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Oxbridge Re Holdings Limited

oxbr · NASDAQ Financial Services
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Industry Insurance - Specialty
Employees 1-10
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FY2022 Annual Report · Oxbridge Re Holdings Limited
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UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
WASHINGTON, D.C. 20549

FORM 10-K

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

For the Fiscal Year Ended December 31, 2022

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 has filed a report on and attestation to its management’s assessment of the effectiveness of its internal
control over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared
or issued its audit report. Yes ☐ No ☒

If securities are registered pursuant to Section 12(b) of the Act, indicate by check mark whether the financial statements of the registrant included in

the filing reflect the correction of an error to previously issued financial statements. ☐

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation

received by any of the registrant’s executive officers during the relevant recovery period pursuant to §240.10D-1(b). ☐

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). Yes ☐ No ☒

The aggregate market value of the voting common equity held by non-affiliates of the registrant was $1,606,951 (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, 2022). For purposes of this calculation, the registrant has assumed that its directors and executive officers as of June 30,
2022 were affiliates.

As of March 30, 2023, 5,866,234 ordinary shares, par value $0.001 (USD) per share, were outstanding.

Documents Incorporated by Reference:

Information  required  by  Part  III  is  incorporated  by  reference  from  registrant’s  Proxy  Statement  for  its  2023  annual  meeting  of  stockholders  or  an
amendment to this Annual Report on Form 10-K, which will be filed with the Securities and Exchange Commission within 120 days after the end of its
fiscal year ended December 31, 2022.

 
 
 
 
 
 
 
 
 
 
OXBRIDGE RE HOLDINGS LIMITED

Index to Annual Report on Form 10-K

Year Ended December 31, 2022

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 9C. DISCLOSURE REGARDING FOREIGN JURISDICTIONS THAT PREVENT INSPECTIONS

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

PART IV.

ITEM 15.

EXHIBITS, FINANCIAL STATEMENT SCHEDULES

ITEM 16.

FORM 10-K SUMMARY

INDEX TO EXHIBITS

Page

3

4

16

32

32

32

32

33

35

35

46

46

46

46

47

47

48

48

48

48

48

49

49

50

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
SIGNATURES

51

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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.

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PART I

ITEM 1 BUSINESS

Overview

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.  We  focus  on  underwriting  fully  collateralized  reinsurance  contracts  primarily  for  property  and
casualty insurance companies in the Gulf Coast region of the United States, with an emphasis on Florida. 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. Oxbridge Re NS functions
as a reinsurance sidecar which increases the underwriting capacity of Oxbridge Reinsurance Limited. Oxbridge Re NS issues participating notes to third
party investors, the proceeds of which are utilized to collateralize Oxbridge Reinsurance Limited’s reinsurance obligations.

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. Additionally, we intend to complement our underwriting profits with investment profits on an opportunistic
basis.

Our underwriting 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  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
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.

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 could erode as the industry seeks to reduce frictional costs.

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Recent Developments

Formation of SurancePlus

SurancePlus Inc., an indirect wholly-owned subsidiary of Oxbridge Re Holdings Limited, was incorporated as a British Virgin Islands Business Company
on December 19, 2022 for the purposes of tokenizing reinsurance contracts underwritten by its affiliated licensed reinsurer, Oxbridge Re NS.

On  March  27,  2023,  the  Company  and  SurancePlus  Inc.  (“SurancePlus”),  issued  a  press  release  announcing  the  commencement  of  an  offering  by
SurancePlus  of  up  to  $5.0  million  (USD)  of  DeltaCat  Re  Tokens  (the  “Tokens”),  which  represent  Series  DeltaCat  Preferred  Shares  of  SurancePlus
(“Preferred Shares”, and together with the Tokens, the “Securities”). Each Token, which will have a purchase price of $10.00 per Token, will represent one
Preferred Share of SurancePlus.

The proceeds from the offer and sale of the Securities will be used by SurancePlus to purchase one or more participating notes of Oxbridge Re NS,
and the proceeds from the sale of participating notes will be invested in collateralized reinsurance contracts to be underwritten by Oxbridge Re NS. The
holders of the Securities will generally be entitled to proceeds from the payment of participating notes in the amount of a preferred return of $12.00 plus
80% of any proceeds in excess of the amount necessary to pay the preferred return. Assuming no casualty losses to properties reinsured by Oxbridge Re’s
reinsurance subsidiaries, DeltaCat Re token investors are expected to receive a return on the original purchase price of the tokens of up to 196% after 3
years.

The Securities have not been registered under the Securities Act of 1933, as amended (the “Securities Act”), or any state or other securities laws
and may not be offered or sold in the United States absent an effective registration statement or an applicable exemption from registration requirements or a
transaction not subject to the registration requirements of the Securities Act or any state or other securities laws. The Securities will be sold in a transaction
exempt from registration under the Securities Act and will be sold only to persons reasonably believed to be accredited investors in the United States under
SEC Rule 506(c) under the Securities Act and outside the United States only to non-U.S. persons in accordance with Regulation S under the Securities Act.

ATM Facility

On September 30, 2022, the Company entered into an Equity Distribution Agreement (the “Offering Agreement”) with Maxim Group LLC, as sales agent
(the “Sales Agent”), pursuant to which the Company could offer and sell, from time to time, through the Sales Agent up to $6,300,000 of the Company’s
ordinary  shares,  $0.001  par  value  (“Ordinary  Shares”).  The  expiration  date  of  the  Offering  Agreement  is  the  earlier  of  (i)  the  issuance  and  sale  of  the
Ordinary Shares having an aggregate offering price equal to $6,300,000, or (ii) the termination of the Offering Agreement by either the Sales Agent or the
Company, in each such party’s sole discretion, upon the provision of thirty (30) days’ written notice. The Company will pay the Sales Agent a commission
equal to 3.0% of the gross proceeds of the Ordinary Shares sold by the Sales Agent pursuant to the Offering Agreement.

Sales of the Ordinary Shares under the Offering Agreement, if any, may be made in transactions that are deemed to be “at-the-market” offerings as defined
in Rule 415 under the Securities Act of 1933, as amended, including without limitation sales made directly on or through the Nasdaq Capital Market or any
other existing trading market for the Ordinary Shares. The Sales Agent will use commercially reasonable efforts consistent with its normal trading and sales
practices  to  sell  the  Ordinary  Shares  from  time  to  time,  based  upon  instructions  from  the  Company  (including  any  price,  time  or  amount  limits  the
Company may impose). The Company is not obligated to make any sales under the Offering Agreement.

The  Ordinary  Shares  were  registered  pursuant  to  the  Company’s  shelf  registration  statement  on  Form  S-3  (File  No.  333-262590)  (the  “Registration
Statement”), and offerings of the Ordinary Shares will be made only by means of a prospectus supplement.

Oxbridge Acquisition Corp.

On August 16, 2021, Oxbridge Acquisition Corp. (“Oxbridge Acquisition or “the SPAC”), a Cayman Islands special purpose acquisition company
in  which  the  Company  has  an  indirect  investment  through  its  wholly-owned  licensed  reinsurance  subsidiary  Oxbridge  Reinsurance  Limited  (“OXRE”),
announced the closing of an initial public offering of units (“Units”). In the initial public offering, Oxbridge Acquisition sold an aggregate of 11,500,000
Units at a price of $10.00 per unit, resulting in total gross proceeds of $115,000,000. Each Unit consisted of one Class A ordinary share and one redeemable
warrant, with each warrant entitling the holder thereof to purchase one Class A ordinary share of Oxbridge Acquisition at a price of $11.50 per share.

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The initial public offering of Oxbridge Acquisition was sponsored by OAC Sponsor Ltd. (“Sponsor”). In connection with Oxbridge Acquisition’s
initial public offering, Sponsor purchased from Oxbridge Acquisition, simultaneous with the closing of the initial public offering, an aggregate of 4,897,500
warrants at a price of $1.00 per warrant ($4,897,500 in the aggregate) in a private placement (the “Private Placement Warrants”). Each Private Placement
Warrant is exercisable to purchase one Class A ordinary share of Oxbridge Acquisition at $11.50 per share. In addition, Sponsor holds 2,875,000 shares of
the Class B ordinary shares of Oxbridge Acquisition, representing 20% of the outstanding shares of Oxbridge Acquisition (the “Class B Shares”).

In connection with the organization of Sponsor, OXRE placed approximately 34.7% of the risk capital and owns approximately 49.6% and 63.1%
of the ordinary shares and preferred shares, respectively, of the Sponsor (the “Sponsor Equity Interest”). The preferred shares of Sponsor are nonvoting
shares and generally entitle the holders thereof to receive the net proceeds, if any, received by Sponsor from the sale, exchange, or disposition of the Private
Placement Warrants or the shares issuable upon the exercise thereof, and the ordinary shares of Sponsor (which are voting shares in Sponsor) will generally
be equivalent to the value of the Class B Shares of Oxbridge Acquisition held by Sponsor.

On August 11, 2021, OXRE entered into a Share Purchase Agreement with Sponsor (the “Initial Share Purchase Agreement”) under which OXRE
purchased  the  Sponsor  Equity  Interest  for  an  aggregate  purchase  price  of  $2,000,000.  Under  the  Initial  Share  Purchase  Agreement,  OXRE  acquired  an
aggregate of 1,500,000 ordinary shares and 3,094,999 preferred shares of Sponsor.

On November 14, 2022, OXRE entered into a Second Share Purchase Agreement with Sponsor (the “Second Share Purchase Agreement”) under

which OXRE acquired an additional 285,000 ordinary shares of Sponsor for an aggregate purchase price of $285,000.

In addition to the foregoing, the Initial Share Purchase Agreement and the Second Share Purchase Agreement contains customary representations,

warranties, and covenants.

On  November  9,  2022,  Oxbridge  Acquisition  held  an  extraordinary  general  meeting  (the  “EGM”)  of  shareholders.  At  the  EGM,  Oxbridge
Acquisition’s shareholders were presented the proposals to extend the date by which Oxbridge Acquisition must consummate a business combination from
November  16,  2022  to  August  16,  2023  (or  such  earlier  date  as  determined  by  Oxbridge  Acquisition’s  Board)  by  amending  Oxbridge  Acquisition’s
Amended and Restated Memorandum and Articles of Association (the “Extension Amendment Proposal”). The Extension Amendment Proposal to amend
Oxbridge Acquisition’s Amended and Restated Memorandum and Articles of Association (“Charter Amendment”) was approved.

In  connection  with  the  Extension  Amendment  Proposal,  the  Sponsor  has  agreed  to  contribute  to  Oxbridge  Acquisition  a  loan  of  $575,000  (the
“Extension  Loan”),  to  be  deposited  into  Oxbridge  Acquisition’s  Trust  Account  to  extend  the  Termination  Date  from  November  16,  2022  to  August  16,
2023.  On  November  14,  2022,  the  Company  subscribed  for  additional  ordinary  shares  in  the  Sponsor  for  an  amount  of  $285,000,  representing  the
Company’s pro-rata portion of the Extension Loan. As such, the Company’s Sponsor Equity Interest remained at approximately 49.6% and 63.1% of the
ordinary shares and preferred shares, respectively, of the Sponsor.

On  February  28,  2023,  the  Company  announced  in  a  press  release  that  Oxbridge  Acquisition  filed  a  Current  Report  on  Form  8-K  with  the
Securities  and  Exchange  Commission  in  connection  with  Oxbridge  Acquisition’s  business  combination  with  Jet  Token  Inc.  (“Jet”),  a  Delaware  based
company. Upon the closing of the transaction, the combined company will be named Jet.AI Inc. Jet offers fractional aircraft ownership, jet card, aircraft
brokerage and charter service through its fleet of private aircraft and those of Jet’s Argus Platinum operating partner. Jet’s charter app enables travelers to
look, book and fly. The funding and capital markets access from this transaction is expected to enable Jet to continue its growth strategy of AI software
development and fleet expansion. The business combination is expected to be completed late in the second quarter of 2023.

The Company’s wholly-owned licensed reinsurance subsidiary, Oxbridge Reinsurance Limited (“Oxbridge Reinsurance”), is the lead investor in
Oxbridge Acquisition’s sponsor and holds the equivalent of 1,426,180 Class B shares, which at closing of the business combination will have a value of
$14,261,800. This does not include the value of the 3,094,999 private placement warrants that the Company beneficially holds in Oxbridge Acquisition.

Our Business Strategy

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

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

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● 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.

●

Take Advantage of Market Opportunities. Although our business is initially focused on catastrophe coverage for Gulf Coast insurers 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  investing  into  related  party  special  purpose  acquisition  companies,  further  diversifying  our
business into other geographic or market areas, which could include quota share reinsurance contracts, joint ventures, renewal rights transactions,
corporate acquisitions of other insurers or reinsurers, spinoffs, mergers 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.

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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.

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.

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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.

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 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).

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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.

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.

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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.

Investment Strategy

Our Company takes an opportunistic approach 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.  Through  its  reinsurance
subsidiaries,  the  Company  has  made  and  intend  to  make  future  investments  that  can  contribute  to  the  growth  of  capital  and  surplus  in  its  licensed
reinsurance subsidiaries over time.

Some 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. Currently, all amounts held in trust accounts are in cash
and cash equivalents.

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 Sirius Point 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.

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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.

Employees

As of March 30, 2023, we had four employees, all of which were full-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.

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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Summary of Risk Factors

Our business is subject to numerous risks and uncertainties, including those highlighted in the section titled “Risk Factors,” that represent challenges that
we face in connection with the successful implementation of our strategy. The occurrence of one or more of the events or circumstances described in the
section titled “Risk Factors,” alone or in combination with other events or circumstances may have an adverse effect on our business, cash flows, financial
condition and results of operations. In that case, the market price of our securities could decline, and you may lose some or all of your investment. Such
risks include, but are not limited to:

● We have made a significant investment in the sponsor of a blank check company commonly referred to as a special purpose acquisition company

(“SPAC”), and will suffer the loss of all of our investment if the SPAC does not complete an acquisition by August 16, 2023.

● Our use of fair value accounting of our indirect investment in the SPAC could result in income statement volatility.
●
●
●

Failure to become rated by A.M. Best, or receipt of a negative rating, could significantly and negatively affect our ability to grow.
Established competitors with greater resources may make it difficult for us to effectively market our products or offer our products at a profit.
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.
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.
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.

●
●
● 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.

● 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.

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

● We depend on our clients’ evaluations of the risks associated with their insurance underwriting, which may subject us to reinsurance losses.
●
● Operational risks, including human or systems failures, are inherent in our business.
●
The effect of emerging claim and coverage issues on our business is uncertain
● We  are  required  to  maintain  sufficient  collateral  accounts,  which  could  significantly  and  negatively  affect  our  ability  to  implement  our  business

strategy.
The inability to obtain business provided from brokers could adversely affect our business strategy and results of operations.
The involvement of reinsurance brokers may subject us to their credit risk.

●
●
● 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.

● U.S. and global economic downturns could harm our business, our liquidity and financial condition and the price of our securities.
● Our ability to implement our business strategy could be delayed or adversely affected by Cayman Islands employment restrictions.

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●

●

●

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

● Any suspension or revocation of our reinsurance license would materially impact our ability to do business and implement our business strategy.
● Our reinsurance subsidiaries are subject to minimum capital and surplus requirements, and our failure to meet these requirements could subject us to

regulatory action.

● As a holding company, we will depend on the ability of our subsidiaries to pay dividends.
● We are subject to the risk of possibly becoming an investment company under U.S. federal securities law.
●

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

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

Provisions  of  our  Third  Amended  and  Restated  Memorandum  and  Articles  of  Association  (“Articles”)  could  adversely  affect  the  value  of  our
securities.
Provisions of the Companies Law of the Cayman Islands could prevent a merger or takeover of our company.

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

●
● 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.

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

● United States tax-exempt organizations who own ordinary shares may recognize 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.

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

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ITEM 1A RISK FACTORS

Risks Relating to Our Business

We have made a significant investment in the sponsor of a blank check company commonly referred to as a special purpose acquisition company
(“SPAC”), and will suffer the loss of all of our investment if the SPAC does not complete an acquisition by August 16, 2023

In August  2021,  we  made  an  investment  of  $2,000,000  in  OAC  Sponsor  Ltd  (“Sponsor”),  that  served  as  the  sponsor  of  Oxbridge  Acquisition
Corp.,  a  special  purpose  acquisition  company  (“Oxbridge  Acquisition”).  The  investment  was  made  to  fund,  in  part,  Sponsor’s  purchase  of  private
placement  warrants  of  Oxbridge  Acquisition  as  a  part  of  the  sponsorship  of  Oxbridge  Acquisition.  Prior  to  a  business  combination  by  Oxbridge
Acquisition, Sponsor holds 100% of the shares of Class B ordinary shares and 4,897,500 Private Placement Warrants of Oxbridge Acquisition. The Class B
shares equal approximately 20% of the outstanding common stock of Oxbridge Acquisition.
On November 14, 2022, we made an additional investment of $285,000 in connection with the SPAC’s deadline extension to August 16, 2023.

The Company owns approximately 49.6% and 63.1% of the ordinary shares and preferred shares, respectively, of the Sponsor (the “Sponsor Equity
Interest”). The preferred shares of Sponsor are nonvoting shares and entitle the holders thereof to receive the net proceeds, if any, received by Sponsor from
the sale, exchange, or disposition of the Private Placement Warrants or the shares issuable upon the exercise thereof, and the ordinary shares of Sponsor
(which  are  voting  shares  in  Sponsor)  are  equivalent  to  the  value  of  the  Class  B  Shares  of  Oxbridge  Acquisition  held  by  Sponsor.  Upon  the  successful
completion  of  a  business  combination  by  Oxbridge  Acquisition,  the  proforma  ownership  of  the  new  company  will  vary  depending  on  the  business
combination terms.

Although Oxbridge Acquisition entered into a Business Combination Agreement and Plan of Reorganization on February 24, 2023 with Jet Token,
Inc.  that  contemplates  a  business  combination  transaction  with  Jet  Token,  Inc.,  there  is  no  assurance  that  Oxbridge  Acquisition  will  be  successful  in
completing such a business combination or that any business combination will be successful. The Company can lose its entire investment in Sponsor if the
contemplated  business  combination  is  not  completed  by  August  16,  2023  or  if  the  business  combination  is  not  successful,  which  would  materially
adversely impact our shareholder value.

Our  use  of  fair  value  accounting  of  our  indirect  investment  in  Oxbridge  Acquisition  could  result  in  income  statement  volatility,  which  in  turn,
could cause significant market price and trading volume fluctuations for our securities.

Our beneficial interests in Oxbridge Acquisition’s Class B shares and Private Placement Warrants are recorded at fair value with changes in fair
value being recorded in the consolidated statement of operations during the period of change. The Company’s management makes a significant judgment
and assumption that a business combination is more than likely to occur.. The fair value calculation of the Company’s beneficial interest in OXAC’s Class
B shares and Private Placement Warrants is dependent on company-specific adjustments applied to the observable trading prices of OXAC Class A shares
and public warrants. At December 31, 2022, the Company relied on an independent valuation specialist who estimates that a specific discount of 25.11%
sufficiently captures the risk or profit that a market participant would require as compensation for assuming the inherent risk of forfeiture if a business
combination does not occur and the lack of marketability of the Company’s beneficial interests in the OXAC. The Company classifies the investment in
Oxbridge Acquisition as Level 3 in the fair value hierarchy due to the unobservable input of the company-specific adjustment. However, the Company can
lose its entire investment if a business combination is not completed by August 16, 2023 or if the business combination is not successful. Additionally, the
fair value of the investment must be remeasured quarterly. Because of this, our earnings may experience greater volatility in the future as a decline in the
fair  value  of  our  investment  in  Oxbridge  Acquisition  could  significantly  reduce  both  our  earnings  and  shareholders’  equity,  which  in  turn,  could  cause
significant market price and trading volume fluctuations for our securities.

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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 subsidiaries 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, including our indirect investment in the SPAC.

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.

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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.

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:

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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  Sirius  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:

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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  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.  Because  of  our  emphasis  on  Florida,  we  are  particularly
vulnerable to hurricanes and with windstorm losses occurring in Florida. 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.

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.

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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  four  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 licenses would materially impact our ability to do business and implement our business strategy.

Oxbridge Reinsurance Limited and Oxbridge Re NS are each licensed as an insurer only in the Cayman Islands by CIMA, and we do not intend to
obtain a license in any other jurisdiction. The suspension or revocation of each of our licenses 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 licenses 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, each of Oxbridge Reinsurance Limited and Oxbridge Re NS is subject to the supervision of CIMA and CIMA
may at any time direct Oxbridge Reinsurance Limited and/or 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.

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

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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;
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.

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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) 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  run  the  risk  of  inadvertently  being  deemed  to  be  an  investment  company  that  is  required  to  register  under  the  Investment
Company because a significant portion of our assets may be deemed to consist of, or may be deemed to have consisted of, investment securities, including
potentially Oxbridge Reinsurance Limited’s interest in Oxbridge Acquisition Corp. However, 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.

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.

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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.

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.

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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.

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 2021, the income is earned by a corporation that is predominantly
engaged  in  an  insurance  business,  and  (ii)  for  years  after  2021,  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 2022 and 2021 years. For years prior to 2021, 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 2022 or prior years. We do not have an
expectation, however, as to whether or not we may be a PFIC in years after 2022. 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.

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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.

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.

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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 currently lease office space at Suite 201, 42 Edward Street, Georgetown, Grand Cayman. This lease expires in February 2024. 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.

ITEM 4 MINE SAFETY DISCLOSURES

Not applicable.

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

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Holders of Record and Tax Information

As of March 30, 2023, there were 13 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, 2022, 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.

We paid no dividends in both 2022 and 2021.

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, 2022.

Issuer Purchases of Equity Securities

The Company did not repurchase any ordinary shares or warrants in 2022.

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ITEM 6 [RESERVED]

Not applicable.

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, 2022.

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,  2022  and  2021  and  our  financial
condition  as  of  December  31,  2022  and  2021.  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.

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.  Oxbridge  Re  NS  functions  as  a  reinsurance  sidecar  which  increases  the  underwriting  capacity  of
Oxbridge  Reinsurance  Limited.  Oxbridge  Re  NS  issues  participating  notes  to  third  party  investors,  the  proceeds  of  which  are  utilized  to  collateralize
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, with an emphasis on Florida. 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. Additionally, we complement our underwriting profits with investment profits on an opportunistic basis.
Our underwriting business focus is on fully collateralized reinsurance contracts for property catastrophes, primarily in the Gulf Coast region of the United
States,  with  an  emphasis  on  Florida.  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), 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.

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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.

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 could erode as the industry seeks to reduce frictional costs.

Recent Developments

Formation of SurancePlus

SurancePlus Inc., an indirect wholly-owned subsidiary of Oxbridge Re Holdings Limited, was incorporated as a British Virgin Islands Business Company
on December 19, 2022 for the purposes of tokenizing reinsurance contracts underwritten by its affiliated licensed reinsurer, Oxbridge Re NS.

On  March  27,  2023,  the  Company  and  SurancePlus  Inc.  (“SurancePlus”),  issued  a  press  release  announcing  the  commencement  of  an  offering  by
SurancePlus  of  up  to  $5.0  million  (USD)  of  DeltaCat  Re  Tokens  (the  “Tokens”),  which  represent  Series  DeltaCat  Preferred  Shares  of  SurancePlus
(“Preferred Shares”, and together with the Tokens, the “Securities”). Each Token, which will have a purchase price of $10.00 per Token, will represent one
Preferred Share of SurancePlus.

The proceeds from the offer and sale of the Securities will be used by SurancePlus to purchase one or more participating notes of Oxbridge Re NS,
and the proceeds from the sale of participating notes will be invested in collateralized reinsurance contracts to be underwritten by Oxbridge Re NS. The
holders of the Securities will generally be entitled to proceeds from the payment of participating notes in the amount of a preferred return of $12.00 plus
80% of any proceeds in excess of the amount necessary to pay the preferred return. Assuming no casualty losses to properties reinsured by Oxbridge Re’s
reinsurance subsidiaries, DeltaCat Re token investors are expected to receive a return on the original purchase price of the tokens of up to 196% after 3
years.

The Securities have not been registered under the Securities Act of 1933, as amended (the “Securities Act”), or any state or other securities laws
and may not be offered or sold in the United States absent an effective registration statement or an applicable exemption from registration requirements or a
transaction not subject to the registration requirements of the Securities Act or any state or other securities laws. The Securities will be sold in a transaction
exempt from registration under the Securities Act and will be sold only to persons reasonably believed to be accredited investors in the United States under
SEC Rule 506(c) under the Securities Act and outside the United States only to non-U.S. persons in accordance with Regulation S under the Securities Act.

ATM Facility

On September 30, 2022, the Company entered into an Equity Distribution Agreement (the “Offering Agreement”) with Maxim Group LLC, as sales agent
(the “Sales Agent”), pursuant to which the Company could offer and sell, from time to time, through the Sales Agent up to $6,300,000 of the Company’s
ordinary  shares,  $0.001  par  value  (“Ordinary  Shares”).  The  expiration  date  of  the  Offering  Agreement  is  the  earlier  of  (i)  the  issuance  and  sale  of  the
Ordinary Shares having an aggregate offering price equal to $6,300,000, or (ii) the termination of the Offering Agreement by either the Sales Agent or the
Company, in each such party’s sole discretion, upon the provision of thirty (30) days’ written notice. The Company will pay the Sales Agent a commission
equal to 3.0% of the gross proceeds of the Ordinary Shares sold by the Sales Agent pursuant to the Offering Agreement.

Sales of the Ordinary Shares under the Offering Agreement, if any, may be made in transactions that are deemed to be “at-the-market” offerings as defined
in Rule 415 under the Securities Act of 1933, as amended, including without limitation sales made directly on or through the Nasdaq Capital Market or any
other existing trading market for the Ordinary Shares. The Sales Agent will use commercially reasonable efforts consistent with its normal trading and sales
practices  to  sell  the  Ordinary  Shares  from  time  to  time,  based  upon  instructions  from  the  Company  (including  any  price,  time  or  amount  limits  the
Company may impose). The Company is not obligated to make any sales under the Offering Agreement.

The  Ordinary  Shares  were  registered  pursuant  to  the  Company’s  shelf  registration  statement  on  Form  S-3  (File  No.  333-262590)  (the  “Registration
Statement”), and offerings of the Ordinary Shares will be made only by means of a prospectus supplement.

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Oxbridge Acquisition Corp.

On  August  16,  2021,  Oxbridge  Acquisition  Corp.  (“Oxbridge  Acquisition”  or  “the  SPAC”),  a  Cayman  Islands  special  purpose  acquisition
company  in  which  the  Company  has  an  indirect  investment  through  its  wholly-owned  licensed  reinsurance  subsidiary  Oxbridge  Reinsurance  Limited
(“OXRE”), announced the closing of an initial public offering of units (“Units”). In the initial public offering, Oxbridge Acquisition sold an aggregate of
11,500,000 Units at a price of $10.00 per unit, resulting in total gross proceeds of $115,000,000. Each Unit consisted of one Class A ordinary share and one
redeemable warrant, with each warrant entitling the holder thereof to purchase one Class A ordinary share of Oxbridge Acquisition at a price of $11.50 per
share.

The initial public offering of Oxbridge Acquisition was sponsored by OAC Sponsor Ltd. (“Sponsor”). In connection with Oxbridge Acquisition’s
initial public offering, Sponsor purchased from Oxbridge Acquisition, simultaneous with the closing of the initial public offering, an aggregate of 4,897,500
warrants at a price of $1.00 per warrant ($4,897,500 in the aggregate) in a private placement (the “Private Placement Warrants”). Each Private Placement
Warrant is exercisable to purchase one Class A ordinary share of Oxbridge Acquisition at $11.50 per share. In addition, Sponsor holds 2,875,000 shares of
the Class B ordinary shares of Oxbridge Acquisition, representing 20% of the outstanding shares of Oxbridge Acquisition (the “Class B Shares”).

In connection with the organization of Sponsor, OXRE placed approximately 34.7% of the risk capital and owns approximately 49.6% and 63.1%
of the ordinary shares and preferred shares, respectively, of the Sponsor (the “Sponsor Equity Interest”). The preferred shares of Sponsor are nonvoting
shares and generally entitle the holders thereof to receive the net proceeds, if any, received by Sponsor from the sale, exchange, or disposition of the Private
Placement Warrants or the shares issuable upon the exercise thereof, and the ordinary shares of Sponsor (which are voting shares in Sponsor) will generally
be equivalent to the value of the Class B Shares of Oxbridge Acquisition held by Sponsor.

On August 11, 2021, OXRE entered into a Share Purchase Agreement with Sponsor (the “ Initial Share Purchase Agreement”) under which OXRE
purchased  the  Sponsor  Equity  Interest  for  an  aggregate  purchase  price  of  $2,000,000  (the  “Share  Purchase  Agreement”).  Under  the  Share  Purchase
Agreement, OXRE acquired an aggregate of 1,500,000 ordinary shares and 3,094,999 preferred shares of Sponsor.

On November 14, 2022, OXRE entered into a Second Share Purchase Agreement with Sponsor (the “Second Share Purchase Agreement”) under

which OXRE acquired an additional 285,000 ordinary shares of Sponsor for an aggregate purchase price of $285,000.

In addition to the foregoing, the Initial Share Purchase Agreement contains customary representations, warranties, and covenants.

On  November  9,  2022,  Oxbridge  Acquisition  held  an  extraordinary  general  meeting  (the  “EGM”)  of  shareholders.  At  the  EGM,  Oxbridge
Acquisition’s shareholders were presented the proposals to extend the date by which Oxbridge Acquisition must consummate a business combination from
November  16,  2022  to  August  16,  2023  (or  such  earlier  date  as  determined  by  Oxbridge  Acquisition’s  Board)  by  amending  Oxbridge  Acquisition’s
Amended and Restated Memorandum and Articles of Association (the “Extension Amendment Proposal”). The Extension Amendment Proposal to amend
Oxbridge Acquisition’s Amended and Restated Memorandum and Articles of Association (“Charter Amendment”) was approved.

In  connection  with  the  Extension  Amendment  Proposal,  the  Sponsor  has  agreed  to  contribute  to  Oxbridge  Acquisition  a  loan  of  $575,000  (the
“Extension  Loan”),  to  be  deposited  into  Oxbridge  Acquisition’s  Trust  Account  to  extend  the  Termination  Date  from  November  16,  2022  to  August  16,
2023.  On  November  14,  2022,  the  Company  subscribed  for  additional  ordinary  shares  in  the  Sponsor  for  an  amount  of  $285,000,  representing  the
Company’s pro-rata portion of the Extension Loan. As such, the Company’s Sponsor Equity Interest remained at approximately 49.6% and 63.1% of the
ordinary shares and preferred shares, respectively, of the Sponsor.

On  February  28,  2023,  the  Company  announced  in  a  press  release  that  Oxbridge  Acquisition  filed  a  Current  Report  on  Form  8-K  with  the
Securities  and  Exchange  Commission  in  connection  with  Oxbridge  Acquisition’s  business  combination  with  Jet  Token  Inc.  (“Jet”),  a  Delaware  based
company. Upon the closing of the transaction, the combined company will be named Jet.AI Inc. Jet offers fractional aircraft ownership, jet card, aircraft
brokerage and charter service through its fleet of private aircraft and those of Jet’s Argus Platinum operating partner. Jet’s charter app enables travelers to
look, book and fly. The funding and capital markets access from this transaction is expected to enable Jet to continue its growth strategy of AI software
development and fleet expansion. The business combination is expected to be completed late in the second quarter of 2023.

The Company’s wholly-owned licensed reinsurance subsidiary, Oxbridge Reinsurance Limited (“Oxbridge Reinsurance”), is the lead investor in
Oxbridge Acquisition’s sponsor and holds the equivalent of 1,426,180 Class B shares, which at closing of the business combination will have a value of
$14,261,800. This does not include the value of the 3,094,999 private placement warrants that the Company beneficially holds in Oxbridge Acquisition.

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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 unrealized (loss)/ gain on other investments;
income under our Administrative Services Agreement

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, 2022, typically one-half of the
premiums will be earned in 2022 and the other half will be earned during 2023. 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.

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Investment Income

Income from our investments is primarily comprised of net realized and unrealized gains (losses) interest income and dividends on investment securities.
Such income is primarily from the Company’s investments, which includes other investments in Oxbridge Acquisition Corp. and 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.

Administrative Services Agreement

Commencing on the effective date of the SPAC’s IPO, the Sponsor agreed to pay the Company a total of up to $10,000 per month for office space,
utilities, secretarial and administrative support to the Sponsor and the SPAC. Upon completion of the SPAC’s initial Business Combination or the SPAC’s
liquidation,  the  Sponsor  will  cease  paying  these  monthly  fees.  For  the  year  ended  December  31,  2022,  the  Company  received  $90,000,  and  recorded
income  of  $120,000  from  the  Sponsor  under  the  Administrative  Services  Agreement,  which  is  included  in  “net  investment  and  other  income”  in  the
consolidated  statements  of  operations.  At  December  31,  2022,  the  Company  recorded  a  receivable  of  $30,000  which  is  included  in  “due  from  related
parties” in the consolidated balance sheets.

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,  2022  and  2021  (dollars  in  thousands,  except  per  share
amounts):

Years Ended December 31,

2022

2021

Revenue
Assumed premiums
Change in unearned premiums reserve

Net premiums earned
Net investment and other income
Net realized investment gain
Unrealized (loss) gain on other investments
Change in fair value of equity securities

Total revenue

Expenses
Losses and loss adjustment expenses
Policy acquisition costs and underwriting expenses
General and administrative expenses

Total expenses

(Loss) Income before income attributable to noteholders

Income attributable to noteholders

Net (loss) income

(Loss) Earnings per share
Basic and Diluted

Weighted-average shares outstanding
Basic and Diluted

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

  $

  $

  $

645 
350 

995 
201 
27 
(35)  
(338)  

850 

1,073 
110 
1,413 

2,596 

(1,746)  

(43)  

(1,789)  

(0.31)  

904 
61 

965 
99 
755 
9,173 
(767)

10,225 

158 
106 
1,305 

1,569 

8,656 

(91)

8,565 

1.49 

5,772,396 

5,735,779 

107.8% 
11.0% 
153.1% 
260.9% 

16.4%
11.0%
146.2%
162.6%

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Comparison of the Year Ended December 31, 2022 to Year Ended December 31, 2021

General. Net loss for the year ended December 31, 2022 was $1.79 million or $0.31 basic and diluted loss per share compared to a net income of
$8.57 million or $1.49 basic and diluted earnings per share for the year ended December 31, 2021. The decrease in earnings is due primarily to a decrease
in unrealized gains on the company’s investment in the SPAC and increased loss and loss adjustment expenses, during the year ended December 31, 2022,
when compared with the prior year.

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, 2022 increased $30 thousand, to
$995 thousand, from $965 thousand for the year ended December 31, 2021. The increase is due to the acceleration of premium recognition on two of the
Company’s  reinsurance  contract  due  to  a  limit  loss  suffered  during  the  year,  as  well  as  higher  rates  on  reinsurance  contracts  during  the  year  ended
December 31, 2022, when compared to the prior year.

Losses Incurred. Losses incurred for the year ended December 31, 2022 increased to $1,073 thousand from $158, for the year ended December
31, 2021. The increase during the year is wholly due to the triggering of a limit loss on two of the Company’s reinsurance contracts, due to the impact of
Hurricane Ian on our book of business.

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,  2022  increased  by  $4
thousand, to $110 thousand from $106 thousand for the year ended December 31, 2021. The increase is due wholly due to the acceleration of premium
recognition as mentioned above, and the resulting acceleration of policy acquisition costs, as well as higher rates on reinsurance contracts during the year
ended December 31, 2022, when compared to the prior year.

General and Administrative Expenses. General and administrative expenses for the year ended December 31, 2022 increased by approximately
$100 thousand to $1.4 million from $1.3 million for the year ended December 31, 2021. The increase is due to expense fluctuations during the year ended
December 31, 2022, and the hiring of an additional member of staff.

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,  2022  increased  to  107.8%  from  16.4%  for  the  year  ended
December 31, 2021. The increase during the year ended December 31, 2022 is wholly due to the limit losses suffered on two of our reinsurance contracts as
a result of Hurricane Ian, partially offset by a higher denominator in net premiums earned, compared with the previous year.

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 remained consistent at 11% for both years December 31, 2022 and 2021.

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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  increased  from  146.2%  for  the  year  ended
December 31, 2021 to 153.1% for the year ended December 31, 2022. The increase is due to higher general and administrative expenses during the year
ended December 31, 2022.

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. The combined ratio increased from 162.6% for the year ended December 31, 2021 to 260.9% for the year ended December 31, 2022. The
increase  is  due  to  the  increase  in  loss  ratio  during  the  year  ending  December  31,  2022  as  a  result  of  limit  loss  suffered  under  two  of  our  reinsurance
contracts, as well as higher general and administrative expenses, when compared with the prior year.

FINANCIAL CONDITION – DECEMBER 31, 2022 COMPARED TO DECEMBER 31, 2021

Restricted Cash and Cash Equivalents. As of December 31, 2022, our restricted cash and cash equivalents increased by $830 thousand, to $2.7
million from $1.89 million as of December 31, 2021. The increase is the net result of a partial withdrawal of collateral on a previous year contract, and the
deposit of collateral for new treaty period during the year ended December 31, 2022.

Investments. As of December 31, 2022, our equity securities increased marginally by $65 thousand to $642 thousand, from $577 thousand as of

December 31, 2021. The increase is primarily a result of purchase of equity securities during the year ended December 31, 2022.

Other investments. As of December 31, 2022, our other investments increased to $11.4 million from $11.17 million at December 31, 2021. The
increase is due to the additional purchases offset by the fair value changes of our investment in in Oxbridge Acquisition Corp., a special purpose acquisition
company in which the Company has an equity investment measured at fair value.

Reserve of losses and loss adjustment expenses. As of December 31, 2022, our reserve for loss and loss adjustment expenses increased to $1.07
million from $0 at December 31, 2021. The increase is due to the limit loss on two of our reinsurance contracts impacting our book of business as a result
of Hurricane Ian.

Notes Payable to Noteholders. As of December 31, 2022, our notes payable remained the same at $216 thousand. These notes relate to Series

2020-1 participating notes issued by our reinsurance sidecar subsidiary, Oxbridge Re NS during the quarter ending December 31, 2020.

Unearned Premiums Reserve. As of December 31, 2022, our unearned premiums reserve decreased by $350 thousand, to $0, from $350 thousand
at  December  31,  2021.  The  decrease  is  due  wholly  to  the  recognition  of  premium  income  on  in-force  reinsurance  contracts  during  the  year  ending
December 31, 2022.

LIQUIDITY AND CAPITAL RESOURCES

General

We  are  organized  as  a  holding  company  and  provide  administrative  and  management  services  to  our  subsidiaries,  as  well  as  to  Oxbridge
Acquisition  Corp.,  a  special  purpose  acquisition  company.  Our  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 needs 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, and administrative services fee income from OAC Sponsor Ltd. 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 business plan and investment guidelines. Our investment portfolio, except for our
investment  in  OAC  sponsor  Ltd.,  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 securities that we own to generate liquidity.

As  of  December  31,  2022,  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 current 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, its subsidiaries Oxbridge
Reinsurance Limited and Oxbridge Re NS are subject to Cayman Islands regulatory constraints that affect its 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, 2022, each subsidiary
exceeded the minimum required. By law, each subsidiary is 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, 2022 and 2021 are summarized below.

Cash Flows for the Year ended December 31, 2022 (in thousands)

Net cash used in operating activities for the year ended December 31, 2022 totaled $829, which consisted primarily of cash received on net written
premiums less cash disbursed for operating expenses and reserve for loss and loss adjustment expenses. Net cash used in investing activities of $661 was
primarily due to other investments and the net purchase and sales of equity securities. There was no cash used in or provided by financing activities.

Cash Flows for the Year ended December 31, 2021 (in thousands)

Net  cash  used  in  operating  activities  for  the  year  ended  December  31,  2021  totaled  $253,  which  consisted  primarily  of  cash  received  on
investments and net written premiums less cash disbursed for operating expenses. Net cash used in investing activities of $1,805 was primarily due to other
investments and the net purchase of equity securities the net proceeds from sale of equity securities. There was no cash used in or provided by financing
activities.

OFF-BALANCE SHEET ARRANGEMENTS

As of December 31, 2022, 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, and particularly to weather events in the State of Florida.
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 accounting principles generally accepted in the United States of America
(“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 footnotes. 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  fair  value  measurements,
particular with respect to our beneficial interest in Oxbridge Acquisition Corp., premium revenues and risk transfer, reserve for loss and loss adjustment
expenses, and deferred acquisition costs.

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 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;

Level 2 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.

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. The fair value of our indirect investment in Oxbridge Acquisition Corp. is based on the fair value calculation made by an
independent valuation expert utilizing observable and unobservable inputs. 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 and management. The investment custodians and management 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, as well as the marketability of the instrument and the risk of forfeiture of such instrument.

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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.

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.

Under 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.

At December 31, 2022 we had reserves of $1.07 million as a result of Hurricane Ian. This represents the maximum loss limit on our reinsurance

contracts that have been affected. 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.

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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 50 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 Chief Executive Officer (our principal executive officer) and our Chief Financial Officer
(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,  2022).  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.

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.

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.

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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, 2022, 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 three months and the year ended December

31, 2022 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

ITEM 9B OTHER INFORMATION

None.

ITEM 9C DISCLOSURE REGARDING FOREIGN JURISDICTIONS THAT PREVENT INSPECTIONS

Not applicable.

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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 2023 Annual Meeting of Shareholders to be filed with the SEC not later than 120 days after December 31, 2022.

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  2023  Annual  Meeting  of

Shareholders or an amendment to this Form 10-K to be filed with the SEC not later than 120 days after December 31, 2022.

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  2023  Annual  Meeting  of

Shareholders or an amendment to this Form 10-K to be filed with the SEC not later than 120 days after December 31, 2022.

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  2023  Annual  Meeting  of

Shareholders or an amendment to this Form 10-K to be filed with the SEC not later than 120 days after December 31, 2021.

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  2023  Annual  Meeting  of

Shareholders or an amendment to this Form 10-K to be filed with the SEC not later than 120 days after December 31, 2022.

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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 50 of this Annual Report on Form 10-K.

(b) Exhibits

Reference is made to the separate exhibit index contained on page 48 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 50 of this Annual Report
on Form 10-K.

ITEM 16 FORM 10-K SUMMARY

None.

49

 
 
 
 
 
 
 
 
 
 
 
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Exhibit

  Title

Oxbridge Re Holdings Limited
Index to Exhibits

3

4.1

4.3

4.4

10.2*

10.4*

10.5*

10.6*

10.7*

10.8*

10.9*

10.10

10.11

10.12

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).

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 March 23, 2020) (Commission File No. 1-36346).

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).

Amended  and  Restated  Employment  Agreement,  dated  January  9,  2023,  with  Jay  Madhu  (incorporated  by  reference  to  Exhibit  10.3  to
Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed January 13, 2023) (Commission File No. 1-36346).

Amended and Restated Employment Agreement, dated January 9, 2023, with Wrendon Timothy (incorporated by reference to Exhibit 10.4
to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed January 13, 2023) (Commission File No. 1-36346).

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).

Oxbridge  Re  Holdings  2021  Omnibus  Incentive  Plan  (incorporated  by  reference  to  Exhibit  10.1  to  Oxbridge  Re  Holdings  Limited’s
Current Report on Form 8-K filed January 13, 2023) (Commission File No.1-36346).

Form of Restricted Stock Agreement under the Oxbridge Re Holdings Limited 2021 Omnibus Incentive Plan (incorporated by reference to
Exhibit 10.5 to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed January 13, 2023) (Commission File No.1-36346).

Oxbridge Re Holdings Limited Non-Employee Director Compensation Program (incorporated by reference to Exhibit 10.1 to Oxbridge Re
Holdings Limited’s Current Report on Form 8-K filed January 13, 2023) (Commission File No.1-36346).

Share Purchase Agreement, dated August 11, 2021, by and between Oxbridge Reinsurance Limited and OAC Sponsor Ltd. (incorporated
by reference to Exhibit 10.7 to Oxbridge Re Holdings Limited’s Quarterly Report on Form 10-Q filed November 7, 2021) (Commission
File No. 1-36346).

Equity Distribution Agreement, dated September 20, 2022, between Oxbridge Re Holdings Limited and Maxim Group LLC (incorporated
by reference to Exhibit 1.1 to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed September 30, 2022) (Commission File
No.1-36346).

21.1

  List of Subsidiaries of Oxbridge Re Holdings Limited.

23.1

  Consent of Independent Registered Public Accounting Firm.

31.1

31.2

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.

32

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

101

The following materials from Oxbridge Re Holdings Limited’s Annual Report on Form 10-K for the fiscal year ended December 31, 2022
are  filed  herewith,  formatted  in  iXBRL  (Inline  Extensible  Business  Reporting  Language):  (i)  Consolidated  Balance  Sheets,  (ii)
Consolidated  Statements  of  Operations,  (iii)  Consolidated  Statements  of  Cash  Flows,  (iv)  Consolidated  Statements  of  Changes  in
Shareholders’ Equity and (v) Notes to Consolidated Financial Statements.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
104

  Cover Page Interactive Data File (embedded within the Inline XBRL document)

* Indicates a management contract or compensatory plan or arrangement.

50

 
 
 
 
 
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SIGNATURES

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its
behalf by the undersigned, thereunto duly authorized.

OXBRIDGE RE HOLDINGS LIMITED

By

/s/ JAY MADHU

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

Date: March 30, 2023

Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below as of March 30, 2023 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/ LESLEY THOMPSON

Lesley Thompson
Director

/s/ ARUN GOWDA

Arun Gowda
Director

/s/ DWIGHT MERREN

  Dwight Merren
  Director

51

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
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Index to Consolidated Financial Statements and Financial Statement Schedules

Consolidated Financial Statements

Report of Independent Registered Public Accounting Firm - (PCAOB ID 400)

Consolidated Balance Sheets at December 31, 2022 and 2021

Consolidated Statements of Operations for the years ended December 31, 2022 and 2021

Consolidated Statements of Cash Flows for the years ended December 31, 2022 and 2021

Consolidated Statements of Changes in Shareholders’ Equity for the years ended December 31, 2022 and 2021

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

52

  Form 10-K

Page(s)

F-1

F-3

F-4

F-5

F-7

F-8

F-31

F-32

F-35

F-36

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

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,
2022  and  2021  and  the  related  consolidated  statements  of  operations,  changes  in  shareholders’  equity  and  cash  flows  for  the  years  then  ended  and  the
related  notes  and  the  consolidated  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  as  of
December 31, 2022 and 2021, 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.

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

Critical Audit Matter

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.

Fair Value Measurement of Other Investments

At December 31, 2022, the Company’s Other Investments reported in the consolidated balance sheet were $11.4 million. As described in Note 2 - Summary
of  Significant  Accounting  Policies  and  Note  4  -  Investments  to  the  consolidated  financial  statements.  Other  Investments  represents  the  Company’s
beneficial interests in Oxbridge Acquisition Corp. (“OXAC”), a special purpose acquisition company, Class B shares, Private Placement Warrants and the
Extension Loan. Other Investments are recorded at fair value. The fair value calculation of the Company’s beneficial interest in OXAC’s Class B shares
and  Private  Placement  Warrants  is  dependent  on  company-specific  adjustments  applied  to  the  observable  trading  prices  of  OXAC  Class  A  shares  and
public  warrants.  The  fair  value  calculation  of  the  Company’s  beneficial  interest  in  the  Extension  Loan  is  dependent  on  company-specific  adjustments
applied  to  the  pro-rata  original  principal  amount  of  the  Extension  Loan.  The  Company’s  management  estimates  that  a  specific  discount  of  25.11%
sufficiently captures the risk or profit that a market participant would require as compensation for i) the lack of marketability of the Company’s beneficial
interests in the OXAC and ii) assuming the inherent risk of forfeiture and default if a business combination doesn’t occur within OXAC’s stipulated time
frame. The Company’s management has selected a discount of 25.11% due to the unobservable nature of this company-specific adjustment. The Company
classifies the Other Investment as Level 3 in the fair value hierarchy. The methods used by management in determining the adjustment to the Company’s
most  recent  fair  value  are  complex  and  subjective  based  on  the  judgement  that  is  required  to  determine  the  key  inputs  and  assumptions  which  can
significantly impact the adjustments recognized.

The principal considerations for our determination of the fair value measurement of other investments as a critical audit matter are the subjectivity of the
inputs  and  assumptions  that  management  utilized  in  determining  the  adjustment  to  the  Company’s  most  recent  fair  value  of  other  investments.  This
required a high degree of effort and judgment in selecting the audit procedures to evaluate management’s estimates and assumptions as it relates to the
valuation of other investments, including the use of an auditor’s specialist.

Addressing the matter involved performing procedures and evaluating audit evidence in connection with forming our overall opinion on the consolidated
financial  statements.  These  procedures  included  among  others  obtaining  an  understating  of,  and  testing  management’s  process  for  evaluating  fair  value
adjustments.  Performing  these  procedures  involved  testing  of  the  completeness  and  accuracy  of  the  data  utilized  by  management  and  evaluated  the
reasonableness of management’s assumptions used to develop an estimate of fair value. In addition, we engaged a specialist to develop an independent
estimate of fair value of the other investments and comparison of management’s estimate to the independently developed estimate of fair value.

HACKER, JOHNSON & SMITH PA
We have served as the Company’s auditor since 2013.
Tampa, Florida
March 30, 2023

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

Assets

Investments:
Equity securities, at fair value (cost: $1,926 and $1,522)
Cash and cash equivalents
Restricted cash and cash equivalents
Premiums receivable
Other investments
Due from related parties
Deferred policy acquisition costs
Operating lease right-of-use assets
Prepayment and other assets
Prepaid offering costs
Property and equipment, net

Total assets

Liabilities:

Liabilities and Shareholders’ Equity

Notes payable to noteholders
Reserve for losses and loss adjustment expenses
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; 5,769,587 and 5,749,587
shares issued and outstanding)
Additional paid-in capital
Accumulated Deficit

Total shareholders’ equity
Total liabilities and shareholders’ equity

At December 31,

2022

2021

$

$

$

$

642   
1,207   
2,721   
282   
11,423   
45   
-   
44   
114   
133   
5   
16,616   

216   
1,073   
-   
44   
294   
1,627   

6   
32,482   
(17,499)  
14,989   
16,616   

577 
3,527 
1,891 
284 
11,173 
5 
38 
135 
50 
- 
9 
17,689 

216 
- 
350 
135 
337 
1,038 

6 
32,355 
(15,710)
16,651 
17,689 

See accompanying Notes to Consolidated Financial Statements

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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
Unrealized (loss) gain on other investments
Change in fair value of equity securities

Total revenue

Expenses
Losses and loss adjustment expenses
Policy acquisition costs and underwriting expenses
General and administrative expenses

Total expenses

(Loss) income before income attributable to noteholders

Income attributable to noteholders

Net (loss) income

(Loss) Earnings per share
Basic and Diluted

Weighted-average shares outstanding
Basic and Diluted

Years Ended December 31,
2021
2022

$

$

$

$

$

$

645   
350   

995   
201   
27   
(35)  
(338)  

850   

1,073   
110   
1,413   

2,596   

(1,746)  

(43)  

(1,789)  

(0.31)  

904 
61 

965 
99 
755 
9,173 
(767)

10,225 

158 
106 
1,305 

1,569 

8,656 

(91)

8,565 

1.49 

5,772,396   

5,735,779 

See accompanying Notes to Consolidated Financial Statements

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

Operating activities
Net (loss) income

Adjustments to reconcile net (loss) income to net cash used in operating activities:

Years ended December 31
2022

2021

$

(1,789)  

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

Change in operating assets and liabilities:

Accrued interest and dividend receivable
Premiums receivable
Due from related party
Deferred policy acquisition costs
Prepayment and other assets
Prepaid offering costs
Losses payable
Unearned premiums reserve
Accounts payable and other liabilities

Net cash used in operating activities

Investing activities
Purchase of equity securities
Purchase of other investments
Proceeds from sale of equity securities
Purchase of property and equipment

Net cash used in investing activities

127   
4   
(27)  
338   
35   

-   
2   
(40)  
38   
(64)  
(133)  
1,073   
(350)  
(43)  

(829)  

(1,002)  
(285)  
626   
-   

(661)  

$

$

F-5

(continued)

8,565 

61 
7 
(755)
767 
(9,173)

1 
180 
(5)
7 
25 
- 
- 
(61)
128 

(253)

(1,148)
(2,000)
1,346 
(3)

(1,805)

 
 
 
 
 
 
 
   
 
 
 
    
 
  
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
    
 
  
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
    
 
  
 
 
 
 
 
Table of Contents

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

Years ended December 31
2022

2021

$
$

$

$
$

(1,490)  
5,418   

3,928   

-   
-   

(2,058)
7,476 

5,418 

- 
- 

See accompanying Notes to Consolidated Financial Statements

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Table of Contents

Balance at December 31, 2020
Net income for the year
Issuance of restricted stock
Share-based compensation
Balance at December 31, 2021

Balance at December 31, 2021
Net loss for the year
Issurance of Restricted stock, net
Share-based compensation
Balance at December 31, 2022

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Consolidated Statements of Changes in Shareholders’ Equity
Years ended December 31, 2022 and 2021
(expressed in thousands of U.S. Dollars, except per share amounts)

Ordinary Share Capital
Shares

Amount

Additional
Paid-in
Capital

    Accumulated    
Deficit

Total
Shareholders’ 
Equity

5,733,587   
-   
16,000   
-   
5,749,587   

5,749,587   
-   
20,000   
-   
5,769,587   

$

$

$

$

6   
-   
-   
-   
6   

6   
-   
-   
-   
      6   

32,294   
-   
-   
61   
32,355   

32,355   
-   
-   
127   
32,482   

(24,275)  
8,565   
-   
-   
(15,710)  

(15,710)  
(1,789)  
-   
-   
(17,499)  

8,025 
8,565 
- 
61 
16,651 

16,651 
(1,789)
- 
127 
14,989 

See accompanying Notes to Consolidated Financial Statements

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Table of Contents

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.

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. SUMMARY OF 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 fair value of the Company’s investment in Oxbridge Acquisition Corp., the allowance for uncollectible receivables and the determination
of  the  reserve  for  losses  and  loss  adjustment  expenses  (if  any),  which  may  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  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.  These
estimates are continually reviewed and adjusted if necessary. Such adjustments are reflected in current operations.

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

2. SUMMARY OF 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 from time to time invests in 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 fixed-maturity investments are carried at fair value with changes in fair value included
as a separate component of accumulated other comprehensive income (loss) in shareholders’ equity. For the Company’s investment in equity securities, and
for the Company’s investment in the special purpose acquisition company Oxbridge Acquisition Corp. classified as “other investments”, 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 securities 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 securities 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.

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.

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  and  management.  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.

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

2. SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES (continued)

The  categorization  of  a  financial  instrument  within  the  hierarchy  is  based  upon  the  pricing  transparency  of  the  instrument,  as  well  as  the
marketability  of  the  instrument  and  the  inherent  risk  of  forfeiture  of  such  instrument.  Management  utilizes  the  services  of  an  independent  valuation
specialist to estimate the fair value of Level 3 securities.

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, 2022, there was no DAC recorded.

Offering Expenses: At December 31, 2022, there were $133,000 of offering expenses on the consolidated balance sheet as prepaid offering costs
in  relation  to  an  equity  distribution  agreement  with  Maxim  Group  LLC  for  the  sale  of  the  ordinary  shares.  In  accordance  with  the  terms  of  the  equity
distribution agreement, we may offer and sell ordinary shares having an aggregate offering price of up to $6.3 million from time to time. Reclassification of
prepaid offering costs to additional paid-in capital will occur upon successful drawdown(s) under the offering.

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, 2022 and 2021, there were no impairments in property and equipment.

Reserves for losses and loss adjustment expenses: The Company determines its reserves for losses and loss adjustment expenses, if any, 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.

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

2. SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES (continued)

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, 2022 and 2021.

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, 2022.

(Loss) Earnings Per Share: Basic (loss)/ earnings per share has been computed on the basis of the weighted-average number of ordinary shares
outstanding during the years presented. Diluted (loss) earnings 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  stock-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. When estimating the expected
volatility,  the  Company  takes  into  consideration  the  historical  volatility  of  entities  similar  to  itself.  The  Company  considers  factors  such  as  an  entity’s
industry, stage of life cycle, size and financial leverage when selecting similar entities. The Company may use a sample peer group of companies in the
reinsurance industry and/or the Company’s own historical volatility in determining the expected volatility.

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

2. SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES (continued)

Additionally, the Company uses the guidance in the SEC’s Staff Accounting Bulletin No. 107 to determine the estimated life of options issued 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 Company has
evaluated  the  impact  of  the  requirements  of  ASU  2016-13  on  the  Company’s  consolidated  financial  statements,  and  believe  that  there  will  not  be  any
material impact.

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.

3. CASH AND CASH EQUIVALENTS AND RESTRICTED CASH AND CASH EQUIVALENTS

Cash held on deposit
Restricted cash held in trust
Total

December 31,

2022

2021

(in thousands)
1,207    $
2,721   
3,928    $

3,527 
1,891 
5,418 

$

$

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, 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.

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4. INVESTMENTS

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

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, 2022 and 2021, the Company did not hold any available-for-sale securities.

Proceeds received, and the gross realized gains and losses from sale of equity securities, for the years ended December 31, 2022 and 2021 are as

follows:

Year ended December 31, 2022
Equity securities

Year ended December 31, 2021
Equity securities

Other Investments

Gross proceeds
from sales

Gross Realized
Gains
($ in thousands)

Gross Realized
Losses

$

$

626   

$

27    $

- 

1,346   

$

755    $

          - 

In connection with Oxbridge Acquisition Corp. (“OXAC”) initial public offering (“IPO”) in August 2021, the Company’s affiliate OAC Sponsor
Ltd. (“Sponsor”) purchased an aggregate 4,897,500 private placement warrants from OXAC (“Private Placement Warrants”) at a price of $1.00 per warrant.
Each Private Placement Warrant is exercisable for one of OXAC’s Class A ordinary share at a price of $ 11.50 per share, and as such meets the definition of
a derivative as outlined within ASC 815, Derivatives and Hedging. The Sponsor also purchased an aggregate of 2,875,000 of OXAC’s Class B ordinary
shares (the “Class B shares”) par value $0.0001 per share for $25,000. The Class B shares and Private Placement Warrants were issued to and are held by
Sponsor. The Class B shares of OXAC held by Sponsor will automatically convert into shares of OXAC’s Class A ordinary shares on a one-for- one basis
at the time of OXAC’s initial business combination and are subject to certain transfer restrictions.

On August 11, 2021, the Company acquired an aggregate of 1,500,000 ordinary shares and 3,094,999 preferred shares of Sponsor for an aggregate
purchase  price  of  $2,000,000.  In  connection  with  the  organization  of  Sponsor,  the  Company  placed  approximately  34.7%  of  the  risk  capital  and  owns
approximately 49.6% and 63.1% of the ordinary shares and preferred shares, respectively, of the Sponsor (the “Sponsor Equity Interest”). The preferred
shares  of  Sponsor  are  nonvoting  shares  and  generally  entitle  the  holders  thereof  to  receive  the  net  proceeds,  if  any,  received  by  Sponsor  from  the  sale,
exchange, or disposition of the Private Placement Warrants or the shares issuable upon the exercise thereof, and the ordinary shares of Sponsor (which are
voting shares in Sponsor) are equivalent to the value of the Class B Shares of OXAC held by Sponsor.

The registration statement for OXAC’s IPO was declared effective on August 11, 2021 and on August 16, 2021, OXAC consummated the IPO
with the sale of 11,500,000 units (the “Units”) at $10.00 per Unit, generating gross proceeds of $115,000,000. The Units trade on the NASDAQ Capital
Market  under  the  ticker  symbol  “OXACU”.  After  the  securities  comprising  the  units  began  separate  trading  on  October  1,  2021,  the  Class  A  ordinary
shares and public warrants were listed on NASDAQ under the symbols “OXAC” and “OXACW,” respectively.

On November 9, 2022, the OXAC held an extraordinary general meeting (the “EGM”) of shareholders. At the EGM, the OXAC’s shareholders
were presented the proposals to extend the date by which OXAC must consummate a business combination from November 16, 2022 to August 16, 2023
(or  such  earlier  date  as  determined  by  OXAC’s  Board)  by  amending  OXAC’s  Amended  and  Restated  Memorandum  and  Articles  of  Association  (the
“Extension  Amendment  Proposal”).  The  Extension  Amendment  Proposal  to  amend  OXAC’s  Amended  and  Restated  Memorandum  and  Articles  of
Association (“Charter Amendment”) was approved.

In connection with the Extension Amendment Proposal, the Sponsor has agreed to contribute to OXAC a loan of $575,000 (the “Extension Loan”
or  “Promissory  Note”),  to  be  deposited  into  OXAC  Trust  Account  to  extend  the  Termination  Date  from  November  16,  2022  to  August  16,  2023.  On
November 14, 2022, the Company subscribed for additional ordinary shares in the Sponsor for an amount of $285,000, representing the Company’s pro-
rata portion of the Extension Loan. As such, the Company’s Sponsor Equity Interest remained at approximately 49.6% and 63.1% of the ordinary shares
and preferred shares, respectively, of the Sponsor.

F-13

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
   
 
 
 
 
    
 
    
 
  
 
 
 
 
    
 
    
 
  
 
 
    
 
    
 
  
 
 
 
 
 
 
 
 
Table of Contents

4. INVESTMENTS (continued)

Other Investments (continued)

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

The Company’s beneficial interests in OXAC’s Class B shares, the Private Placement Warrants and Extension Loan are recorded at fair value and
are classified in “Other Investments” on the consolidated balance sheets. The fair value calculation of the Company’s beneficial interest in OXAC’s Class B
shares and Private Placement Warrants is dependent on company-specific adjustments applied to the observable trading prices of OXAC Class A shares
and public warrants. The fair value calculation of the Company’s beneficial interest in the Extension Loan is dependent on company-specific adjustments
applied  to  the  pro-rata  original  principal  amount  of  the  Extension  Loan.  The  Company’s  management  estimates  that  a  specific  discount  of  25.11%
sufficiently captures the risk or profit that a market participant would require as compensation for i) the lack of marketability of the Company’s beneficial
interests in the OXAC and ii) assuming the inherent risk of forfeiture and default if a business combination doesn’t occur within OXAC’s stipulated time
frame. The Company has selected a discount of 25.11% based on fair value measurements by an independent valuation expert, and due to the unobservable
nature of this company-specific adjustment, the Company classifies the Other Investment as Level 3 in the fair value hierarchy. Subsequent changes in fair
value will be recorded in the consolidated statement of operations during the period of the change.

As  a  result  of  the  re-measurement  of  our  investment  in  OXAC,  we  recognized  for  the  year  ended  December  31,  2022,  an  unrealized  loss  of

$35,000 within our consolidated statement of operations.

Other investments as of December 31, 2022 and 2021 consist of the following (in thousands):

Oxbridge Acquisition Corp. Private Placement Warrants
Oxbridge Acquisition Corp. Promissory Note
Oxbridge Acquisition Corp. Class B Ordinary Shares
Total

Beginning of year
Investment in affiliate
Unrealized (loss) /gain on investment in affiliate
End of year

  December 31, 2022     December 31, 2021  
1,300 
  $
- 
9,873 
11,173 

214   
11,209   
11,423    $

-    $

  $

  $

  $

11,173    $
285   
(35)  
11,423    $

- 
2,000 
9,173 
11,173 

If  OXAC  does  not  complete  a  business  combination  by  August  16,  2023  the  proceeds  from  the  sale  of  the  Private  Placement  Warrants  (after
OXAC IPO transaction costs) will be used to fund the redemption of the shares sold in the OXAC IPO (subject to the requirements of applicable law), and
the Private Placement Warrants will expire without value. The Sponsor holds approximately 20%  of  the  total  ordinary  shares  (Class  A  and  Class  B)  in
OXAC  along  with  the  4,897,500  Private  Placement  Warrants,  and  the  Promissory  Note  of  $575,000.  OXAC  is  managed  by  the  Company’s  executive
officers.

F-14

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
Table of Contents

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, 2022 and 2021:

As of December 31, 2022
Financial Assets:

Cash and cash equivalents

Restricted cash and cash equivalents

Other investments

Equity securities

Total

As of December 31, 2021
Financial Assets:

Cash and cash equivalents

Restricted cash and cash equivalents

Other investments

Equity securities

Total

Fair Value Measurements Using
(Level 2)

(Level 1)

(Level 3)

Total

($ in thousands)

1,207   

2,721   

-   

642   

4,570   

$

$

$

$

$

-    $

-    $

-    $

-    $

1,207 

2,721 

-    $

11,423    $

11,423 

-    $

-    $

642 

       -    $

11,423    $

15,993 

Fair Value Measurements Using
(Level 2)

(Level 1)

(Level 3)

Total

($ in thousands)

3,527   

1,891   

-   

577   

5,995   

$

$

$

$

$

-    $

-    $

-    $

-    $

3,527 

1,891 

-    $

11,173    $

11,173 

-    $

-    $

577 

      -    $

11,173    $

17,168 

$

$

$

$

$

$

$

$

$

$

F-15

 
 
 
 
 
 
 
 
   
 
 
 
 
   
   
   
 
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
   
 
 
 
 
   
   
   
 
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
    
 
    
 
    
 
  
 
 
 
 
    
 
    
 
    
 
  
 
 
Table of Contents

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 Company utilizes the services of an independent valuation expert (“Valuation Expert”) to determine the fair value of the Company’s indirect
investment in OXAC. The Valuation Expert observed that the Class A shares of OXAC trades in a relatively liquid market at the measurement date, and the
Company’s share of OXAC’s Class B shares were convertible to OXAC’s Class A Shares on a 1 to 1 basis. The Valuation Expert applied this ratio to the
value of OXAC’s Class A shares and then applied an additional 25.11% discount to account for the lack of marketability and the inherent risk of forfeiture
should  a  business  combination  not  occur.  Management  concludes  that  with  respect  to  OXAC,  there  is  reduced  inherent  risk  of  forfeiture  and  reduced
default probability due to OXAC’s additional extension through to August 16, 2023 as well as the proposed business combination as disclosed in Note 17.

The Valuation Expert relied on the Black-Scholes option pricing model to determine the fair value of the Company’s beneficial interest in OXAC’s
private placement warrants with a strike price of $11.50. The Valuation Expert observed volatility at 2.97%, term of 0.67 years, expected dividend yield of
0% and the risk-free rate of 4.85%.

Management  has  estimated  the  fair  value  of  the  Company’s  beneficial  interest  in  the  Promissory  Note  to  be  equivalent  to  the  discount  rate  of

25.11%, as determined above, applied to the pro-rata original principal amount of the Promissory Note.

There were no transfers between Levels 1, 2 or 3 during the years ended December 31, 2022 and 2021.

The following table provides a reconciliation of changes in fair value of the beginning and ending balances for the other investments classified as

Level 3:

Fair value of Level 3 other investment at January 1, 2022
Investment in affiliate
Change in valuation inputs or other assumptions
Fair value of Level 3 other investment at December 31, 2022

F-16

Other
Investments
(in thousands)

$

$

11,173 
285 
(35)
11,423 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

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  Oxbridge  Reinsurance  Limited  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 Oxbridge Reinsurance Limited, 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-17

 
 
 
 
 
 
 
 
 
 
 
Table of Contents

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 global 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 years ended December 31,
2022 or 2021. No new participating notes were issued during the year ended December 31, 2022.

The income from Oxbridge Re NS operations that are attributable to the participating notes noteholders for year ended December 31, 2022 was
$43,000,  and  are  included  within  accounts  payable  and  other  liabilities  at  December  31,  2022.  The  income  from  Oxbridge  Re  NS  operations  that  are
attributable to the participating notes noteholders for the year ended December 31, 2021 was $91,000 and are included within accounts payable and other
liabilities at December 31, 2021.

F-18

 
 
 
 
 
 
Table of Contents

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

7. RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES

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, 2022 and 2021

Gross balance, beginning of year
Incurred, net of reinsurance, related to:

Current year
Prior year

Total incurred

Paid related to:
Current year
Prior year

Total paid
Balance, end of year

Year ended
December 31,

2022

2021

($ in thousands)

$

$

-   

1,073   
-   
1,073   

-   
-   
-   
1,073   

- 

158 
- 
158 

(158)
- 
(158)
- 

When losses occur, the reserves for losses and LAE are typically 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 typically suffers limit losses in the event of a Category 3 or above hurricane
making landfall in a populated area where the Company has catastrophe risk exposure. For the year ended December 31, 2022, the Company has recorded
it’s reserves for losses and LAE based on the contractual maximum loss the Company can suffer under the affected contracts.

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.

The losses incurred during the year ended December 31, 2022 related to a first limit loss suffered by the Company as a result of underwriting

exposure to Hurricane Ian, which made landfall in Florida on September 28, 2022.

F-19

 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
   
 
 
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

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-20

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

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 (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  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, if utilized. 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 Company’s methodology or assumptions relating to the Company’s reserve for loss and loss adjustment
expenses for the years ended December 31, 2022 or 2021.

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,  2022,  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-21

 
 
 
 
 
 
 
 
 
 
As of
December
31, 2022
Total of
Incurred-
but
-Not-
Reported
Liabilities
Plus
Expected
Cumulative
Development
Number of
on 
Reported
Reported
Claims
Claims
(dollars in thousands)
-     
-     
-     
-     
-     
-     
-     
         -     

5 
8 
2 
- 
- 
1 
1 

Table of Contents

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

Accident Year  

2016

2017

2018

2019

2020

2021

2022

  $

14,775    $
     $

18,801    $
38,401    $
     $

17,795    $
38,401    $
10,000    $
     $

17,689    $
38,401    $
10,000    $
-    $
     $

2016
2017
2018
2019
2020
2021
2022

17,689    $
38,401    $
10,000    $
-    $
-    $
     $

     $

17,689    $
38,401    $
10,000    $
-    $
-    $
158    $
-    $
66,248    $

17,689    $
38,401    $
10,000    $
-    $
-    $
158    $
1,073    $
67,321    $

Cumulative Paid Losses and Loss Adjustment Expenses

Total     

For the Years Ended December 31,
(in thousands)

Accident Year
2016
2017
2018
2019
2020
2021
2022

Reserve for loss and loss adjustment expenses at
December 31, 2022, net of reinsurance

Total   

  2016  
6,073   
$

  2017  
$ 16,073   
$ 36,293   

  2018  
$ 17,687   
$ 38,401   
6,000   
$

  2021  

  2020  

  2019  
  2022  
$ 17,689    $ 17,689    $ 17,689    $ 17,689 
$ 38,401    $ 38,401    $ 38,401    $ 38,401 
$ 10,000    $ 10,000    $ 10,000    $ 10,000 
- 
-    $
$
- 
-    $
158 
     $
- 
     $ 66,248    $ 66,248 

-    $
-    $
158    $
     $

-    $
     $

     $

-    $ 1,073 

The following table shows the historical average annual percentage payout of claims at December 31, 2022.

Average Annual Percentage Payout of Incurred Claims by Age

Years

1 

2 

3 

4 

5 

Property Catastrophe Reinsurance

57.8% 

34.0% 

9.1% 

0.0% 

0.0% 

6 

0%

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Table of Contents

8. (LOSS) EARNINGS PER SHARE

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

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

per share amounts):

Numerator:

Net (loss) earnings

Denominator:

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

(Loss) earnings per share - basic
(Loss) earnings per share - diluted

Years ended December 31

2022

2021

  $

(1,789)  

8,565 

5,772,396   
-   
-   
5,772,396   
(0.31)  
(0.31)  

  $
  $

5,735,779 
- 
- 
5,735,779 
1.49 
1.49 

For the year ended December 31, 2022, options to purchase 871,250 ordinary shares were anti-dilutive due net loss during the year. For the year
ended  December  31,  2021,  options  to  purchase  896,250  ordinary  shares  were  anti-dilutive  due  to  the  sum  of  the  proceeds,  including  unrecognized
compensation expense, exceeded the average market price of the Company’s ordinary share during the year ended December 31, 2021.

GAAP requires the Company to use the two-class method in computing basic (loss) earnings 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 (loss) earnings per share during the years ended December 31, 2022 and 2021.

F-23

 
 
 
 
 
 
 
 
   
 
 
 
 
   
 
 
 
 
 
   
 
 
 
 
    
 
  
 
 
 
 
    
 
  
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

9. WARRANTS

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

There were 8,230,700 warrants outstanding at December 31, 2022 and 2021. 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, 2022 and 2021.

10. DIVIDENDS

As of December 31, 2022, none of the Company’s accumulated deficit 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  share-based  awards  granted  under  the  2014  Omnibus  Incentive  Plan  (the  “2014  Plan”)  and  the  2021
Omnibus Incentive Plan (the “2021 Plan”) (herein collectively referred to as “the Plans”). Under each of the Plans, 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. During the year ended
December 31, 2022, the Company granted an aggregated of 32,000 of restricted stock to directors under the 2021 Plan and the 2014 Plan. At December 31,
2022, there were 996,000 shares and 11,750 shares available for grant under the 2021 Plan and the 2014 Plan, respectively.

Stock options

Stock options granted and outstanding under the Plans 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, 2022 and 2021 is as follows (option amounts not in thousands):

Outstanding at December 31, 2021
Exercisable at December 31, 2021
Forfeited
Outstanding at December 31, 2022
Exercisable at December 31, 2022

Number of
Options

Weighted-
Average
Exercise
Price

Weighted-
Average
Remaining
Contractual Term  

Aggregate
Intrinsic Value

896,250   
561,250   
(25,000)  
871,250   
721,250   

$
$
$
$
$

F-24

4.71   
4.45   
6.00   
4.67   
4.39   

6.9 years    $
5.8 years    $

-   

5.8 years    $
5.3 years    $

- 
- 
- 
- 
- 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
   
 
   
 
   
 
 
 
   
 
   
 
   
 
   
 
 
   
 
 
   
 
 
   
 
 
 
   
 
 
   
 
 
 
Table of Contents

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, 2022 and 2021 totaled $58,000 and $57,000, respectively, and is included in
general and administrative expenses. At December 31, 2022 and 2021, there was approximately $48,000 and $112,000, respectively, of total unrecognized
compensation  expense  related  to  non-vested  stock  options  granted  under  the  Plans.  The  Company  expects  to  recognize  the  remaining  compensation
expense over a weighted-average period of twenty-four (24) months.

There  were  no  options  granted  during  the  year  ended  December  31,  2022.  During  the  year  ended  December  31,  2021,  400,000  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

2021

0%
31%
0.92%
6.25 
0.32 

  $

At the time of the grant, the dividend yield was based on the Company’s history and expectation of dividend payouts at the time of the grant;

expected volatility was based on volatility of similar companies’ common stock; the risk-free rate was based on the U.S. Treasury yield curve in effect.

The Company examined its historical pattern of option exercises in an effort to determine if there were any pattern based on certain employee
populations. From this analysis, the Company could not identify any patterns in the exercise of options. As such, the Company used the guidance in the
SEC’s Staff Accounting Bulletin No. 107 to determine the estimated life of options issued.

Restricted Stock Awards

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.

Information with respect to the activity of unvested restricted stock awards during the year ended December 31, 2022 is as follows (share amounts

not in thousands):

Nonvested at January 1, 2021
Granted
Vested
Nonvested at December 31, 2021
Granted
Forfeited
Vested
Nonvested at December 31, 2022

F-25

Weighted-
Number of
Restricted
Stock Awards

Weighted-
Average
Grant Date
Fair Value

-   
16,000    $
(1,000)  
15,000   
32,000    $
(12,000)   $
(12,000)  
23,000   

3.57 

3.57 
3.57 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
  
 
 
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

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, 2022 and 2021 totaled $69,000 and $4,000, respectively, and is included in
general  and  administrative  expenses.  At  December  31,  2022  and  2021,  there  was  approximately  $121,000  and  $112,000,  respectively,  of  unrecognized
compensation  expense  related  to  non-vested  restricted  stock  granted  under  the  Plans.  The  Company  expects  to  recognize  the  remaining  compensation
expense over a weighted-average period of thirty-four (34) months.

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, 2022, the Oxbridge Reinsurance Limited’s net worth of $9.22 million exceeded the minimum and prescribed capital requirement.
For  the  years  ended  December  31,  2022  and  2021,  Oxbridge  Reinsurance  Ltd.’s  net  (loss)  income  was  approximately  ($2.0) million and $8.18 million,
respectively.

At December 31, 2022, the Oxbridge Re NS’ net worth of $155 thousand exceeded the minimum and prescribed capital requirement. For the years

ended December 31, 2022 and 2021, Oxbridge Re NS’ net income was approximately $11 thousand and $24 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, 2022 or for the year
then ended.

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  as  disclosed  in  Note  4  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,
notes payable, 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.

F-26

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

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

13. FAIR VALUE AND CERTAIN RISKS AND UNCERTAINTIES (continued)

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  seeks  to  mitigate  its  concentration  of  credit  risk,  and  its  counterparty  risk  by  using  reputable  (and  in  some  cases)  several

counterparties which decreases the likelihood of any significant credit and/or counterparty risk.

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.

14. LEASES

Operating  lease  right-of-use  assets  and  operating  lease  liabilities  are  recognized  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 fourteen (14) 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 less than 1
month, and was renewed subsequent to year end.

F-27

 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

14. LEASES (continued)

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

The components of lease expense and other lease information as of and during the year ended December 31, 2022 and 2021 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

Year Ended

December 31, 2022    

96    $

Year Ended
December 31, 2021  
96 

96    $

96 

$

$

At December 31,
2022

At December 31,
2021

  $

  $

44 

  $

44 

  $

135 

135 

Weighted-average remaining lease term - operating leases

1.17 years   

1.68 years 

Weighted-average discount rate - operating leases

6.5% 

5.49%

Future minimum lease payments under non-cancellable leases as of December 31, 2022 and 2021, reconciled to our discounted operating lease

liability presented on the consolidated balance sheets are as follows:

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

Less imputed interest
Total operating lease liabilities

  At December 31, 2022   

At December 31,
2021

$

$

$

-    $
-   
40   
6   
46    $

(2)  
44   

- 
97 
40 
6 
143 

(8)
135 

F-28

 
 
 
 
 
 
 
 
 
    
 
  
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
  
 
 
  
 
 
 
  
 
 
  
 
 
 
 
 
 
 
  
 
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
 
Table of Contents

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

15. RELATED PARTY TRANSACTIONS

Administrative Services Agreement

Commencing on the effective date of the SPAC’s IPO, the Sponsor agreed to pay the Company a total of up to $10,000 per month for office space,
utilities, secretarial and administrative support to the Sponsor and the SPAC. Upon completion of the SPAC’s initial Business Combination or the SPAC’s
liquidation,  the  Sponsor  will  cease  paying  these  monthly  fees.  For  the  year  ended  December  31,  2022,  the  Company  received  $90,000,  and  recorded
income  of  $120,000  from  the  Sponsor  under  the  Administrative  Services  Agreement,  which  is  included  in  “net  investment  and  other  income”  in  the
consolidated  statements  of  operations.  At  December  31,  2022,  the  Company  recorded  a  receivable  of  $30,000 which  is  included  in  “due  from  related
parties” in the consolidated balance sheets.

Included within “due from related parties” on the consolidated balance sheets is a balance of $15 thousand representing reimbursable expenses

relating to government and professional fees that the Company paid on behalf of the SPAC and the Sponsor.

Participating Notes

During  the  year  ending  December  31,  2021,  Mr.  Jay  Madhu,  a  director  and  officer  of  the  Company  and  its  subsidiaries,  invested  a  principal
amount  of  $68  thousand  in  Series  2020-1  participating  notes.  During  the  years  ended  December  31,  2022  and  2021,  Jay  Madhu  received  $0  and  $12
thousand respectively, return on the investment. The principal balance is included in notes payable at December 31, 2022 and December 31, 2021.

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

F-29

At December 31,

2022

2021

$

$

21    $
38   
34   
37   
130   
(125)  

5    $

21 
38 
34 
37 
130 
(121)
9 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
   
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

17. SUBSEQUENT EVENTS

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

We evaluate all subsequent events and transactions for potential recognition or disclosure in our consolidated financial statements.

Business Combination with Jet Token Inc.

On  February  28,  2023,  the  Company  announced  in  a  press  release  that  Oxbridge  Acquisition  Corp.  (“Oxbridge  Acquisition”)  filed  a  Current
Report on Form 8-K with the Securities and Exchange Commission in connection with Oxbridge Acquisition’s business combination with Jet Token Inc.
(“Jet”),  a  Delaware  based  company.  Upon  the  closing  of  the  transaction,  the  combined  company  will  be  named  Jet.AI  Inc.  Jet  offers  fractional  aircraft
ownership,  jet  card,  aircraft  brokerage  and  charter  service  through  its  fleet  of  private  aircraft  and  those  of  Jet’s  Argus  Platinum  operating  partner.  Jet’s
charter app enables travelers to look, book and fly. The funding and capital markets access from this transaction is expected to enable Jet to continue its
growth strategy of AI software development and fleet expansion. The business combination is expected to be completed late in the second quarter of 2023.

The Company’s wholly-owned licensed reinsurance subsidiary, Oxbridge Reinsurance Limited (“Oxbridge Reinsurance”), is the lead investor in
Oxbridge Acquisition’s sponsor and holds the equivalent of 1,426,180 Class B shares, which at closing of the business combination will have a value of
$14,261,800. This does not include the value of the 3,094,999 private placement warrants that the Company beneficially holds in Oxbridge Acquisition.

Launch of SurancePlus Offering

On March 27, 2023, Oxbridge Re Holdings Limited (the “Company”) and its indirect wholly owned subsidiary SurancePlus Inc. (“SurancePlus”), a British
Virgin  Islands  Business  Company,  issued  a  press  release  announcing  the  commencement  of  an  offering  by  SurancePlus  of  up  to  $5.0 million (USD) of
DeltaCat Re Tokens (the “Tokens”), which represent Series DeltaCat Preferred Shares of SurancePlus (“Preferred Shares”, and together with the Tokens,
the “Securities”). Each Token, which will have a purchase price of $10.00 per Token, will represent one Preferred Share of SurancePlus.

The proceeds from the offer and sale of the Securities will be used by SurancePlus to purchase one or more participating notes of Oxbridge Re NS
Limited, a Cayman Islands licensed reinsurance company subsidiary of the Company, and the proceeds from the sale of participating notes will be invested
in collateralized reinsurance contracts to be underwritten by Oxbridge Re NS Limited. The holders of the Securities will generally be entitled to proceeds
from the payment of participating notes in the amount of a preferred return of $12.00 plus 80% of any proceeds in excess of the amount necessary to pay
the  preferred  return.  Assuming  no  casualty  losses  to  properties  reinsured  by  Oxbridge  Re’s  reinsurance  subsidiaries,  DeltaCat  Re  token  investors  are
expected to receive a return on the original purchase price of the tokens of up to 196% after 3 years.

There were no other events subsequent to December 31, 2022, other than stated above, for which disclosure was required.

F-30

 
 
 
 
 
 
 
 
 
 
 
Table of Contents

Type of investment

Equity securities

Total investments

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
SUMMARY OF INVESTMENTS - OTHER THAN INVESTMENTS IN RELATED PARTIES
AS OF DECEMBER 31, 2022

(expressed in thousands of U.S. dollars)

SCHEDULE I

Cost or
Amortized
Cost

Fair
Value

Consolidated
Balance Sheet
Value

1,926   

$

1,926   

$

642   

642   

642 

642 

F-31

 
 
 
 
 
 
 
   
   
 
 
 
   
   
 
 
   
   
 
 
 
 
   
 
   
 
 
 
 
 
 
 
 
 
    
 
    
 
  
 
 
 
Table of Contents

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

SCHEDULE II

At December 31,

2022

2021

Assets

Cash and cash equivalents
Equity securities
Investment in subsidiaries
Due from subsidiaries
Due from related party
Prepayment and other assets
Prepaid offering costs
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:

Ordinary share capital
Additional paid-in capital
Accumulated Deficit
Total shareholders’ equity
Total liabilities and shareholders’ equity

F-32

931   
642   
9,389   
3,872   
35   
105   
133   
44   
5   
15,156   

44   
123   
167   

6   
32,482   
(17,499)  
14,989   
15,156   

$

$

3,227 
577 
10,884 
2,109 
5 
50 
- 
135 
9 
16,996 

135 
210 
345 

6 
32,355 
(15,710)
16,651 
16,996 

 
 
 
 
 
 
 
 
   
 
 
 
 
   
 
 
 
 
    
 
  
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
    
 
  
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

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

SCHEDULE II (continued)

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) income of subsidiaries
Equity in (loss) / income of subsidiaries

Net (loss) income

F-33

Years Ended December 31,
2021
2022

$

$

47   
(338)  
27   
1,883   
(1,406)  
213   
(2,002)  

(1,789)  

29 
(767)
755 
1,465 
(1,124)
358 
8,207 

8,565 

 
 
 
 
 
 
 
 
   
 
 
 
 
   
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
Table of Contents

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

SCHEDULE II (continued)

Operating activities
Net (loss) income

Adjustments to reconcile net (loss) income to net cash (used in) provided by operating activities:

Years Ended December 31,
2021
2022

$

(1,789)  

Equity in loss (income) of subsidiaries
Share-based compensation
Depreciation
Net realized investment gain
Change in fair value of equity securities
Change in operating assets and liabilities:

Due from subsidiary
Due from related party
Prepayment and other assets
Prepaid offering costs
Accounts payable and other liabilities

Net cash (used in) provided by operating activities

Investing activities
Purchase of equity securities
Investment in subsidiary
Proceeds from sale of equity securities
Purchase of property and equipment

Net cash 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-34

2,002   
127   
4   
(27)  
338   

(1,763)  
(30)  
(55)  
(133)  
(87)  

(1,413)  

(1,002)  
(507)  
626   
-   

(883)  

(2,296)  
3,227   
931   

$

$

$

8,565 

(8,207)
61 
7 
(755)
767 

(48)
(5)
25 
- 
77 

487 

(1,148)
(1,750)
1,346 
(3)

(1,555)

(1,068)
4,295 
3,227 

 
 
 
 
 
 
 
 
   
 
 
 
    
 
  
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
    
 
  
 
 
    
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
    
 
  
 
 
 
 
 
    
 
  
 
 
 
 
 
 
 
 
 
Table of Contents

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
SUPPLEMENTARY INSURANCE INFORMATION
FOR THE YEARS ENDED DECEMBER 31, 2022 AND 2021
(expressed in thousands of U.S. dollars)

SCHEDULE III

Year  

Segment

2022

2021

Property &
Casualty

Property &
Casualty

Reserves
for losses
and loss
adjustment
expenses
– gross

Deferred
acquisition
costs, net    

Unearned
premiums

Net
premiums

– gross    

earned    

Investment
income
(loss)

Net losses,
and loss
adjustment

expenses    

Amortization
of deferred
acquisition
costs

Operating
expenses    

Gross
premiums
written  

$

$

-  $

 1,073  $

-    $

995  $

27    $

1,073    $

109    $

1,414    $

645 

38    $

-  $

350    $

965  $

755    $

158    $

106    $

1,305    $

904 

F-35

 
 
 
 
   
   
   
 
 
   
   
      
      
      
      
      
      
      
      
  
 
 
Table of Contents

Year
2022

2021

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
REINSURANCE INFORMATION
FOR THE YEARS ENDED DECEMBER 31, 2022 AND 2021

(expressed in thousands of U.S. dollars)

Direct
Gross
Premiums   

Premiums
ceded to
other
companies   

Premiums
assumed
from
other
companies   

Segment

  Property & Casualty

  $

-    $

-    $

645    $

  Property & Casualty

  $

        -    $

         -    $

904    $

904   

F-36

SCHEDULE IV

Net

amount    
645   

Percentage
of amount
assumed
to
net

100%

100%

 
 
 
 
 
 
 
 
  
 
 
 
    
 
    
 
    
 
    
 
  
 
 
 
Exhibit 21.1

Oxbridge Re Holdings Limited owns 100% of the equity interests in:

Subsidiaries of Oxbridge Re Holdings Limited

● Oxbridge Reinsurance Limited, which was incorporated on April 23, 2013 under the laws of the Cayman Islands.

● Oxbridge Re NS Limited, which was incorporated on December 22, 2017 under the laws of the Cayman Islands.

● Oxbridge VT Ltd, which was incorporated on January 27, 2022 under the laws of the Cayman Islands.

● OAC Equity Holdings LLC, which was incorporated on May 18, 2021 under the laws of the Cayman Islands.

● SurancePlus, Inc. which was incorporated on December 19, 2022 under the laws of the British Virgin Islands.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Consent of Independent Registered Public Accounting Firm

Exhibit 23.1

We  have  issued  our  report  dated  March  30,  2023,  with  respect  to  the  consolidated  financial  statements  included  in  the  Annual  Report  of  Oxbridge  Re
Holdings Limited on Form 10-K for the year ended December 31, 2022. We consent to the incorporation by reference of said report in the Registration
Statement of Oxbridge Re Holdings Limited on Form S-3 (File No. 333-262590).

/s/ Hacker, Johnson & Smith PA

HACKER, JOHNSON & SMITH PA
Tampa, Florida
March 30, 2023

 
 
 
 
 
 
 
 
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, 2023

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
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, 2023

By: /s/ WRENDON TIMOTHY
  Wrendon Timothy

Chief Financial Officer and Secretary
(Principal Financial Officer and Principal
Accounting Officer)

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

Exhibit 32

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, 2022 (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.

/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, 2023