  year  ended  December  31,  2020  and
December 31, 2019 was $78,000 and $155,000 respectively. The income attributable to the participating notes noteholders for the year ended December 31,
2019 were included within accounts payable and other liabilities at December 31, 2019.

F-17

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
7.

RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

The following table summarizes the Company’s loss and loss adjustment expenses (“LAE”) and the reserve for loss and LAE reserve movements for the

years ended December 31, 2020 and 2019

Gross balance, beginning of year
Incurred, net of reinsurance, related to:
     Current year
     Prior year 1
           Total incurred
Paid related to:
     Current year
     Prior year
           Total paid
Balance, end of year

Year ended
December 31,

2020

2019

($ in thousands)

  $

  $

- 

- 
- 
- 

- 
- 
- 
- 

4,108 

- 
(106)
(106)

- 
(4,002)
(4,002)
- 

1  During  the  year  ended  December  31,  2019,  the  Company  entered  into  final  commutation  agreement  with  one  (1)  cedant  under  which  the  Company’s
liabilities were commuted and discharged. The Company recognized a net gain on commutation of $106,000 which is presented as a separate line item in the
Consolidated Statement of Operations.

The reserve for losses and LAE are comprised of case reserves (which are based on claims that have been reported) and IBNR reserves (which are
based on losses that are believed to have occurred but for which claims have not yet been reported and include a provision for expected future development on
existing case reserves). The Company uses the assistance of an independent actuary in the determination of IBNR and expected future development of existing
case reserves. This is performed on a quarterly basis.

The uncertainties inherent in the reserving process and potential delays by cedants and brokers in the reporting of loss information, together with the
potential  for  unforeseen  adverse  developments,  may  result  in  the  reserve  for  losses  and  LAE  ultimately  being  significantly  greater  or  less  than  the  reserve
provided  at  the  end  of  any  given  reporting  period.  The  degree  of  uncertainty  is  further  increased  when  a  significant  loss  event  takes  place  near  the  end  of  a
reporting  period.  Reserve  for  losses  and  LAE  estimates  are  reviewed  periodically  on  a  contract  by  contract  basis  and  updated  as  new  information  becomes
known. Any resulting adjustments are reflected in income in the period in which they become known.

The Company’s reserving process is highly dependent on the timing of loss information received from its cedants and related brokers.

F-18

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OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

7.

RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES  (continued)

Reserving methodologies and assumptions

Loss reserves are generally established based on loss payments and case reserves reported by clients when, and if, received. Estimates for IBNR losses are
added to the case reserves. To establish IBNR loss estimates, the Company uses quarterly actuarial estimates from its independent actuary, who utilizes loss
data reported by the Company along with industry loss data and information, knowledge of the business written and actuary’s own professional judgment.

The independent actuary employs standard actuarial methods for its analysis each quarter. Such methods may include the:

● Reported  Loss  Development  Method.  Ultimate  losses  are  estimated  by  calculating  past  reported  loss  development  factors  and  applying  them  to
exposure  periods  with  further  expected  reported  loss  development.  Since  reported  losses  include  payments  and  case  reserves,  changes  in  both  of
these amounts are incorporated in this method.

● Expected Loss Ratio Method. Ultimate losses are estimated by multiplying earned premiums by an expected loss ratio. The expected loss ratio is
selected  using  industry  data,  historical  company  data  and  actuarial  professional  judgment.  This  method  is  typically  used  for  lines  of  business  and
contracts where there are no historical losses or where past loss experience is not credible.

● Bornhuetter-Ferguson  Reported  Loss  Method.  Ultimate  losses  are  estimated  by  modifying  expected  loss  ratios  to  the  extent  reported  losses
experienced to date differ from what would have been expected to have been reported based upon the selected reported loss development pattern.
This  method  avoids  some  of  the  distortions  that  could  result  from  a  large  development  factor  being  applied  to  a  small  base  of  reported  losses  to
calculate ultimate losses.

● Frequency  /  Severity  Method.   Ultimate  losses  are  estimated  under  this  method  by  multiplying  the  ultimate  number  of  claims  (i.e.  the  frequency
multiplied by the exposure base on which the frequency has been determined), by the estimated ultimate average cost per claim (i.e. the severity). By
analyzing  claims  experience  by  its  frequency  and  severity  components,  the  Company  can  examine  trends  and  patterns  in  the  rates  of  claims
emergence (i.e. reporting) and settlement (i.e. closure) as well as in the average cost of claims.

The approach is valuable because sometimes there is more inherent stability in the frequency and severity data when viewed separately rather than in
the total losses

F-19

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
7.

RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES  (continued)

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

In addition, the Company may supplement its analysis with other reserving methodologies that are deemed to be relevant to specific contracts.

For  each  contract,  the  Company’s  independent  actuary  utilizes  reserving  methodologies  that  are  deemed  appropriate  to  calculate  a  best  estimate,  or
point  estimate,  of  reserves.  The  decision  of  whether  to  use  a  single  methodology  or  a  combination  of  multiple  methodologies  depends  upon  the
judgment of the independent actuary. The Company’s reserving methodology does not require a fixed weighting of the various methods used. Certain
methods are considered more appropriate depending on the type and structure of the contract, the age and maturity of the contract, and the duration of
the expected paid losses on the contract.

The  Company’s  gross  aggregate  reserves  are  the  sum  of  the  point  estimate  reserves  of  all  portfolio  exposures.  Generally,  IBNR  loss  reserves  are
calculated by estimating the ultimate incurred losses at any point in time and subtracting cumulative paid claims and case reserves, which incorporate
specific exposures, loss payment and reporting patterns and other relevant factors.

There  were  no  significant  changes  in  the  actuarial  methodology  or  assumptions  relating  to  the  Company’s  reserve  for  loss  and  loss  adjustment
expenses for the year ended December 31, 2020 or 2019.

Claims Development Tables, IBNR Reserves and Claims Frequency

The  following  table  discloses  information  about  the  Company’s  incurred  and  paid  claims  development  as  of  December  31,  2020,  as  well  as  cumulative  claim
frequency and the total of incurred-but-not-reporting and expected development on reported claims included within the net incurred claims amounts. A  claim  is
defined as a reported loss from a cedant on an excess-of-loss reinsurance contract arising from a loss event for which the Company records a paid loss or case
reserve. The Company operates a single business segment, being property catastrophe reinsurance.

F-20

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OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

7.

RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES  (continued)

Property Catastrophe Reinsurance     
(in thousands)

Incurred Losses and Loss Adjustment Expenses

As of

December
31, 2020

Total of
Incurred-but-
Not-
Reported
Liabilities
Plus
Expected
Development
on Reported
Claims
(dollars in
thousands)  

Cumulative
Number of
Reported
Claims

Accident Year

2016

2017

2018

2019

2020

2016

2017

2018

2019
2020

Accident Year
2016
2017
2018
2019
2020

Cumulative Paid Losses and Loss Adjustment Expenses

For the Years Ended December 31,

(in thousands)

Reserve for loss and loss adjustment expenses at December 31, 2020, net of reinsurance

  $

14,775    $

18,801    $

17,795    $

17,689    $

17,689 

  $

     $

38,401    $

38,401    $

38,401    $

38,401 

  $

     $

10,000    $

10,000    $

10,000 

  $

 Total

     $

-    $
     $
     $

- 
- 
66,090 

  $

  $

- 

- 

- 

- 

- 

5 

8 

2 

- 

2016

2017

2018

2019

2020

  $

6,073 

  $
  $

16,073 
36,293 

  $
  $
  $

17,687 
38,401 
6,000 

  $
  $
  $
  $

17,689 
38,401 
10,000 
- 

Total

  $
  $
  $
  $
  $
  $
  $

17,689 
38,401 
10,000 
- 
- 
66,090 
- 

The following table shows the historical average annual percentage payout of claims at December 31, 2020.

Average Annual Percentage Payout of Incurred Claims by Age

Years

1

2

3

4

5

Property Catastrophe Reinsurance

62.9%   

34.0%   

9.1%   

0.0%   

0.0%

F-21

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OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

8.

LOSS PER SHARE

A summary of the numerator and denominator of the basic and diluted loss per share is presented below (dollars in thousands except per share

amounts):

Numerator:
   Net loss

Denominator:
    Weighted average shares - basic
    Effect of dilutive securities - Stock options
    Shares issuable upon conversion of warrants
    Weighted average shares - diluted

Loss per share - basic

Loss per share - diluted

Years ended December 31

2020

2019

  $

(50)

(305)

5,733,587 
- 
- 
5,733,587 

(0.01)

(0.01)

  $

  $

5,733,587 
- 
- 
5,733,587 

(0.05)

(0.05)

For the years ended December 31, 2020 and December 31, 2019, options to purchase 540,000 ordinary shares were anti-dilutive due to net loss during
the years presented. For the years ended December 31, 2020 and 2019, 8,230,700 warrants to purchase an aggregate of 8,230,700 ordinary shares were anti-
dilutive due to net loss during the years presented.

GAAP requires the Company to use the two-class method in computing basic loss per share since holders of the Company’s restricted stock have the

right to share in dividends, if declared, equally with common stockholders. These participating securities effect the computation of both basic and diluted
earnings per share during the years ended December 31, 2020 and 2019.

F-22

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9.

WARRANTS

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

There  were  8,230,700  warrants  outstanding  at  December  31,  2020  and  2019.  One  warrant  may  be  exercised  to  acquire  one  ordinary  share  at  an
exercise price equal to $7.50 per share on or before March 26, 2024. The Company at its option may cancel the warrants in whole or in part, provided that the
closing price per ordinary share has exceeded $9.38 for at least ten trading days within any period of twenty consecutive trading days, including the last trading
day of the period. No warrants were exercised during the years ended December 31, 2020 and 2019.

10.

DIVIDENDS

As  of  December  31,  2020,  none  of  the  Company’s  retained  earnings  were  restricted  from  payment  of  dividends  to  the  company’s  shareholders.
However,  since  most  of  the  Company’s  capital  and  retained  earnings  may  be  invested  in  its  subsidiaries,  a  dividend  from  the  subsidiaries  would  likely  be
required in order to fund a dividend to the Company’s shareholders and would require notification to the Cayman Islands Monetary Authority (“CIMA”).

Under Cayman Islands law, the use of additional paid-in capital is restricted, and the Company will not be allowed to pay dividends out of additional paid-in

capital if such payments result in breaches of the prescribed and minimum capital requirement.

11.      SHARE-BASED COMPENSATION

The Company currently has outstanding stock-based awards granted under the 2014 Omnibus Incentive Plan (the “Plan”).  Under the Plan, the

Company has discretion to grant equity and cash incentive awards to eligible individuals, including the issuance of up to 1,000,000 of the Company’s ordinary
shares. At December 31, 2020, there were 400,000 shares available for grant under the Plan.

Stock options

Stock options granted and outstanding under the Plan vests quarterly over four years and are exercisable over the contractual term of ten years.

A summary of the stock option activity for the years ended December 31, 2020 and 2019 is as follows (option amounts not in thousands):

Outstanding at January 1, 2019
Granted
Outstanding at December 31, 2019

Outstanding at December 31, 2020

Exercisable at December 31, 2020

Number
of
Options

Weighted-
Average
Exercise
Price

Weighted-
Average
Remaining
Contractual
Term

Aggregate
Intrinsic
Value ($000)  

250,000 
290,000 
540,000 

540,000 

395,000 

  $
  $

  $

  $

  $

6.01 
2.00 

3.86 

3.86 

4.54 

 7.4 years

 6.4 years

 5.8 years

    $
    $

- 

- 

F-23

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
  
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
   
 
   
 
   
 
 
   
   
  
 
 
 
   
   
  
 
 
 
   
 
   
 
 
   
 
   
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

11.      SHARE-BASED COMPENSATION (continued)

Compensation  expense  recognized  for  the  years  ended  December  31,  2020  and  2019  totaled  $33,000  and  $36,000,  respectively,  and  is  included  in
general  and  administrative  expenses.  At  December  31,  2020  and  2019,  there  was  approximately  $53,000  and  $86,000,  respectively,  of  total  unrecognized
compensation expense related to non-vested stock options granted under the Plan. The Company expects to recognize the remaining compensation expense
over a weighted-average period of twenty-four (24) months.

No options were granted during the year ended December 31, 2020. During the year ended December 31, 2019, 290,000 options were granted with fair

value estimated on the date of grant using the following assumptions and the Black-Scholes option pricing model:

Expected dividend yield
Expected volatility
Risk-free interest rate
Expected life (in years)
Per share grant date fair value of options issued $

Restricted Stock Awards

2019

0%
31%
2.59%
10 
0.36 

The  Company  may  grant  restricted  stock  awards  to  eligible  individuals  in  connection  with  their  service  to  the  Company.  The  terms  of  the  Company’s
outstanding restricted stock grants may include service, performance and market-based conditions. The fair value of the awards with market-based conditions is
determined using a Monte Carlo simulation method, which calculates many potential outcomes for an award and then establishes fair value based on the most
likely  outcome.  The  determination  of  fair  value  with  respect  to  the  awards  with  only  performance  or  service-based  conditions  is  based  on  the  value  of  the
Company’s stock on the grant date.

During the year ended December 31, 2020 and 2019, the Company did not grant any restricted stock. At December 31, 2020 and 2019, there were no

unvested restricted stock.

12.

NET WORTH FOR REGULATORY PURPOSES

The  subsidiaries  are  subject  to  a  minimum  and  prescribed  capital  requirement  as  established  by  CIMA.  Under  the  terms  of  their  respective  licenses,
Oxbridge  Reinsurance  Limited  and  Oxbridge  Re  NS  are  required  to  maintain  a  minimum  and  prescribed  capital  requirement  of  $500  in  accordance  with  the
relevant subsidiary’s approved business plan filed with CIMA.

At December 31, 2020, the Oxbridge Reinsurance Limited’s net worth of $775 thousand exceeded the minimum and prescribed capital requirement. For

the years ended December 31, 2020 and 2019, Oxbridge Reinsurance Ltd.’s net loss was approximately $658 thousand and $817 thousand, respectively.

At  December  31,  2020,  the  Oxbridge  Re  NS’  net  worth  of  $152  thousand  exceeded  the  minimum  and  prescribed  capital  requirement.  For  the  years

ended December 31, 2020 and 2019, Oxbridge Re NS’ net income was approximately $47 thousand and $86 thousand, respectively.

The Subsidiaries are not required to prepare separate statutory financial statements for filing with CIMA, and there were no material differences between

the Subsidiaries' GAAP capital, surplus and net income, and its statutory capital, surplus and net income as of December 31, 2020 or for the year then ended.

F-24

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
  
 
 
 
 
 
 
 
   
   
   
   
   
 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

13.

FAIR VALUE AND CERTAIN RISKS AND UNCERTAINTIES

Fair values

With  the  exception  of  balances  in  respect  of  insurance  contracts  (which  are  specifically  excluded  from  fair  value  disclosures  under  GAAP)  and
investment  securities  and  derivative  instruments  as  disclosed  in  Note  4  and  5  of  these  consolidated  financial  statements,  the  carrying  amounts  of  all  other
financial instruments, which consist of cash and cash equivalents, restricted cash and cash equivalents, accrued interest and dividends receivable, premiums
receivable and other assets and accounts payable and other liabilities, approximate their fair values due to their short-term nature.

Concentration of underwriting risk

A  substantial  portion  of  the  Company’s  current  reinsurance  business  ultimately  relates  to  the  risks  of  a  limited  number  of  entities;  accordingly,  the

Company’s underwriting risks are not diversified.

Concentrations of Credit and Counterparty Risk

The Company markets retrocessional and reinsurance policies worldwide through its brokers.  Credit risk exists to the extent that any of these brokers
may be unable to fulfill their contractual obligations to the Company.  For example, the Company is required to pay amounts owed on claims under policies to
brokers, and these brokers, may fail to pay over the money to the cedants. In some jurisdictions, if a broker fails to make such a payment, the Company might
remain  liable  to  the  ceding  company  for  the  deficiency.  In  addition,  in  certain  jurisdictions,  when  the  ceding  company  pays  premiums  for  these  policies  to
brokers,  these  premiums  are  considered  to  have  been  paid  and  the  ceding  insurer  is  no  longer  liable  to  the  Company  for  those  amounts,  whether  or  not  the
premiums have actually been received.

The  Company  remains  liable  for  losses  it  incurs  to  the  extent  that  any  third-party  reinsurer  is  unable  or  unwilling  to  make  timely  payments  under
reinsurance agreements.  The Company would also be liable in the event that its ceding companies were unable to collect amounts due from underlying third-
party reinsurers.

The Company mitigates its concentrations of credit and counterparty risk by using reputable and several counterparties which decreases the likelihood of

any significant concentration of credit risk with any one counterparty.

Market risk

Market risk exists to the extent that the values of the Company’s monetary assets fluctuate as a result of changes in market prices. Changes in market
prices can arise from factors specific to individual securities or their respective issuers, or factors affecting all securities traded in a particular market. Relevant
factors  for  the  Company  are  both  volatility  and  liquidity  of  specific  securities  and  markets  in  which  the  Company  holds  investments.  The  Company  has
established investment guidelines that seek to mitigate significant exposure to market risk.

F-25

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
   
14.

LEASES

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

We adopted ASU 2016-02, Leases on January 1, 2019, which resulted in the recognition of operating leases on the consolidated balance sheets in 2019
and forward. Right-of-use assets and lease liabilities are disclosed as line items in the consolidated balance sheets. We determine if a contract contains a lease
at inception and recognize operating lease right-of-use assets and operating lease liabilities based on the present value of the future minimum lease payments at
the  commencement  date.  As  our  leases  do  not  provide  an  implicit  rate,  we  use  our  incremental  borrowing  rate  based  on  the  information  available  at  the
commencement date in determining the present value of future payments. Lease agreements that have lease and non-lease components, are accounted for as a
single lease component. Lease expense is recognized on a straight-line basis over the lease term.

The  Company  has  two  operating  lease  obligations  namely  for  the  Company’s  office  facilities  located  at  Suite  201,  42  Edward  Street  Grand  Cayman,
Cayman Islands and residential space at Turnberry Villas in Grand Cayman, Cayman Islands. The office lease has a remaining lease term of approximately 38
months  and  includes  an  option  to  extend  the  lease.  Under  the  terms  of  the  lease,  the  Company  also  has  the  right  to  terminate  the  lease  after  thirty-six  (36)
months upon giving appropriate notice in writing to the Lessor. The residential lease has a remaining lease term of approximately 24 months.

The components of lease expense and other lease information as of and during the year ended December 31, 2020 are as follows:

(in thousands)
Operating Lease Cost (1)

Cash paid for amounts included in the measurement of lease liabilities

Operating cash flows from operating leases

(1) Includes short-term leases

(in thousands)
Operating lease right-of-use assets

Operating lease liabilities

Weighted-average remaining lease term - operating leases

Weighted-average discount rate - operating leases

F-26

Year
Ended 
December 31,
2020

Year
Ended 
December 31,
2019

  $

  $

94 

  $

96 

  $

85 

93 

At December 31,
2020

At December 31,
2019

  $

  $

222 

  $

222 

  $

133 

133 

2.58 years

4.17 years

5.29%    

6.5%

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
  
   
  
   
  
   
  
 
 
 
 
 
 
 
   
  
   
  
 
   
  
   
  
 
                     
   
                    
 
 
   
  
   
  
   
 
14.

LEASES (continued)

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements, Continued

Future minimum lease payments under non-cancellable leases as of December 31, 2020, reconciled to our discounted operating lease liability presented

on the consolidated balance sheets are as follows:

(in thousands)
Remainder of 2020
2021
2022
2023
Thereafter
Total future minimum lease payments

Less imputed interest
Total operating lease liabilities

15.

RELATED PARTY TRANSACTIONS

At December 31,
2020

At December 31,
2019

  $

  $

  $

  $

  $

- 
96 
97 
40 
6 
239 

(17)
222 

36 
36 
37 
37 
6 
152 

(19)
133 

During the year ending December 31, 2020, Mr. Jay Madhu, a director and officer of the Company and its subsidiaries invested $68 thousand in Series

2020-1 participating notes and is included within notes payable in the consolidated balance sheets.

During the year ending December 31, 2019, Mr. Jay Madhu, a director and officer of the Company and its subsidiaries invested $50 thousand in Series

2019-1 participating notes, which were subsequently redeemed in June 2020.

16.

PROPERTY AND EQUIPMENT, NET

Property and equipment, net consist of the following (in thousands):

Leasehold improvements
Furniture and Fixtures
Motor vehicle
Computer equipment and software
     Total, at cost
      less accumulated depreciation and amortization
Property and equipment, net

17.  SUBSEQUENT EVENTS

At December 31,

2020

2019

  $

  $

21 
38 
34 
34 
127 
(114)
13 

21 
38 
21 
33 
113 
(104)
9 

We evaluate all subsequent events and transactions for potential recognition or disclosure in our consolidated financial statements. There were no other

events subsequent to December 31, 2020 for which disclosure was required.

F-27

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
   
   
   
   
   
   
   
   
 
   
  
   
  
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
   
   
   
   
   
   
   
   
   
   
   
   
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
SUMMARY OF INVESTMENTS - OTHER THAN INVESTMENTS IN RELATED PARTIES
AS OF DECEMBER 31, 2020

(expressed in thousands of U.S. dollars)

SCHEDULE I

Cost or
Amortized
Cost

Fair
Value

Balance Sheet
Value

1 
964 

965 

2 
785 

787 

2 
785 

787 

787 

Type of investment

Preferred stocks
Common stocks

Total equity securities

Total investments

  $

965 

  $

787 

F-28

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
 
   
  
   
  
   
  
   
   
   
 
   
  
   
  
   
  
 
   
  
   
  
   
  
   
 
 
OXBRIDGE RE HOLDINGS LIMITED
CONDENSED FINANCIAL INFORMATION OF REGISTRANT
CONDENSED BALANCE SHEET - PARENT COMPANY ONLY
(expressed in thousands of U.S. Dollars)

Assets

Cash and cash equivalents
Equity securities
Investment in subsidiaries
Accrued interest and dividend receivable
Due from subsidiaries
Prepayment and other receivables
Operating lease right-of-use assets
Property and equipment, net

  Total assets

Liabilities and Shareholders’ Equity

Liabilities:

Operating lease liabilities
Accounts payable and other liabilities

  Total liabilities

Shareholders’ equity:
         Total shareholders’ equity
         Total liabilities and shareholders’ equity

F-29

SCHEDULE II

At December 31,

2020

2019

4,295 
787 
927 
- 
2,061 
75 
222 
13 
8,380 

222 
133 
355 

  $

  $

8,025 
8,380 

3,455 
692 
1,538 
4 
2,394 
75 
133 
9 
8,300 

133 
124 
257 

8,043 
8,300 

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
   
 
 
 
 
 
   
 
 
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
  
   
  
   
   
  
   
   
   
   
   
   
 
   
  
   
  
   
  
   
  
   
   
   
 
OXBRIDGE RE HOLDINGS LIMITED
CONDENSED FINANCIAL INFORMATION OF REGISTRANT
CONDENSED STATEMENTS OF OPERATIONS - PARENT COMPANY ONLY
(expressed in thousands of U.S. Dollars)

Revenue
Net investment income
Change in fair value of equity securities
Net realized investment gain
Management fees and other income
Operating expenses

Income before equity in loss of subsidiaries
Equity in loss of subsidiaries

Net loss

F-30

SCHEDULE II (continued)

Years Ended December 31,

2020

2019

  $

57 
(155)
374 
1,313 
(1,028)
561 
(611)

  $

(50)

102 
25 
- 
1,357 
(1,057)
427 
(732)

(305)

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
   
 
 
   
   
   
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
 
OXBRIDGE RE HOLDINGS LIMITED
CONDENSED FINANCIAL INFORMATION OF REGISTRANT
CONDENSED STATEMENT OF CASH - PARENT COMPANY ONLY
(expressed in thousands of U.S. Dollars)

Operating activities

Net loss

Adjustments to reconcile net loss to net cash provided by operating activities:

Equity in loss of subsidiaries
Stock-based compensation
Depreciation
Net realized investment gain
Change in fair value of equity securities

Change in operating assets and liabilities:

Accrued interest and dividend receivable
Due from subsidiary
Prepayment and other receivables
Accounts payable and other liabilities

Net cash provided by operating activities

Investing activities
Purchase of available for sale securities
Proceeds from sale of available for sale securities
Purchase of property and equipment

Net cash provided by/(used in) investing activities

Net change in cash and cash equivalents
Cash and cash equivalents at beginning of year
Cash and cash equivalents at end of year

F-31

SCHEDULE II (continued)

Years Ended December 31,

2020

2019

  $

  $

(50)

611 
32 
10 
(374)
155 

4 
333 
- 
9 

730 

(2,592)
2,716 
(14)

  $

110 

840 
3,455 
4,295 

  $

(305)

732 
36 
10 
- 
(25)

(4)
(340)
(9)
(8)

87 

(505)
- 
(1)

(506)

(419)
3,874 
3,455 

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
   
   
  
   
  
   
   
   
   
   
   
   
   
   
   
   
  
   
  
   
   
   
   
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
   
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
   
   
   
   
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
SUPPLEMENTARY INSURANCE INFORMATION
FOR THE YEARS ENDED DECEMBER 31, 2020 AND 2019

(expressed in thousands of U.S. dollars)

SCHEDULE III

Reserves
for losses
and loss
adjustment
expenses
– gross

Deferred
acquisition
costs, net

Unearned
premiums
– gross

Net
premiums
earned

Investment
income
(loss)

Net losses,
and loss
adjustment
expenses  

Amortization
of deferred
acquisition
costs

Operating
expenses  

Gross
premiums
written

45 

  $

- 

  $

411 

  $

893 

  $

374 

  $

- 

  $

98 

  $

1,028 

  $

864 

48 

  $

- 

  $

440 

  $

617 

  $

3 

  $

- 

  $

64 

  $

1,067 

  $

1,057 

Year

2020

2019

Segment
Property &
Casualty
Property &
Casualty

  $

  $

F-32

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
REINSURANCE INFORMATION
FOR THE YEARS ENDED DECEMBER 31, 2020 AND 2019

(expressed in thousands of U.S. dollars) 

SCHEDULE IV

Year
2020
2019

Segment

  Property & Casualty
  Property & Casualty

  $
  $

Direct
Gross
Premiums

Premiums
ceded to
other
companies

Premiums
assumed
from other
companies

Net amount

Percentage
of amount
assumed to
net

- 
- 

  $
  $

- 
- 

  $
  $

864 
1,057 

  $
  $

864 
1,057 

100%
100%

F-33

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 Exhibit 10.1

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
Exhibit 31.1

Certifications of the Chief Executive Officer
Pursuant to Section 302 of the Sarbanes-Oxley Act and
Rule 13a-14(a) or 15d-14(a) under the Securities Exchange Act of 1934

I, Jay Madhu, certify that:

1.           I have reviewed this Annual Report on Form 10-K of Oxbridge Re Holdings Limited;

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 30, 2021

By: /s/ JAY MADHU

Jay Madhu
Chief Executive Officer and President
(Principal Executive Officer)

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Exhibit 31.2

Certifications of the Chief Financial Officer
Pursuant to Section 302 of the Sarbanes-Oxley Act and
Rule 13a-14(a) or 15d-14(a) under the Securities Exchange Act of 1934

I, Wrendon Timothy, certify that:

1.           I have reviewed this Annual Report on Form 10-K of Oxbridge Re Holdings Limited;

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 30, 2021

By: /s/ WRENDON TIMOTHY
Wrendon Timothy
Chief Financial Officer and Secretary
(Principal Financial Officer and Principal
Accounting Officer)

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Written Statement of the Chief Executive Officer and Chief Financial Officer
Pursuant to 18 U.S.C. §1350

Solely for the purposes of complying with 18 U.S.C. §1350, we, the undersigned Chief Executive Officer and Chief Financial Officer of Oxbridge Re Holdings
Limited (the “Company”), hereby certify, based on our knowledge, that the Annual Report on Form 10-K of the Company for the year ended December 31, 2020
(the “Report”) fully complies with the requirements of Section 13(a) of the Securities Exchange Act of 1934, as amended and that information contained in the
Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

Exhibit 32.1

/s/ JAY MADHU                               
Jay Madhu
Chief Executive Officer and President
(Principal Executive Officer)

/s/ WRENDON TIMOTHY               
Wrendon Timothy
Chief Financial Officer and Secretary
(Principal Financial Officer and Principal
Accounting Officer)

Date: March 30, 2021

EDGAR Stream is a copyright of Issuer Direct Corporation, all rights reserved.