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Oxbridge Re Holdings Limited

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FY2018 Annual Report · Oxbridge Re Holdings Limited
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SECURITIES & EXCHANGE COMMISSION EDGAR FILING

OXBRIDGE RE HOLDINGS Ltd

Form: 10-K 

Date Filed: 2019-03-19

Corporate Issuer CIK:   1584831

© Copyright 2019, Issuer Direct Corporation. All Right Reserved. Distribution of this document is strictly prohibited, subject to the terms of use.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
WASHINGTON, D.C. 20549

FORM 10-K

☑

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

For the Fiscal Year Ended December 31, 2018

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, Georgetown
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

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 if disclosure of delinquent filers pursuant to Item 405 of Regulation S-K is not contained herein, and will not be contained, to the best

of registrant’s knowledge, in definitive proxy or information statements incorporated by reference in Part III of this Form 10-K or any amendment to this Form 10-
K.  ☑

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company. See

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 X

 ☐
 ☐
 ☑

 Accelerated filer
 Smaller reporting company

 ☐
 ☑

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or

revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ______

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

The aggregate market value of the voting common equity held by non-affiliates of the registrant was $8,317,416  (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, 2018). For purposes of this calculation, the registrant has assumed that its directors and executive officers as of June 30, 2018 were affiliates.

As of March 19, 2019, 5,733,587 ordinary shares, par value $0.001 (USD) per share, were outstanding.

Documents Incorporated by Reference:

Portions of the Company’s proxy statement to be filed with the Securities and Exchange Commission relating to the 2019 Annual Meeting of Shareholders will be

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incorporated by reference into Part III of this Annual Report on Form 10-K.

OXBRIDGE RE HOLDINGS LIMITED

Index to Annual Report on Form 10-K

Year Ended December 31, 2018

CAUTIONARY STATEMENTS FOR FORWARD-LOOKING INFORMATION

ITEM 1.

BUSINESS

ITEM 1A.

RISK FACTORS

ITEM 1B.

UNRESOLVED STAFF COMMENTS

ITEM 2.

PROPERTIES

ITEM 3.

LEGAL PROCEEDINGS

ITEM 4.

MINE SAFETY DISCLOSURES

PART I.

PART II.

ITEM 5.

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

ITEM 6.

SELECTED FINANCIAL DATA

ITEM 7.

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

ITEM 7A.

QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

ITEM 8.

FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA

ITEM 9.

CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND FINANCIAL DISCLOSURE

ITEM 9A.

CONTROLS AND PROCEDURES

ITEM 9B.

OTHER INFORMATION

ITEM 10.

DIRECTORS, EXECUTIVE OFFICERS AND CORPORATE GOVERNANCE

ITEM 11.

EXECUTIVE COMPENSATION

PART III.

ITEM 12.

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

ITEM 13.

CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR INDEPENDENCE

ITEM 14.

PRINCIPAL ACCOUNTING FEES AND SERVICES

ITEM 15.

EXHIBITS, FINANCIAL STATEMENT SCHEDULES

INDEX TO EXHIBITS

SIGNATURES

PART IV.

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SPECIAL NOTE ABOUT FORWARD-LOOKING  STATEMENTS

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

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

All statements in this Annual Report on Form 10-K, including in the section entitled “ Management’s Discussion and Analysis of Financial Condition and

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

PART I

ITEM 1    BUSINESS

Overview

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

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

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

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

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

Our Business Strategy

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

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

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

● Focus on Risk Management. We treat risk management as an integral part of our underwriting and business management processes. All of our
reinsurance contracts contain loss limitation provisions that limit our losses to the value of the assets collateralizing our reinsurance contracts.

● Deployment of Capital.  In order to eliminate the possibility of complete losses, we intend to place only a portion of our total capital at risk in any
single year. This means that we expect lower returns than some of our competitors in years where there are lower than average catastrophe losses
but that our capital 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 and globally
through ILW’s, we intend to continuously evaluate various market opportunities in which our business may be strategically or financially expanded
or enhanced in the future. Such opportunities could take the form of further diversifying our business into other geographic or market areas, could
include quota share reinsurance contracts, joint ventures, renewal rights transactions, corporate acquisitions of other insurers or reinsurers, or the
formation of insurance or reinsurance platforms in new markets

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

expansion, through acquisitions, or a combination of both.

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The Reinsurance Industry

General

Reinsurance is an arrangement in which an insurance company, referred to as the reinsurer, agrees to assume from another insurance company, referred

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

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

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

● assist the ceding company in meeting applicable regulatory and rating agency capital requirements;

● assist the ceding company in reducing the short-term financial impact of sales and other acquisition costs; and

● enhance the ceding company’s financial strength and statutory capital.

When reinsurance companies purchase reinsurance to cover their own risks assumed from ceding companies, this is known as retrocessional reinsurance.

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

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

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

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.

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

Types of Reinsurance Contracts

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

Property catastrophe reinsurance contracts are typically “all risk” in nature, providing protection to the ceding company against losses from hurricanes and

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

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

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.

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Our portfolio of business continues to be characterized by relatively large transactions with a relatively few number of cedants. We do not consider any

single contract to be material to our business as the loss of any single contract can easily be supplemented by contributing the additional capacity across one or
more of our other contracts. We anticipate that our business will continue to be characterized by a relatively small number of reinsurance contracts for the
foreseeable future.

Our contracts are written on an excess-of-loss basis, generally with a per-event cap. We generally receive the premium for the risk assumed and indemnify

the cedant against all or a specified portion of losses and expenses in excess of a specified dollar or percentage amount. Our contracts are generally both single-
year or multi-year contracts and our policy years generally commence on June 1 of each year and end on May 31 of the following year.

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

We believe our most attractive near-term opportunity is in property catastrophe reinsurance coverage for insurance companies. In addition to seeking

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

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.

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Underwriting and Retrocessional Coverage

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

Marketing and Distribution

We expect that, in the future, the majority of our business will be sourced through reinsurance brokers. Brokerage distribution channels provide us with

access to an efficient, variable distribution system without the significant time and expense that would be incurred in creating an in-house marketing and distribution
network. Reinsurance brokers receive a brokerage commission that is usually a percentage of gross premiums written.

We intend to build relationships with global reinsurance brokers and captive insurance companies located in the Cayman Islands. Our management team

has significant relationships with most of the primary and specialty broker intermediaries in the reinsurance marketplace in our target market. We believe that
maintaining close relationships with brokers will give us access to a broad range of reinsurance clients and opportunities.

Brokers do not have the authority to bind us to any reinsurance contract. We review and approve all contract submissions in our corporate offices located

in the Cayman Islands. From time to time, we may also enter into relationships with managing general agents who could bind us to reinsurance contracts based on
narrowly defined underwriting guidelines.

Investment Strategy

Our company’s business focus is primarily on underwriting profit. However, we remain opportunistic with respect to investment income, and intend to

increase shareholder value through supplemental investment income when favorable opportunities are available. The Company, from time to time, and dependent
upon favorable investment conditions and our investment guidelines, may invest in real estate and other ventures that has the potential to increase shareholder
value.

Currently, most of our company’s capital is held in trust accounts that collateralize the reinsurance policies that we write. The investment parameters for

capital held in such trust accounts is generally established by the cedant for the relevant policy. Our current investments are held in cash, fixed-maturity securities
and equity securities.

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

equally being liquid.

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

Claims Management

Claims are managed internally by the company’s management team. Management reviews and responds to initial loss reports, administers claims

databases, determines whether further investigation is required and where appropriate, retains outside claims counsel, establishes case reserves and approves
claims for payment. In addition, we may conduct audits of any significant client throughout the year, and in the process, evaluate our clients’ claims handling
abilities, reserving philosophies, loss notification processes and the overall quality of our clients' performance.

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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.

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 annually by an independent actuary in order to provide additional insight into the reasonableness of our loss reserves.

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Competition

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

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

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

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

transactions against more established competitors.

Employees

As  of  March  12,  2018,  we  had  three  full-time  employees,  and  we  are  not  in  the  process  of  hiring  additional  resources  at  this  time.  We  believe  that  our
relations  with  our  employees  are  good.  None  of  our  employees  are  subject  to  collective  bargaining  agreements,  and  we  are  not  aware  of  any  current  efforts  to
implement such agreements. We believe that we will continue to have relatively few employees and intend to outsource some functions to specialist firms in the
Cayman  Islands  if  and  when  we  determine  that  such  functions  are  necessary.  We  intend  to  use  the  expertise  of  our  Board  of  Directors  and  where  necessary,
external consultants to provide any other service we may require from time to time.

Legal Proceedings

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

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

Regulation and Capital Requirements

Our wholly-owned subsidiaries, Oxbridge Reinsurance Limited and Oxbridge Re NS, 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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ITEM 1A                       RISK FACTORS

Risks Relating to Our Business

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

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

● further capitalize our reinsurance subsidiary and implement our growth strategy;

● fund liquidity needs caused by underwriting or investment losses;

● replace capital lost in the event of significant reinsurance losses or adverse reserve developments;

● meet applicable statutory jurisdiction requirements; and/or

● respond to competitive pressures.

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

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

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

from a variety of factors, including:

● reinsurance contract pricing;

● our assessment of the quality of available reinsurance opportunities;

● the volume and mix of reinsurance products we underwrite;

● loss experience on our reinsurance liabilities;

● our ability to assess and integrate our risk management strategy properly; and

● the performance of our investment portfolio.

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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.

The business relationships between us and HCI Group may present difficult conflicts of interest and business opportunity issues.

We may continue to derive a substantial portion of our business from HCI Group subsidiaries during our first few years of operation. Jay Madhu, our Chief

Executive Officer and Chairman of our Board of Directors, is also a member of the board of directors of HCI Group and a former executive officer of HCI Group.
Because of this business relationships, various conflicts of interest could arise with respect to business opportunities that could be advantageous to HCI Group or
its subsidiaries, on the one hand, and us or any of our subsidiaries, on the other hand. Moreover, because of this relationship, HCI Group may have the ability to
otherwise significantly influence certain business decisions by us, including our writing of future policies. This relationship and potential conflict of interest could also
result in contracts between us and HCI Group and/or its subsidiaries that are less favorable to us than contracts that could be negotiated with other third parties.

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

Companies, insurers and reinsurance brokers use ratings from independent ratings agencies as an important means of assessing the financial strength and

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

Currently, A.M Best has not assigned us a financial strength rating, and we do not intend to seek a rating in the forseesable 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:

● premium charges;

● the general reputation and perceived financial strength of the reinsurer;

● relationships with reinsurance brokers;

● terms and conditions of products offered;

● ratings assigned by independent rating agencies;

● speed of claims payment and reputation; and

● the experience and reputation of the members of our underwriting team in the particular lines of reinsurance we seek to underwrite.

Additionally, although the members of our underwriting team have general experience across many property and casualty lines, they may not have the

requisite experience or expertise to compete for all transactions that fall within our strategy of offering customized frequency and severity contracts at times and in
markets where capacity and alternatives may be limited.

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

We cannot assure you that we will be able to compete successfully in the reinsurance market. Our failure to compete effectively could significantly and

negatively affect our financial condition and results of operations and may increase the likelihood that we may be deemed to be a passive foreign investment
company or an investment company.

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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.

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

Our results of operations and financial condition will depend upon our ability to accurately assess the potential losses and loss adjustment expenses

associated with the risks we reinsure. Reserves are estimates at a given time of claims an insurer ultimately expects to pay, based upon facts and circumstances
then known, predictions of future events, estimates of future trends in claim severity and other variable factors. The inherent uncertainties of estimating loss
reserves are generally greater for reinsurance companies as compared to primary insurers, primarily due to:

● the lapse of time from the occurrence of an event to the reporting of the claim and the ultimate resolution or settlement of the claim;

● the diversity of development patterns among different types of reinsurance treaties; and

● the necessary reliance on the client for information regarding claims.

Our estimation of reserves may be less reliable than the reserve estimations of a reinsurer with a greater volume of business and an established loss

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

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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.

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

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

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

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

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

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

In the proportional reinsurance business, in which we assume an agreed percentage of each underlying insurance contract being reinsured, or quota share

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

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

Climate change, to the extent it produces extreme changes in temperatures and changes in weather patterns, could impact the frequency or severity of

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

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

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

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

We believe that our modeling, underwriting and information technology and application systems are critical to our business and our growth prospects.

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

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

As industry practices and legal, judicial and regulatory conditions change, unexpected issues related to claims and coverage may emerge. It is possible that

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

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

We are not licensed or admitted as a reinsurer in any jurisdiction other than the Cayman Islands. Certain jurisdictions, including the United States, do not

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

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

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

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

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

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

Retrocessional coverage (reinsurance for the liabilities we reinsure) may not always be available to us. From time to time, we expect that we will purchase

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

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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.

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. The failure to obtain work permits, or extensions thereof, for our
employees could prevent us from continuing to implement our business strategy.

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

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

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

Although we only employ three individuals, two of whom are members of senior management, our future success depends 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.

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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.

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

Under Cayman Islands corporate law, a director may vote on a contract or transaction where the director has an interest as a shareholder, director, officer

or employee provided such interest is disclosed. None of our contracts will be deemed to be void because any director is an interested party in such transaction
and interested parties will not be held liable for monies owed to the company. In contracts, under Delaware law, interested party transactions are potentially
voidable.

Risks Relating to Insurance and Other Regulations

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

Oxbridge Reinsurance Limited is licensed as an insurer only in the Cayman Islands by the CIMA, and we do not intend to obtain a license in any other

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

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

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

● a licensee either is or appears to be likely to become unable to meet its obligations as they fall due;

● a licensee is carrying on its business in a manner which is seen as detrimental to the general public interest or to the interests of its creditors or

policy holders;

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● 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 as of March 19, 2019 or imprisonment for a term of five years or both, and a fine of an
additional ten thousand Cayman Islands dollars (US$12,195.12) for every day after conviction on which the offense so continues.

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

Pursuant to the Capital and Solvency Regulations, Oxbridge Reinsurance Limited and Oxbridge Re NS, our reinsurance subsidiaries, are each required to

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

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

We are a holding company and do not have any significant operations or assets other than our ownership of the shares of our subsidiaries Oxbridge

Reinsurance Limited and Oxbridge Re NS. Dividends and other permitted distributions from our subsidiaries will be our primary source of funds to meet ongoing
cash requirements, including future debt service payments, if any, and other expenses, and to pay dividends to our shareholders if we choose to do so. Our
subsidiaries will be subject to applicable law as well as significant regulatory restrictions limiting their ability to declare and pay dividends. The inability of our
subsidiaries to pay dividends in an amount sufficient to enable us to meet our cash requirements at the holding company level could have an adverse effect on our
operations and our ability to pay dividends to our shareholders if we choose to do so and/or meet our debt service obligations, if any.

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

In the United States, the Investment Company Act of 1940, as amended (the “Investment Company Act”), regulates certain companies that invest in or

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

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

If at any time it were established that we had been operating as an investment company in violation of the registration requirements of the Investment

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

To the extent that the laws and regulations change in the future so that contracts we write are deemed not to be reinsurance contracts, we will be at
greater risk of not qualifying for the Investment Company Act exemption. Additionally, it is possible that our classification as an investment company would result in
the suspension or revocation of our reinsurance license.
Insurance regulations to which we are, or may become, subject, and potential changes thereto, could have a significant and negative effect on our
business.

Although we do not presently expect that we will conduct business in any jurisdiction other than the Cayman Islands, we cannot assure you that insurance

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

Furthermore, we may not be able to comply fully with, or obtain desired exemptions from, revised statutes, regulations and policies that currently, or may in
the future, govern the conduct of our business. Failure to comply with, or to obtain desired authorizations and/or exemptions under, any applicable laws could result
in restrictions on our ability to do business or undertake activities that are regulated in the jurisdiction in which 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.

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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.

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.

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.

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We are an “emerging growth company” and we cannot be certain whether the reduced disclosure requirements and relief from certain other significant
obligations that are applicable to emerging growth companies will make our securities less attractive to investors.

We are an “emerging growth company,” as defined in the Jumpstart Our Business Startups Act of 2012, or JOBS Act, and we intend to take advantage of
certain exemptions from various reporting requirements that are applicable to other public companies that are not “emerging growth companies” including, but not
limited to, not being required to comply with the auditor attestation requirements of Section 404 of the Sarbanes-Oxley Act of 2002, less extensive disclosure
obligations regarding executive compensation in our periodic reports and proxy statements, exemptions from the requirements to hold a nonbinding advisory vote
on executive compensation and shareholder approval of any golden parachute payments not previously approved and an extended transition period for complying
with new or revised accounting standards. This may make comparison of our financial statements with any other public company that is either not an emerging
growth company or is an emerging growth company that has opted out of using the extended transition period difficult, as different or revised standards may be
used by such companies. We cannot predict if investors will find our securities less attractive because we will rely on these exemptions. If some investors find our
securities less attractive as a result, there may be a less active trading market for our securities and the price of our securities may be more volatile.

Risks Relating to Taxation

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

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

We may be subject to United States federal income taxation.

We are incorporated under the laws of the Cayman Islands and intend to operate in a manner that will not cause us to be treated as engaging in a United

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

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

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

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 2018, the income is earned by a corporation that is predominantly engaged in an
insurance business, and (ii) for years after 2017, 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 2018 year. For years prior to 2018, 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 2018 or prior years. We do not have an expectation, however, as to whether or
not we may be a PFIC in years after 2018. 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.

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

Controlled Foreign Corporation.  United States persons who, directly or constructively through attribution rules, own 10% or more of the voting power or

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

Related Person Insurance Income . A different definition of CFC is applicable in the case of a foreign corporation which earns “related person insurance

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

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

ITEM 3     LEGAL PROCEEDINGS

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

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

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

indicated:

 First Quarter
 Second Quarter
 Third Quarter
 Fourth Quarter

Holders of Record and Tax Information

 2018 

 2017 

 High

 Low

 High

 Low

  $
  $
  $
  $

3.00 
2.35 
3.00 
1.91 

  $
  $
  $
  $

2.00 
1.00 
1.56 
0.51 

  $
  $
  $
  $

6.90 
6.68 
6.00 
4.22 

  $
  $
  $
  $

5.85 
5.60 
4.30 
2.15 

As of March 5, 2019, there were 19 holders of record of our ordinary shares. There are no current applicable Cayman Islands laws, decrees or regulations

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

Dividend Policy

The declaration and payment of dividends will be at the discretion of our Board of Directors and will depend on our results of operations and cash flows, our
financial  position  and  capital  requirements,  general  business  conditions,  rating  agency  guidelines  (if  applicable),  any  legal,  tax,  regulatory  and  contractual
restrictions on the payment of dividends, and any other factors considered relevant by our Board of Directors. Our ability to pay dividends will also depend on the
requirements of any future financing agreements to which we may be a party and the ability of our reinsurance subsidiary, 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  its  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, 2018, both subsidiaries exceeded the minimum requirement. By law, Oxbridge Reinsurance Limited and Oxbridge Re NS is restricted from paying a dividend if
such a dividend would cause its net worth to drop to less than the required minimum.

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The following table shows the frequency and amount of all cash dividends declared on our ordinary shares for the two most recent fiscal years.  We paid no

dividends in 2018.

Declaration Date

2017
January 24, 2017
May 12, 2017
August 12, 2017

Payment Date

Record Date

Per Share Amount

March 30, 2017
June 30, 2017
September 30, 2017

March 17, 2017
June 23, 2017
September 23, 2017

$0.12
$0.12
$0.12

On November 12, 2017, the Company’s board of directors decided to suspend the Company’s regular $0.12 quarterly cash dividend. Any future

determination to declare cash dividends will be made at the discretion of our Board of Directors, subject to applicable laws, and will depend on a number of factors,
including our financial condition, results of operations, capital requirements, contractual restrictions, general business conditions and other factors that our Board of
Directors may deem relevant.

Unregistered Sales of Equity Securities

There were no sales of unregistered securities during the year ended December 31, 2018.

Issuer Purchases of Equity Securities

The Company did not repurchase any ordinary shares or warrants in 2018.

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ITEM 6                       SELECTED FINANCIAL DATA

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

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

ITEM 7 

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

The  following  management  discussion  and  analysis  is  intended  to  help  the  reader  understand  our  business,  financial  condition,  results  of  operations,
liquidity  and  capital  resources.  You  should  read  this  discussion  in  conjunction  with  our  Consolidated  Financial  Statements  and  the  related  notes  contained
elsewhere in this Annual Report on Form 10-K for the fiscal year ended December 31, 2018.

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, 2018 and 2017 and our financial condition as of
December  31,  2018  and  2017.  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.  Our  more  recently  organized  new  subsidiary,  Oxbridge  Re  NS,  which  was  incorporated  on  December  22,  2017  to
function as a reinsurance sidecar which increases the underwriting capacity of Oxbridge Reinsurance Limited. Oxbridge Re NS commenced operations on June 1,
2018 and issued participating notes to third-party investors, the proceeds of which was utilized to collateralize a quota-share of Oxbridge Reinsurance Limited’s
reinsurance  obligations.  We  focus  on  underwriting  fully-collateralized  reinsurance  contracts  primarily  for  property  and  casualty  insurance  companies  in  the  Gulf
Coast  region  of  the  United  States,  and  globally  through  ILW’s.  We  specialize  in  underwriting  medium  frequency,  high  severity  risks,  where  we  believe  sufficient
data exists to analyze effectively the risk/return profile of reinsurance contracts.

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

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

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

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

Natural disasters of 2018

The year ended December 31, 2018 was the fourth costliest year since 1980 in terms of insured losses due an accumulation of severe and costly natural

disasters particularly in the second half of 2018.

When compared with the record losses of 2017 due to Hurricanes Harvey, Irma and Maria, the indications at the start of 2018 were that it would be a more
moderate year. However, the second half of the year saw an accumulation of billion-dollar losses from floods, tropical cyclones in the US and Japan, wildfires and
earthquakes. The overall economic impact is estimated to be US$ 160bn, of which US$ 80bn was insured.

Hurricanes Michael and Florence in the Atlantic, and Typhoons Jebi, Mangkhut and Trami in Asia, all left their mark. Overall losses from tropical cyclones in 2018
came to roughly US$ 57 billion, of which US$ 29 billion was insured. There was also an extremely high impact from wildfires in California that produced overall
losses of US$ 24 billion and insured losses of US$ 18 billion. Over the course of the year, 29 events each resulted in an overall loss of US$ 1 billion or more.

Due to these natural disasters, some of which were reinsured by the Company, we suffered limit losses on all of our contracts.

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PRINCIPAL REVENUE AND EXPENSE ITEMS

Revenues

We derive our most significant revenues from two principal sources:

● premiums assumed from reinsurance on property and casualty business; and

● income from investments, including Industry Loss Warranties

● other fee income from management and underwriting performance of the reinsurance side-car

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, 2018, typically one-half of the premiums will be earned in
2018 and the other half will be earned during 2019. 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.

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

Industry Loss Warranties

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

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Fee income

The Company earns management fee income from providing administrative and management services for the reinsurance side-car operations. The Company is
also entitled to a performance fee should the side-car underwriting results be profitable for a specific treaty period.

Expenses

Our expenses consist primarily of the following:

● losses and loss adjustment expenses;

● policy acquisition costs and underwriting expenses; and

● general and administrative expenses.

Loss and loss adjustment expenses 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 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  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,  2018  and  2017  (dollars  in  thousands,  except  per  share

amounts):

  $

Years Ended December 31,

2018  

2017

2,361 
- 
(225)
592 

2,728 
997 
366 
(255)
(26)

3,810 

10,006 
8 
263 
1,282    

18,263 
(880)
1,335 
4,849 

23,567 
- 
412 
(138)
- 

23,841 

42,427 
- 
681 
1,325 

11,559    

44,433 

  $

(7,749)

(20,592)

2,000 

- 

(5,749)

(20,592)

  $

  $

(1.00)

(1.00)

(3.55)

(3.55)

5,733,587 

5,808,354 

  $

- 

0.36 

268.6%    
9.6%    
41.5%    
310.1%    

180.0%
2.9%
8.5%
188.5%

Revenue
Assumed premiums
Premiums ceded
Change in loss experience refund payable
Change in unearned premiums reserve

Net premiums earned
Net income from derivative instruments
Net investment and other income
Net realized investment losses
Change in fair value of equity securities

Total revenue

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

Total expenses

Loss before loss attributable to Series 2018-1

Loss attributable to Series 2018-1 noteholders

Net loss

Basic loss per share

Diluted loss per share

Weighted-average shares outstanding
Basic and Diluted

Dividends paid per share

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

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Comparison of the Year Ended December 31, 2018 to Year Ended December 31, 2017

General. Net loss for the year ended December 31, 2018 was $5.7 million or ($1.00) per basic and diluted loss per share compared to a net loss of $20.6
million or ($3.55) per basic and diluted earnings per share for the year ended December 31, 2017. The significant decrease in net loss is wholly due to limit losses
being suffered on a smaller sized reinsurance portfolio during the year ended December 31, 2018, when compared with the reinsurance portfolio that suffered limit
losses during the year ended December 31, 2017.

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. However, given the limit losses experienced on all our reinsurance contracts during the years ended
December 31, 2018 and 2017, premiums recognition has not been deferred through the remaining lives of those respective contracts and have been accelerated
into the respective years, due to the fact that there is no possibility of any future treaty-year losses under such contracts.

Net premiums earned for the year ended December 31, 2018 decreased $20.8 million, to $2.7 million, from $23.5 million for the year ended December 31,
2017. The decrease is primarily due to the limit losses suffered in 2017 resulting in a significantly lower deployment of capital during 2018, and consequentially
lower premiums, when compared with the prior fiscal year.

Losses Incurred. Losses  incurred  for  the  year  ended  December  31,  2018  decreased  $32.4  million  to  $10  million,  from  $42.4  million  for  the  year  ended
December  31,  2017.  The  decrease  is  primarily  due  to  limit  losses  being  suffered  on  a  smaller  sized  reinsurance  portfolio  during  the  year  ended  December  31,
2018, when compared with the reinsurance portfolio that suffered limit losses during the year ended December 31, 2017.

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,  2018  decreased  by  $418
thousand,  to  $263  thousand  from  $681  thousand  for  the  year  ended  December  31,  2017.  The  decrease  is  primarily  due  to  the  limit  losses  suffered  in  2017
resulting  in  a  significantly  lower  deployment  of  capital  during  2018,  and  consequentially  lower  premiums  and  policy  acquisitions  costs,  when  compared  with  the
prior fiscal year.

General  and  Administrative  Expenses.  General  and  administrative  expenses  for  the  year  ended  December  31,  2017  decreased  marginally  by  $43

thousand. The decrease is not considered material.

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  net  premiums  and  ILW  income  earned   and  measures  the
underwriting profitability of our reinsurance business. The loss ratio increased from 180% for the year ended December 31, 2017 to 268.6% (214.9% when taking
Series 2018-1 notes into consideration) for the year ended December 31, 2018. The increase is due to the limit losses suffered during year ended December 31,
2018 on a lower denominator in net premiums earned, when compared with the prior fiscal year.

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Acquisition Cost Ratio. The acquisition cost ratio is the ratio of policy acquisition costs and other   underwriting  expenses  to  net  premiums  earned.  The
acquisition  cost  ratio  measures  our  operational  efficiency  in  producing,  underwriting  and  administering  our  reinsurance  business.  The  acquisition  cost  ratio
increased from 2.9% for the year ended December 31, 2017 to 9.6% for the year ended December 31, 2018. The increase is due to the overall higher weighted-
average acquisition costs on reinsurance contracts in force during the year ended December 31, 2018, compared with the prior fiscal year.

Expense  Ratio.  The  expense  ratio  is  the  ratio  of  policy  acquisition  costs,  other  underwriting  expenses  and   general  and  administrative  expenses  to  net
premiums and ILW income earned. We use the expense ratio to measure our operating performance. The expense ratio increased from 8.5% for the year ended
December 31, 2017 to 41.5% for the year ended December 31, 2018. The increase is due to the more significant reduction in net premiums than the decrease in
policy acquisition costs as recorded during the year ended December 31, 2018, when compared with the prior fiscal year.

Combined Ratio. We use the combined ratio to measure our underwriting performance. The combined ratio is the sum of the loss ratio and the expense
ratio. If the combined ratio is at or above 100%, we are not underwriting profitably and may not be profitable. The combined ratio increased from 188.5% for the
year ended December 31, 2017 to 310.1% (256.6% when taking Series 2018-1 notes into consideration) for the year ended December 31, 2018. The increase in
the combined ratio is due to a significantly higher loss ratio during year ended December 31, 2018 as mentioned above, when compared with the prior fiscal year.

FINANCIAL CONDITION – DECEMBER 31, 2018 COMPARED TO DECEMBER 31, 2017

Restricted Cash and Cash Equivalents. As of December 31, 2018, our restricted cash and cash equivalents increased marginally by $100 thousand, or

3%, to $3.2 million, from $3.1 million as of December 31, 2017. The increase is the net result of withdrawals by the cedants for settlement of losses under the
reinsurance contracts during the year ended December 31, 2018 more than offset by premium receipts and collateral deposits.

Investments. As of December 31, 2018, our available for sale securities decreased marginally by $5.4 million, or 82%, to $1 million, from $6.4 million as of

December 31, 2017. The decrease is primarily a result of net sales of fixed-maturity and equity securities during the year ended December 31, 2018.

Reserve for losses and loss adjustment expenses . As of December 31, 2018, our reserve for losses and loss adjustment expenses decreased by $728

thousand, or 15%, to $4.1 million, from $4.8 million at December 31, 2017. The decrease is wholly due to the timely settlement of limit losses on 2017 catastrophe
events more than offset by new reserves set up for 2018 catastrophe events.

Unearned Premiums Reserve. As of December 31, 2018, our unearned premiums reserve decreased by $2 million, or 100%, to $Nil, from $2 million at

December 31, 2017. The decrease is due to the acceleration of premium recognition due to the full limit losses on all of our contracts.

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LIQUIDITY AND CAPITAL RESOURCES

General

We  are  organized  as  a  holding  company  with  substantially  no  operations  at  the  holding  company  level.  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  expenses  principally  being  related  to  the  payment  of  administrative
expenses,  and  shareholder  dividends,  if  any.  There  are  restrictions  on  Oxbridge  Reinsurance  Limited’s  and  Oxbridge  Re  NS’  ability  to  pay  dividends  which  are
described in more detail below.

Sources and Uses of Funds

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

As  of  December  31,  2018,  we  believe  we  had  sufficient  cash  flows  from  operations  to  meet  our  liquidity  requirements.  We  expect  that  our  operational
needs for liquidity will be met by cash, investment income and funds generated from underwriting activities. We have no plans to issue debt and expect to fund our
operations for the foreseeable future from operating cash flows, as well as from potential future equity offerings. However, we cannot provide assurances that in the
future we will not incur indebtedness to implement our business strategy, pay claims or make acquisitions.

Although Oxbridge Re Holdings Limited is not subject to any significant legal prohibitions on the payment of dividends, Oxbridge Reinsurance Limited and
Oxbridge Re NS are subject to Cayman Islands regulatory constraints that affect 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,  2018,  Oxbridge  Reinsurance  Limited  and  Oxbridge  Re  NS
exceeded  the  minimum  required.  By  law,  Oxbridge  Reinsurance  Limited  and  Oxbridge  Reinsurance  NS  are  restricted  from  paying  a  dividend  if  such  a  dividend
would cause its net worth to drop to less than the required minimum.

Our reinsurance operations exposed us to claims arising out of unpredictable catastrophic events particularly during the third and fourth quarter of 2018.
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  have  reduced  our  earnings  and  caused  substantial  volatility  in  our  results  of
operations, and adversely affected our financial condition. The corresponding reduction in our surplus level will impact our ability to write new reinsurance policies at
future renewal periods.

Cash Flows

Our cash flows from operating, investing and financing activities for the years ended December 31, 2018 and 2017 are summarized below.

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Cash Flows for the Year ended December 31, 2018 (in thousands)

Net cash used in operating activities for the year ended December 31, 2018 totaled $6,633, which consisted primarily of cash received from net written
premiums less cash disbursed for operating expenses and net loss payments. Net cash provided by investing activities of $5,045 was primarily due to the net sales
of available for sale securities and collateral withdrawals from trust accounts to settle losses arising during the year. Net cash provided by financing activities totaled
$2,000 representing the proceeds on issuance of the Series 2018-1 participating notes during the year ended December 31, 2018.

Cash Flows for the Year ended December 31, 2017 (in thousands)

Net  cash  used  in  operating  activities  for  the  year  ended  December  31,  2017  totaled  $26,310,  which  consisted  primarily  of  cash  received  from  net
written premiums less cash disbursed for operating expenses and net loss payments. Net cash provided by investing activities of $4,667 was primarily due to the
net sales of available for sale securities and collateral withdrawals from trust accounts to settle losses arising during the year. Net cash used in financing activities
totaled $3,152 representing net cash dividend payments and cash used to repurchase ordinary shares under the Company’s share repurchase plan.

Share Repurchase Program

On May 12, 2016, the Board of Directors of the Company authorized a share repurchase program (the “Share Repurchase Program”), pursuant to which
the Company had been authorized, from time to time, to purchase shares of its common stock for an aggregate repurchase price not to exceed $2 million. The
Share  Repurchase  Program  was  set  to  expire  on  December  31,  2017.  On  September  28,  2017,  the  Company  discontinued  the  Share  Repurchase  Program.
Through  September  28,  2017,  the  Company  had  repurchased  an  aggregate  of  326,413  shares  for  an  aggregate  of  $1.8  million  under  the  Share  Repurchase
Program.

 The Company had previously adopted a Rule 10b5-1 share repurchase plan under the Securities Exchange Act of 1934 (the “Plan”) in connection with the Share
Repurchase Program. The Plan allowed the Company to repurchase its shares at times when it otherwise might be prevented from doing so under insider trading
laws or because of self-imposed trading blackout periods. The Company has cancelled the Plan effective September 28, 2017.

OFF-BALANCE SHEET ARRANGEMENTS

As of December 31, 2018, we had no off-balance sheet arrangements as defined in Item 303(a)(4) of Regulation S-K.

EXPOSURE TO CATASTROPHES

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

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CRITICAL ACCOUNTING POLICIES

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

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

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

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

Reserves for Losses and Loss Adjustment Expenses. We determine our reserves for losses and loss adjustment expenses on the basis of the claims
reported by our ceding insurers and for losses incurred but not reported (“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 U.S. GAAP, we are not permitted to establish loss reserves until the occurrence of an actual loss event. As a result, only loss reserves applicable to
losses  incurred  up  to  the  reporting  date  may  be  recorded,  with  no  allowance  for  the  provision  of  a  contingency  reserve  to  account  for  expected  future  losses.
Losses arising from future events, which could be substantial, are estimated and recognized at the time the loss is incurred.

As at December 31, 2018 our best estimate for reserves for loss and loss adjustment expenses was $4.1 million, with IBNR representing approximately 2% of

such reserves. See Note 8 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.

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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.

JOBS ACT

The JOBS Act contains provisions that, among other things, reduce certain reporting requirements for an emerging growth company.  We have determined
that, as an emerging growth company, we will not: (i) provide an auditor’s attestation report on our system of internal controls over financial reporting pursuant to
Section 404(b); (ii) provide all of the compensation disclosure that may be required of non-emerging growth public companies under the Dodd-Frank Wall Street
Reform  and  Consumer  Protection  Act;  (iii)  comply  with  any  requirement  that  may  be  adopted  by  the  Public  Company  Accounting  Oversight  Board  regarding
mandatory  audit  firm  rotation  or  a  supplement  to  the  auditor’s  report  providing  additional  information  about  the  audit  and  the  financial  statements;  (iv)  disclose
certain executive compensation-related items such as the correlation between executive compensation and performance and comparisons of our Chief Executive
Officer’s  compensation  to  median  employee  compensation;  or  (v)  comply  with  new  or  revised  accounting  standards  on  the  relevant  dates  on  which  adoption  of
such standards is required for non-emerging growth companies.

We will continue to be an emerging growth company until the earliest of: (i) the last day of the fiscal year during which we had total annual gross revenues
of at least $1 billion (as indexed for inflation); (ii) the last day of the fiscal year following the fifth anniversary of the date of our initial public offering; (iii) the date on
which we have, during the previous three-year period, issued more than $1.0 billion in non-convertible debt; and (iv) the date on which we are deemed to be a
“large accelerated filer,” as defined under the Exchange Act.

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 45 of this Annual Report on Form 10-K.

 ITEM 9     CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND FINANCIAL DISCLOSURE

None.

39

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

 
  
 
 
 
  
 
 
 
 
 
 
 
ITEM 9A                       CONTROLS AND PROCEDURES

Evaluation of Disclosure Controls and Procedures

Under the supervision and with the participation of our principal executive officer and our principal financial officer, we have evaluated the effectiveness of
our  disclosure  controls  and  procedures (as  defined  in  Rules  13a-15(e)  and  15d-15(e)  of  the  Exchange  Act)   as  of  the  end  of  the  period  covered  by  this  Annual
Report on Form 10-K (December 31, 2018). 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.

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, 2018, 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 temporary rules of the Securities
and Exchange Commission that permit us to provide only management’s report in this Annual Report.

Changes in Internal Control Over Financial Reporting

There have been no changes in our internal control over financial reporting that occurred during the fiscal year ended December 31, 2018 that have

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

ITEM 9B                       OTHER INFORMATION

None.

40

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
ITEM 10                       DIRECTORS, EXECUTIVE OFFICERS AND CORPORATE GOVERNANCE

PART III

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 2019 annual meeting of stockholders to be filed with the SEC not later than 120 days after December 31, 2018.

 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 2019 annual meeting of stockholders to be

filed with the SEC not later than 120 days after December 31, 2018.

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 2019 annual meeting of stockholders to be

filed with the SEC not later than 120 days after December 31, 2018.

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 2019 annual meeting of stockholders to be

filed with the SEC not later than 120 days after December 31, 2018.

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 2019 annual meeting of stockholders to be

filed with the SEC not later than 120 days after December 31, 2018.

41

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

 
 
 
 
  
 
 
  
 
 
 
 
 
 
 
ITEM 15                       EXHIBITS, FINANCIAL STATEMENT SCHEDULES

(a)   Documents Filed as Part of the Report

PART IV

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 45 of this Annual Report on Form 10-K. 

(b)   Exhibits

Reference is made to the separate exhibit index contained on pages 42 through 43 filed herewith.

Exhibit

Title

Oxbridge Re Holdings Limited
Index to Exhibits

3

4.1

4.2

4.3

10.1

10.2*

10.4*

10.5*

10.6*

10.7*

Third Amended and Restated Memorandum and Articles of Association of Oxbridge Re Holdings Limited, as amended through December
19, 2014 (incorporated by reference to Exhibit 3.1 to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed December 24, 2014)
(Commission File No. 1-36346).

Warrant  Agreement,  dated  March  26,  2014,  between  Oxbridge  Re  Holdings  Limited  and  Broadridge  Corporate  Issuer  Solutions,  Inc.
(incorporated by reference to Exhibit 4.1 to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed May 28, 2014) (Commission
File No. 1-36346).

Form  of  Warrant  Agreement  between  Oxbridge  Re  Holdings  Limited  and  Broadridge  Corporate  Issuer  Solutions,  Inc.  (incorporated  by
reference  to  Exhibit  4.1  to  Oxbridge  Re  Holdings  Limited’s  Registration  Statement  on  Form  S-1  filed  January  27,  2014)  (Commission
File No. 333-193577).

Form of Warrant Agreement issued to investors in May/June 2013 Private Placement (incorporated by reference to Exhibit 4.2 to Oxbridge
Re Holdings Limited’s Registration Statement on Form S-1 filed January 27, 2014) (Commission File No. 333-193577).  

Lease between 90 North Church Street Ltd. and Oxbridge Re Holdings Limited dated April 17, 2015 (incorporated by reference to Exhibit
10.1 to Oxbridge Re Holdings Limited’s Annual Report on Form 10-K filed March 17, 2016) (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).

Executive Employment Agreement, dated July 18, 2013, by and between Oxbridge Re Holdings Limited and Jay Madhu (incorporated by
reference  to  Exhibit  10.3  to  Oxbridge  Re  Holdings  Limited’s  Registration  Statement  on  Form  S-1  filed  January  27,  2014)  (Commission
File No. 333-193577).

Offer of Employment from Oxbridge Re Holdings Limited to Wrendon Timothy, executed on August 1, 2013 (incorporated by reference to
Exhibit  10.4  to  Oxbridge  Re  Holdings  Limited’s  Registration  Statement  on  Form  S-1  filed  January  27,  2014)  (Commission  File  No.  333-
193577).

Form of Oxbridge Re Holdings Limited 2014 Omnibus Incentive Plan Restricted Share Award (incorporated by reference to Exhibit 10.1 to
Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed January 28, 2015) (Commission File No. 1-36346).

Form of Oxbridge Re Holdings Limited 2014 Omnibus Incentive Plan Share Option Award Agreement (incorporated by reference to  Exhibit
10.2 to Oxbridge Re Holdings Limited’s Current Report on Form 8-K filed January 28, 2015) (Commission File No. 1-36346).

42

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
  
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
10.8*

10.9*

  21

31.1

31.2

32

101

Amendment  dated  July  19,  2016  to  Employment  Agreement  between  Jay  Madhu  and  Oxbridge  Re  Holdings  Limited  dated  July  18,  2013
(incorporated  by  reference  to  Exhibit  10.31  to  Oxbridge  Re  Holdings  Limited’s  Quarterly  Report  on  Form  10-Q  filed  August  15,  2016)
(Commission File No. 1-36346).

Amendment dated August 1, 2015 to Employment Agreement between Wrendon Timothy and Oxbridge Re Holdings Limited dated August
1, 2013(incorporated by reference to Exhibit 10.41 to Oxbridge Re Holdings Limited’s Quarterly Report on Form 10-Q filed August 15, 2016)
(Commission File No. 1-36346).

List  of  Subsidiaries  of  Oxbridge  Re  Holdings  Limited (incorporated by reference to Exhibit 21.1 to Oxbridge Re Holdings Limited's Annual
Report on Form 10-K filed March 13, 2018) (Commission File No. 1-36346).

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

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

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

The following materials from Oxbridge Re Holdings Limited’s Annual Report on Form 10-K for the fiscal year ended December 31, 2018 are
filed herewith, formatted in XBRL (Extensible Business Reporting Language): (i) Consolidated Balance Sheets, (ii) Consolidated Statements
of  Operations,  (iii)  Consolidated  Statements  of  Comprehensive  Loss  (iv)  Consolidated  Statements  of  Cash  Flows,  (v)  Consolidated
Statements of Changes in Shareholders’ Equity and (vi) Notes to Consolidated Financial Statements.

* Indicates a management contract or compensatory plan or arrangement.

(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 45 of this Annual Report on Form 10-K.

43

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

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

SIGNATURES

OXBRIDGE RE HOLDINGS LIMITED

By

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

Date:

March 19, 2019

Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below as of March 19, 2019 by the following persons on behalf of
the registrant and in the capacities indicated:

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

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

/s/ MAYUR PATEL
Mayur Patel
Director

/s/ RAY CABILLOT
Ray Cabillot
Director

/s/ KRISHNA PERSAUD
Krishna Persaud
Director

44

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Index to Consolidated Financial Statements and Financial Statement Schedules

Form 10-K
Page(s)

Consolidated Financial Statements

Report of Independent Registered Public Accounting Firm

Consolidated Balance Sheets at December 31, 2018 and 2017

Consolidated Statements of Operations for the years ended December 31, 2018 and 2017

Consolidated Statements of Comprehensive Loss for the years ended December 31, 2018 and 2017

Consolidated Statements of Cash Flows for the years ended December 31, 2018 and 2017

Consolidated Statements of Changes in Shareholders’ Equity for the years ended December 31, 2018 and 2017

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

F-1

F-2

F-3

F-4

F-5

F-7

F-8

F-32

F-33

F-36

F-37

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 F-1

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

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

Assets

Investments:
Fixed-maturity securities, available for sale, at fair value (amortized cost: $991 and $4,450, respectively)
Equity securities, available for sale, at fair value (cost of $2,058 in 2017)
Equity securities, at fair value (cost of $210 in 2018)
       Total investments
Cash and cash equivalents
Restricted cash and cash equivalents
Accrued interest and dividend receivable
Premiums receivable
Deferred policy acquisition costs
Prepayment and other receivables
Property and equipment, net

  Total assets

Liabilities and Shareholders’ Equity

Liabilities:

Reserve for losses and loss adjustment expenses
Loss experience refund payable
Losses payable
Unearned premiums reserve
Accounts payable and other liabilities

  Total liabilities

Shareholders’ equity:

Ordinary share capital, (par value $0.001, 50,000,000 shares authorized; 5,733,587 and 5,916,149 shares issued

and outstanding)

Additional paid-in capital
Accumulated Deficit
Accumulated other comprehensive income (loss)
Total shareholders’ equity
Total liabilities and shareholders’ equity

See accompanying Notes to Consolidated Financial Statements

F-2

At December 31,

2018

2017

  $

  $

  $

993 
- 
162 
1,155 
8,074 
3,225 
15 
- 
- 
74 
18 
12,561 

4,108 
- 
- 
- 
139    
4,247    

6 
32,226 
(23,920)
2 
8,314    

  $

12,561 

4,433 
2,036 
- 
6,469 
7,763 
3,124 
39 
3,798 
48 
116 
36 
21,393 

4,836 
135 
386 
2,012 
106 
7,475 

6 
32,100 
(18,149)
(39)
13,918 
21,393 

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

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

Revenue
Assumed premiums
Premiums ceded
Change in loss experience refund payable
Change in unearned premiums reserve

Net premiums earned
Net income from derivatives
Net investment income
Net realized investment losses
Change in fair value of equity securities

Total revenue

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

Total expenses

Loss before loss attributable to Series 2018-1

Loss attributable to Series 2018-1 noteholders

Net loss

Basic loss per share

Diluted loss per share

Weighted-average shares outstanding
Basic and Diluted

Dividends paid per share

See accompanying Notes to Consolidated Financial Statements

F-3

  $

Years Ended December 31,

2018

2017

2,361 
- 
(225)
592 

2,728 
997 
366 
(255)
(26)

3,810 

10,006 
8 
263 
1,282    

18,263 
(880)
1,335 
4,849 

23,567 
- 
412 
(138)
- 

23,841 

42,427 
- 
681 
1,325 

11,559    

44,433 

(7,749)

(20,592)

2,000 

- 

  $

(5,749)

(20,592)

  $

  $

(1.00)

(1.00)

(3.55)

(3.55)

5,733,587 

5,808,354 

  $

- 

0.36 

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

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

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

Net change in unrealized loss

Total other comprehensive income

Comprehensive loss

See accompanying Notes to Consolidated Financial Statements

F-4

Years Ended December 31,

2018

2017

  $

(5,749)

(20,592)

4
15

19 

19 

234 
138 

372 

372 

  $

(5,730)

(20,220)

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

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

Operating activities

Net loss

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

Stock-based compensation
Net amortization of premiums on investments in fixed-maturity securities
Depreciation and amortization
Net realized investment losses
Change in fair value of equity securities
Loss attributable to Series 2018-1 noteholders

Change in operating assets and liabilities:

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

Years ended December 31

2018

2017

  $

(5,749)

(20,592)

126 
7 
18 
255 
26 
(2,000)

24 
3,798 
48 
42 
(728)
(135)
(386)
(2,012)
33

127 
84 
24 
138 
- 
- 
- 
9 
240 
40 
(18)
(3,866)
(1,335)
386 
(1,449)
(98)

Net cash used in operating activities

  $

(6,633)

(26,310)

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

(4,903)
(6,009)
8,340 
7,617 
- 

(3,988)
(18,659)
5,538 
21,782 
(6)

Net cash provided by investing activities

  $

5,045 

4,667 

Financing activities
Proceeds on issuance of notes payable to Series 2018- noteholders
Repurchases of common stock under share repurchase plan
Dividends paid

Net cash provided by (used) in financing activities

F-5

2,000 
- 
- 

  $

2,000 

- 
(1,061)
(2,091)

(3,152)

 (continued)

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

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

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

Net change during the year
Balance, beginning of year

Balance, end of year

Supplemental disclosure of cash flow information
Interest paid

Income taxes paid

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

See accompanying Notes to Consolidated Financial Statements

F-6

Years ended December 31

2018

2017

412 
10,887 

(24,795)
35,682 

  $

11,299 

10,887 

- 

- 

19 

- 

- 

372 

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
   
   
   
 
   
  
   
  
   
  
   
  
   
   
 
   
  
   
  
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Consolidated Statements of Changes in Shareholders’ Equity
Years ended December 31, 2018 and 2017
 (expressed in thousands of U.S. Dollars, except per share amounts)

Ordinary Share Capital

Shares

Amount

(Accumulated
Deficit)
Retained

Accumulated
Other
Comprehensive
Income

Total
Shareholders'  

Earnings

  (Loss)

Equity

Additional
Paid-in

Capital

Balance at December 31, 2016
Cash dividends paid
Repurchase and retirement of common stock under share
repurchase plan
Net loss for the year
Stock-based compensation
Total other comprehensive income
Balance at December 31, 2017

    5,916,149 
- 

(182,562)    

- 
- 
- 
    5,733,587 

6     
-     

-     
-     
-     
-     
6     

33,034     
-     

4,534     
(2,091)    

(411)    
-     

37,163 
(2,091)

(1,061)    
-     
127     
-     
32,100     

-     
(20,592)    
-     
-     
(18,149)    

-     
-     
-     
372     
(39)    

(1,061)
(20,592)
127 
372 
13,918 

Balance at December 31, 2017
Cumulative effect of change in accounting for equity securities as
of January 1, 2018
Net loss for the year
Stock-based compensation
Total other comprehensive income
Balance at December 31, 2018

    5,733,587 

6     

32,100     

(18,149)    

(39)    

13,918 

- 
- 
- 
- 
    5,733,587 

-     
-     
-     
-     
6     

-     
-     
126     
-     
32,226     

(22)    
(5,749)    
-     
-     
(23,920)    

22     
-     
-     
19     
2     

- 
(5,749)
126 
19 
8,314

See accompanying Notes to Consolidated Financial Statements

F-7

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
   
 
   
 
   
 
   
 
 
 
 
 
   
 
   
 
   
 
   
 
   
 
 
   
   
   
   
   
   
   
   
   
   
   
 
   
  
   
      
      
      
      
  
 
   
  
   
      
      
      
      
  
   
   
   
   
   
   
   
   
   
   
 
 
OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
Notes to Consolidated Financial Statements

1.

ORGANIZATION AND BASIS OF PRESENTATION

(a) Organization

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

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

(b) Basis of Presentation and Consolidation

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

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

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

2.

SIGNIFICANT ACCOUNTING POLICIES

Use of Estimates: In preparing the consolidated financial statements, management was required to make certain estimates and assumptions that affect the
reported amounts of the consolidated assets, liabilities, revenues, expenses and related disclosures at the financial reporting date and throughout the periods being
reported upon. Certain of the estimates result from judgments that can be subjective and complex and consequently actual results may differ from these estimates,
which would be reflected in future periods.

Material  estimates  that  are  particularly  susceptible  to  significant  change  in  the  near-term  relate  to  the  determination  of  the  reserve  for  losses  and  loss
adjustment  expenses,  which  include  amounts  estimated  for  claims  incurred  but  not  yet  reported.  The  Company  uses  various  assumptions  and  actuarial  data  it
believes to be reasonable under the circumstances to make these estimates. In addition, accounting policies specific to  valuation  of  investments,  assessment  of
other-than-temporary impairment (“OTTI”) and loss experience refund payable involve significant judgments and estimates material to the Company’s consolidated
financial statements. Although considerable variability is likely to be inherent in these estimates, management believes that the amounts provided are reasonable.

F-8

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2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

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

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

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

less.

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

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

Investments: The Company’s investments consist of fixed-maturity securities and equity securities, and for which its fixed-maturity securities are classified
as  available-for-sale.  The  Company’s  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 with respect to its fixed-maturity securities. For the Company’s investment in equity securities, the changes in
fair value are recorded within the consolidated statements of operations.

Unrealized gains or losses are determined by comparing the fair market value of the 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.

The Company reviews all fixed-maturity securities for other-than-temporary impairment ("OTTI") on a quarterly basis and more frequently when economic
or  market  conditions  warrant  such  review.  When  the  fair  value  of  any  investment  is  lower  than  its  cost,  an  assessment  is  made  to  see  whether  the  decline  is
temporary of other-than-temporary. If the decline is determined to be other-than-temporary the investment is written down to fair value and an impairment charge is
recognized in operations in the period in which the Company makes such determination. For a fixed-maturity security that the Company does not intend to sell nor
is it more likely than not that the Company will be required to sell before recovery of its amortized cost, only the credit loss component is recognized in operations,
while  impairment  related  to  all  other  factors  is  recognized  in  other  comprehensive  income.  The  Company  considers  various  factors  in  determining  whether  an
individual security is other-than-temporarily impaired (see Note 4).

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

Level 1

Level 2

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

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

Level 3

Inputs that are unobservable.

F-9

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2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

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

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

Derivative Financial Instruments: The Company may from time to time enter into underwriting contracts such as industry loss warranty contracts (“ILW”)
that are treated as derivatives for GAAP purposes. GAAP requires that an entity recognize all derivatives in the consolidated balance sheet at fair value. It also
requires that unrealized gains and losses resulting from changes in fair value be included in operations or comprehensive income (loss). The Company’s derivative
financial  instrument  assets  are  included  in  prepayments  and  other  assets.  Derivative  financial  instrument  liabilities  are  included  in  accounts  payable  and  other
liabilities.

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. There was no
DAC at December 31, 2018 and at December 31, 2017, the DAC was considered fully recoverable and no premium deficiency loss was recorded.

Property and equipment:  Property and equipment are recorded at cost when acquired. Property and equipment are comprised of motor vehicles, furniture
and fixtures, computer equipment and leasehold improvements and are depreciated, using the straight-line method, over their estimated useful lives, which are five
years for furniture and fixtures and computer equipment and four years for motor vehicles. Leasehold improvements are amortized over the lesser of the estimated
useful lives of the assets or remaining lease term. The Company periodically reviews property and equipment that have finite lives, and that are not held for sale,
for impairment by comparing the carrying value of the assets to their estimated future undiscounted cash flows. For the years ended December 31, 2018 and 2017,
there were no impairments in property and equipment.

Allowance for uncollectible receivables: Management evaluates credit quality by evaluating the exposure to individual counterparties; where warranted
management  also  considers  the  credit  rating  or  financial  position,  operating  results  and/or  payment  history  of  the  counterparty.  Management  establishes  an
allowance for amounts for which collection is considered doubtful. Adjustments to previous assessments are recognized in operations in the year in which they are
determined. At December 31, 2018, no receivables were determined to be overdue or impaired, and accordingly, no allowance for uncollectable receivables has
been established.

F-10

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

2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

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

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

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

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

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

Unearned Premiums Ceded: The Company reduces 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.

F-11

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

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

2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

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, 2018.

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

Stock-Based Compensation: The Company accounts for stock-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. The Company's shares have not been publicly traded for a sufficient
length  of  time  to  solely  use  the  Company's  performance  to  reasonably  estimate  the  expected  volatility.  Therefore,  when  estimating  the  expected  volatility,  the
Company takes into consideration the historical volatility of similar entities. The Company considers factors such as an entity's industry, stage of life cycle, size and
financial leverage when selecting similar entities. The Company uses a sample peer group of companies in the reinsurance industry as well as the Company’s own
historical volatility in determining the expected volatility. Additionally, the Company uses the full life of the options, ten years, as the estimated term of the options,
and has assumed no forfeitures during the life of the options.

The Company uses the straight-line attribution method for all grants that include only a service condition. Compensation expense related to all awards is

included in general and administrative expenses. 

Recent adopted accounting pronouncements:

Accounting  Standards  Update  No.  2016-01.  In  January  2016,  the  FASB  revised  GAAP  with  the  issuance  of  Accounting  Standards  Update  2016-01
(“ASU  2016-01”),  Financial  Instruments  -  Overall  (Subtopic  825-10):  Recognition  and  Measurement  of  Financial  Assets  and  Financial  Liabilities  to  improve  the
recognition and measurement of financial instruments. The new ASU requires certain investments in equity securities to be measured at fair value with changes in
fair value reported in operations and requires changes in instrument-specific credit risk for financial liabilities recorded at fair value under the fair value option to be
reported  in  Other  Comprehensive  income  (loss).  The  company  adopted  this  ASU  on  January  1,  2018  and  applied  it  prospectively  without  prior  period  amounts
restated.  As  a  result  of  the  adoption,  $22  thousand  of  unrealized  losses  on  equity  securities  was  reclassified  on  January  1,  2018,  from  accumulated  other
comprehensive  loss  to  accumulated  deficit.  Results  of  operations  were  impacted  as  changes  in  fair  value  of  equity  securities  are  now  reported  as  a  separate
component in net loss instead of reported in other comprehensive income.

F-12

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

 
 
 
 
 
 
 
  
 
 
2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

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

Accounting Standards Update No. 2016-18. In November 2016, the FASB revised GAAP, Statement of Cash Flows (Topic 230): Restricted Cash with
the issuance of the ASU 2016-18, to reduce diversity in the classification and presentation of changes in restricted cash in the statement of cash flows. The new
ASU  requires  that  the  statement  of  cash  flows  explain  the  change  during  the  period  in  the  total  of  cash,  cash  equivalents,  and  amounts  generally  described  as
restricted cash or restricted cash equivalents. The Company is required to reconcile such total to amounts on the Consolidated Balance Sheets and disclose the
nature  of  the  restrictions.  The  Company  adopted  this  ASU  effective  January  1,  2018,  which  only  resulted  in  a  change  in  the  presentation  of  the  Consolidated
Statements of Cash Flows.

Accounting Standards Update No. 2017-09. In May 2017, the FASB issued ASU 2017-09,  Compensation - Stock Compensation (Topic 718): Scope of
Modification Accounting. ASU 2017-09 clarifies when to account for a change to the terms or conditions of a share-based payment award as a modification. Under
the new guidance, modification accounting is required only if the fair value, the vesting conditions, or the classification of the award (as equity or liability) changes
as a result of the change in terms or conditions. The effective date of ASU 2017-09 was for interim and annual reporting periods, beginning after December 15,
2017,  and  was  applied  prospectively.  The  company  adopted  this  ASU  effective  January  1,  2018,  and  it  did  not  have  a  material  impact  on  our  company's
consolidated financial position, cash flows or results of operations.

Pending Accounting Updates:

Accounting Standards Update No. 2016-02. In February 2016, the FASB issued ASU 2016-02, "Leases (Topic 842)," which supersedes Topic 840 and
creates  the  new  lease  accounting  standards  for  lessees  and  lessors,  primarily  related  to  the  recognition  of  lease  assets  and  liabilities  by  lessees  for  leases
classified as operating leases. ASU 2016-02 is effective for all public entities for reporting periods beginning after December 15, 2018 and interim periods within
those  fiscal  years.  Effective  January  1,  2019,  the  Company  has  adopted  ASU  2016-02  and  there  has  been  no  material  impact  on  the  consolidated  financial
statements as a result of the adoption.

Accounting  Standards  Update  No.  2016-13.  In  June  2016,  the  FASB  issued  ASU  2016-13,  “Financial  Instruments  -  Credit  Losses  (Topic  326):
Measurements of Credit Losses on Financial Instruments” (“ASU 2016-13”). ASU 2016-13 amends the guidance on reporting credits losses and affects loans, debt
securities, trade receivables, reinsurance recoverable and other financial assets that have the contractual right to receive cash. The amendments are effective for
annual  periods  beginning  after  December  15,  2019,  and  interim  periods  within  those  annual  periods.  Early  adoption  is  permitted  for  any  organization  for  annual
periods  beginning  after  December  15,  2018  and  interim  periods  within  those  annual  periods.  The  Company  is  in  the  process  of  evaluating  the  impact  of  the
requirements of ASU 2016-13 on the Company’s consolidated financial statements and anticipates implementing ASU 2016-13 during the first quarter of fiscal year
2020.

Accounting  Standards  Update  No.  2018-07.   In  June  2018,  the  FASB  issued  ASU  No.  2018-07,  Stock  Compensation  (Topic  718):  Improvements  to
Nonemployee Share-Based Payment Accounting. The ASU is intended to reduce the cost and complexity and to improve financial reporting for nonemployee share-
based  payments.  The  ASU  expands  the  scope  of  Topic  718.  Compensation  Stock  Compensation  (which  currently  only  includes  share-based  payments  to
employees)  to  include  share-based  payments  issued  to  nonemployees  for  goods  or  services.  Consequently,  the  accounting  for  share-based  payments  to
nonemployees and employees will be substantially aligned. The ASU supersedes Subtopic 505-50, Equity-Equity-Based payments to Non-Employees. The ASU is
effective  for  the  Company  for  fiscal  years  beginning  after  December  15,  2018,  including  interim  periods  within  that  fiscal  year.  Effective  January  1,  2019,  the
Company has adopted ASU 2018-07 and there has been no material impact on the consolidated financial statements as a result of the adoption.

F-13

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2. 

SIGNIFICANT ACCOUNTING POLICIES (continued)

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

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

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

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

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

Total

December 31,

2018

2017

(in thousands)

  $

  $

3,965 
4,109 
3,225 

4,052 
3,711 
3,124 

11,299 

10,887 

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

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

4. INVESTMENTS

The  Company  holds  investments  in  fixed-maturity  securities  and  equity  securities,  with  its  fixed-maturity  securities  classified  as  available-for-sale.  At
December  31,  2018  and  2017,  the  cost  or  amortized  cost,  gross  unrealized  gains  and  losses,  and  estimated  fair  value  of  the  Company’s  available-for-sale
securities by security type were as follows:

As of December 31, 2018

Fixed-maturity securities
U.S. Treasury and agency securities

Cost or Amortized
Cost

Gross  Unrealized 
Gain

 Gross
Unrealized  Loss  

Estimated  Fair
Value ($000)

($ in thousands)

  $

991 

  $

2 

  $

- 

  $

993 

Total fixed-maturity securities

991 

2 

- 

993 

Total available for sale securities

  $

991 

  $

2 

  $

- 

  $

993 

As of December 31, 2017
Fixed-maturity securities
U.S. Treasury and agency securities

Total fixed-maturity securities

Mutual funds
Preferred stocks
Common stocks

Total equity securities1

  $

4,450 

  $

- 

  $

(17)

  $

4,433 

4,450 

400 
200 
1,458 

2,058 

- 

29 
- 
12 

41 

(17)

- 
(1)
(62)

(63)

4,433 

429 
199 
1,408 

2,036 

Total available for sale securities

  $

6,508 

  $

41 

  $

(80)

  $

6,469 

(1) Effective January 1, 2018, the Company adopted ASU No. 2016-01 and equity securities are no longer classified as available-for-sale. Prior periods have not

been restated to conform to the current presentation. See Note 2, Accounting Policies, for additional information.

At December 31, 2018 and 2017, securities with a fair value of $993,000 and 1,430,000, respectively, are held in trust accounts as collateral under

reinsurance contracts with the Company’s ceding insurers.

F-15

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

4. 

INVESTMENTS (continued)

Expected maturities will differ from contractual maturities as borrowers may have the right to call or prepay obligations with or without penalties. The

scheduled contractual maturities of fixed-maturity securities at December 31, 2018 and 2017 are as follows:

As of December 31, 2018
Available for sale
Due within one year
Due after one year through five years

As of December 31, 2017
Available for sale
Due within one year
Due after one year through five years

Amortized

Fair Value

Estimated

($ in thousands)

  $

- 
991 

- 
993 

  $

991 

  $

993 

  $

3,007 
1,443 

3,003 
1,430 

  $

4,450 

  $

4,433 

Gross proceeds received, and the gross realized gains and losses from sales of available-for-sale securities, for the years ended December 31, 2018 and

2017 are as follows:

Year ended December 31, 2018
Fixed-maturity securities

Equity securities

Year ended December 31, 2017
Fixed-maturity securities

Equity securities

Gross proceeds
from sales

Gross Realized
Gains

Gross Realized
Losses

($ in thousands)

  $

  $

  $

  $

8,340 

  $

7 

  $

(22)

7,617   $

475 

  $

(715)

5,538 

  $

30 

  $

(7)

21,782 

  $

1,422 

  $

(1,583)

F-16

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

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

4. 

INVESTMENTS (continued)

The  Company  regularly  reviews  its  individual  investment  securities  for  OTTI.  The  Company  considers  various  factors  in  determining  whether  each

individual debt security is other-than-temporarily impaired, including:

● the financial condition and near-term prospects of the issuer, including any specific events that may affect its operations or income;

● the length of time and the extent to which the market value of the security has been below its cost or amortized cost;

● general market conditions and industry or sector specific factors;

● nonpayment by the issuer of its contractually obligated interest and principal payments; and

● the Company’s intent and ability to hold the investment for a period of time sufficient to allow for the recovery of costs.

There were no available-for-sale securities with gross unrealized loss positions at December 31, 2018. Available-for-sale securities with gross unrealized

loss positions at December 31, 2017, aggregated by investment category and length of time the individual securities have been in a continuous loss position, are as
follows:

 As of December 31, 2017

Fixed maturity securities
U.S. Treasury and agency securities

Total fixed-maturity securities

Equity securities
Mutual funds
Preferred stocks
All other common stocks

Total equity securities

Less Than Twelve Months
Gross
Unrealized
Loss

Estimated  Fair
Value

Twelve Months or Greater
Gross
Unrealized
Loss

Estimated Fair
Value

Total

Gross
Unrealized
Loss

Estimated
Fair Value  

($ in thousands)

($ in thousands)

($ in thousands)

13 

13 

- 
1 
36 

37 

1,428     

4     

3,003     

17     

4,431 

1,428     

4     

3,003     

17     

4,431 

-     
199     
769     

-     
-     
26     

-     
-     
174     

-     
1     
62     

- 
199 
943 

968     

26     

174     

63     

1,142 

Total available for sale securities

  $

50 

  $

2,396    $

30    $

3,177    $

80    $

5,573 

At December 31, 2017, there were 8 securities in an unrealized loss position of which 2 of these positions had been in an unrealized loss position for 12

months or greater.

The Company believes there were no fundamental issues such as credit losses or other factors with respect to its fixed-maturity securities. It is expected that
the securities would not be settled at a price less than the par value of the investments and because the Company has the ability and intent to hold these securities
and it is probable that the Company will not be required to sell these securities until a market price recovery or maturity, the Company does not consider any of its
fixed-maturity securities to be other-than-temporarily impaired at December 31, 2018 and 2017.

F-17

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

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

4. 

INVESTMENTS (continued)

Assets Measured at Estimated Fair Value on a Recurring Basis

The following table presents information about the Company’s financial assets measured at estimated fair value on a recurring basis that is reflected in the

consolidated balance sheets at carrying value. The table indicates the fair value hierarchy of the valuation techniques utilized by the Company to determine such
fair value as of December 31, 2018 and 2017:

As of December 31, 2018

Financial Assets:
Cash and cash equivalents

Restricted cash and cash equivalents

Fixed-maturity securities:
U.S. Treasury and agency securities

Total fixed-maturity securities

Total equity securities

Total securities

Fair Value Measurements Using

(Level 1)

(Level 2)

(Level 3)

Total

($ in thousands)

  $

  $

8,074 

  $

3,225 

  $

- 

  $

- 

  $

- 

  $

8,074 

- 

  $

3,225 

-

-

162 

162

993

993

993

993

- 

- 

- 

- 

993 

993 

162 

1,155 

Total

  $

11,461   $

993   $

- 

  $

12,454 

As disclosed in Note 5, the Company is a counterparty to an investment in an industry loss warranty swap. The swap was valued on the basis of models developed
by the counterparty, which represent unobservable (Level 3).

F-18

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

 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
  
   
  
   
  
   
  
 
   
  
   
  
   
  
   
  
   
  
   
  
   
  
   
  
 
 
   
   
 
   
  
   
  
   
  
   
  
 
   
  
   
  
   
  
   
  
 
 
   
   
 
   
  
   
  
   
  
   
  
   
 
   
   
 
   
  
   
  
   
  
   
  
 
 
   
   
 
   
  
   
  
   
  
   
  
 
 
 
There were no transfers between Levels 1, 2 and 3 during the years ended December 31, 2018 and 2017.

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

As of December 31, 2017

Financial Assets:
Cash and cash equivalents

Restricted cash and cash equivalents

Fixed-maturity securities:
U.S. Treasury and agency securities

Total fixed-maturity securities

Mutual funds
Preferred stocks
All other common stocks

Total equity securities

Fair Value Measurements Using

(Level 1)

(Level 2)

(Level 3)

Total

($ in thousands)

  $

  $

7,763 

  $

3,124 

  $

- 

  $

- 

  $

- 

  $

7,763 

- 

  $

3,124 

-

-

429 
199 
1,408 

2,036 

4,433

4,433

- 
- 
- 

-

- 

- 

- 
- 
- 

- 

- 

4,433 

4,433 

429 
199 
1,408 

2,036 

6,469 

Total available for sale securities

2,036

4,433

Total

  $

12,923   $

4,433   $

- 

  $

17,356 

5.  DERIVATIVE INSTRUMENTS

Inward Industry Loss Warranty ("ILW") Swap

In  January  2018,  the  Company  entered  into  an  inward  ILW  swap  (the  "2018  Inward  ILW  Swap")  with  a  third-party  under  which  qualifying  loss  payments  are
triggered  by  reference  to  the  level  of  losses  incurred  by  the  insurance  industry  as  a  whole,  rather  than  by  losses  incurred  by  the  insured.  In  return  for  a  fixed
payment received of approximately $1 million, the Company is required to make a floating payment in the event of certain losses incurred from specified natural
catastrophes  in  North  America,  Caribbean,  Europe,  Japan,  Australia,  New  Zealand  and  Latin  America  from  January  2018  to  December  2018.  The  Company’s
maximum payment obligation under the 2018 Inward ILW Swap is $4 million. During the quarter ending December 31, 2018, the Company was made aware of
industry loss events occurring that would trigger a payment obligation under the 2018 Inward ILW Swap and as a result, have set up the appropriate reserves at
December 31, 2018. On January 17, 2019, the Company paid the floating payment obligation of $4 million to the swap counterparty.

During the year ended December 31, 2018, the Company recognized a net capital loss of $3 million from the derivative instrument pursuant to the 2018 Inward

ILW Swap.

F-19

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

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

6.  TAXATION

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

The  Company  and  its  subsidiaries  intend  to  conduct  substantially  all  of  their  operations  in  the  Cayman  Islands  in  a  manner  such  that  they  will  not  be
engaged  in  a  trade  or  business  in  the  U.S.  However,  because  there  is  no  definitive  authority  regarding  activities  that  constitute  being  engaged  in  a  trade  or
business in the U.S. for federal income tax purposes, the Company cannot assure that the U.S. Internal Revenue Service will not contend, perhaps successfully,
that the Company or its subsidiary is 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.

7. 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, 2018. 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 diversified
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-20

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

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

7. VARIABLE INTEREST ENTITIES (continued)

Notes Payable to Series 2018-1 noteholders

Oxbridge  Re  NS  issued  $2  million  of  participating  notes  on  June  1,  2018,  all  of  which  were  issued  to  third  parties  and  which  provides  quota  share  support  for
Oxbridge Re’s global property catastrophe excess of loss reinsurance business. The operations of Oxbridge Re NS commenced on June 1, 2018. The participating
notes are due to mature on June 1, 2021. None of the participating notes were redeemed during the year ended December 31, 2018.

The loss from Oxbridge Re NS operations that are attributable to the participating notes noteholders for the year ended December 31, 2018 were $2 million.

Hurricane Michael made landfall on October 10, 2018. The effect of Hurricane Michael caused loss of principal of approximately $1.1 million to the Series
2018-1 noteholders, and due to other global catastrophes during the year ended December 31, 2018, and in particular, the deadly California wildfires in November
2018, all of which are covered by an aggregate industry loss warranty contract (See Note 5), the Series 2018-1 noteholders suffered an additional loss of principal
of approximately $900 thousand.

8.  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, 2018 and 2017:

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

Year ended

December 31,

2018

2017

($ in thousands)

  $

4,836 

8,702 

10,000 
(1,006)
8,994 

(6,000)
(3,722)
(9,722)
4,108 
- 
4,108 

  $

  $

38,401 
4,026 
42,427 

(36,293)
(10,000)
(46,293)
4,836 
- 
4,836 

1   During the year ended December 31, 2018, the Company entered into final commutation agreements with two (2) cedants under which the Company’s liabilities
were commuted at an agreed-upon fixed price. The Company recognized a net loss on commutation of $8,000 which is presented as a separate line item in the
Consolidated  Statement  of  Operations.  Included  in  the  net  loss  on  commutation  is  favorable  loss  development  of  $1,012  thousand  on  one  of  the  commuted
contracts.

F-21

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

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

8.  RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES  (continued)

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

During the year ended December 31, 2018, the Company experienced significant limit losses on all its policies due to the individual and aggregate impact of

Hurricane Michael, Florence, California wildfires and other global catastrophes.

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.

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.

F-22

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

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

8.  RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES  (continued)

Reserving methodologies and assumptions (cont’d)

● 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

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

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

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

There were no significant changes in the actuarial methodology or assumptions relating to the Company’s reserve for loss and loss adjustment expenses for
the year ended December 31, 2018 or 2017.

F-23

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

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

8.  RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES (continued)

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,  2018,  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.

Property Catastrophe Reinsurance
(in thousands)

Incurred Losses and Loss Adjustment Expenses

As of
December
31,
2018

Accident Year
2016
2017
2018

2016

  $

14,775 

  $
  $

2017
18,801    $
38,401    $
     $

2018
17,795    $
38,401    $
10,000    $

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

Cumulative
Number of
  Reported     
Claims    
5 
8 
2 

5     
69     
-     

    Cumulative Paid Losses and Loss Adjustment Expenses

      For the Years Ended December 31,
      (in thousands)  

Accident Year  
2016  
2017  
2018  

 Total 

  Reserve for loss and loss adjustment expenses at December 31, 2018, net of reinsurance

F-24

  Total 

     $

66,196    $

74     

2016

2017

2018

  $

6,073 

  $

  $

16,073 

36,293 

  $

  $

  $

  $

  $

17,687 

38,401 

6,000 

62,088 

4,108 

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

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

8.  RESERVE FOR LOSSES AND LOSS ADJUSTMENT EXPENSES (continued)

During  the  year  ended  December  31,  2018,  the  Company  did  not  enter  into  any  retrocession  arrangements.  However,  the  Company  had  issued  its  $2  million
Series 2018-1 participating notes, all of which were drawn down to settle losses incurred by the Company as per the provisions of the Series 2018-1 participating
notes. As such, the Company’s gross and net reserve for losses and loss adjustment expenses at December 31, 2018 are both $4,108,000 as recorded on the
balance sheets.

During  the  year  ended  December  31,  2017,  the  Company  entered  into  a  retrocession  arrangement  with  one  rated  reinsurer.  However,  during  the  year  ended
December 31, 2017, the Company received full payment from its reinsurer with respect to losses hedged by the Company, and as such, there are no reinsurance
recoverables on unpaid claims at December 31, 2017. Therefore, the Company’s gross and net reserve for losses and loss adjustment expenses at December 31,
2017 are both $4,836,000 as recorded on the balance sheets.

The following table shows the historical average annual percentage payout of claims as at December 31, 2018.

Years

Property Catastrophe Reinsurance

9.  LOSS PER SHARE

  Average Annual Percentage Payout of Incurred Claims by Age  

1 

2 

62.9%    

30.8%    

3 

9.1%

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

Numerator:
     Net loss

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

Loss per share - basic

Loss per share - diluted

Years ended December 31

2018

2017

  $

(5,749)

(20,592)

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

(1.00)

(1.00)

  $

  $

5,808,354 
- 
- 
5,808,354 

(3.55)

(3.55)

For the years ended December 31, 2018 and 2017, 250,000 options to purchase 250,000 ordinary shares were anti-dilutive as the sum of the proceeds,

including unrecognized compensation expense, exceeded the average market price of the Company’s ordinary share during the periods presented. For the years
ended December 31, 2018 and 2017, 8,230,700 warrants to purchase an aggregate of 8,230,700 ordinary shares were not dilutive because the exercise price of
$7.50 exceeded the average market price of the Company’s ordinary share during the periods presented.

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

to share in dividends, if declared, equally with common stockholders. These participating securities effect the computation of both basic and diluted earnings per
share during periods of net (loss) income.

F-25

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

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

10.  SHAREHOLDERS’ EQUITY

On February 28, 2014, the Company’s Registration Statement on Form S-1, as amended, relating to the initial public offering of the Company’s units was
declared effective by the SEC. The Registration Statement covered the offer and sale by the Company of 4,884,650 units, each consisting of one ordinary share
and  one  warrant  (“Unit”),  which  were  sold  to  the  public  on  March  26,  2014  at  a  price  of  $6.00  per  Unit.  The  ordinary  shares  and  warrants  comprising  the  Units
began separate trading on May 9, 2014. The ordinary shares and warrants are traded on the Nasdaq Capital Market under the symbols “OXBR” and “OXBRW,”
respectively. 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. At any time
after  September  26,  2014  and  before  the  expiration  of  the  warrants,  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.

The initial public offering resulted in aggregate gross proceeds to the Company of approximately $29.3 million (of which approximately $5 million related to

the fair value proceeds on the warrants issued) and net proceeds of approximately $26.9 million after deducting underwriting commissions and offering expenses.

There were 8,230,700 warrants outstanding at December 31, 2018 and 2017. No warrants were exercised during the years ended December 31, 2018 and

2017.

As of December 31, 2018, none of the Company’s retained earnings were restricted from payment of dividends to the company’s shareholders. However,
since most of the Company’s capital and retained earnings may be invested in its subsidiaries, a dividend from the subsidiaries would likely be required in order to
fund a dividend to the Company’s shareholders and would require notification to the Cayman Islands Monetary Authority (“CIMA”).

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

capital if such payments result in breaches of the prescribed and minimum capital requirement. See also Note 12.

F-26

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

11.              STOCK-BASED COMPENSATION

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

has discretion to grant equity and cash incentive awards to eligible individuals, including the issuance of up to 1,000,000 of the Company’s ordinary shares. At
December 31, 2018, there were 690,000 shares available for grant under the Plan.

Stock options

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

A summary of the stock option activity for the years ended December 31, 2018 and 2017 is as follows (option amounts not in thousands):

Outstanding at January 1, 2017

Granted
Outstanding at December 31, 2017

Outstanding at December 31, 2018

Exercisable at December 31, 2018

Number of
Options

Weighted-
Average Exercise
Price

Weighted-
Average Remaining
Contractual Term

Aggregate
Intrinsic Value
($000)

215,000 

35,000 
250,000 

  $
  $

250,000 

  $

223,750 

  $

6.06 
6.00 

6.01 

6.01 

 7.4 years

 6.4 years

 6.4 years

  $

  $

  $

- 

- 

- 

Compensation expense recognized for the years ended December 31, 2018 and 2017 totaled $38,000 and $39,000 respectively, and is included in

general and administrative expenses. At December 31, 2018 and 2017, there was approximately $16,000 and $54,000, respectively, of total unrecognized
compensation expense related to non-vested stock options granted under the Plan. The Company expects to recognize the remaining compensation expense over
a weighted-average period of eighteen (18) months.

No options were granted during the year ended December 31, 2018. During the year ended December 31, 2017, 35,000 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

2017

8%
35%
2.48%
10 
0.73 

  $

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 and the expected life
was based on the contractual life of the options.

F-27

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

11.              STOCK-BASED COMPENSATION (continued)

Restricted Stock Awards

The Company has granted and 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. Restricted stock awards granted and outstanding under the Plan vests quarterly over four years.

Information with respect to the activity of unvested restricted stock awards during the years ended December 31, 2018 and 2017 is as follows (share

amounts not in thousands):

Nonvested at January 1, 2017
Vested
Nonvested at December 31, 2017

Nonvested at January 1, 2018
Vested
Nonvested at December 31, 2018

Restricted Stock
Awards

30,000 
(15,000)
15,000 

Average Grant
Date Fair Value  
5.86 

  $

  $

5.86 

15,000 
(15,000)
- 

  $

  $

5.86 
5.86

-

Compensation  expense  recognized  for  each  of  the  years  ended  December  31,  2018  and  2017  totaled  $88,000  and  is  included  in  general  and
administrative expenses. At December 31, 2018 and 2017, there was approximately $Nil and $88,000, respectively, of total unrecognized compensation expense
related to non-vested restricted stock granted under the Plan.

F-28

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

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, 2018, the Oxbridge Reinsurance Limited’s net worth of $2.2 million exceeded the minimum and prescribed capital requirement. For the

years ended December 31, 2018 and 2017, Oxbridge Reinsurance Ltd.’s net loss was approximately $6 million and $21 million, respectively.

At December 31, 2018, the Oxbridge Re NS’ net worth of $18 thousand exceeded the minimum and prescribed capital requirement. For the year ended

December 31, 2018, Oxbridge Re NS’ net income was approximately $18 thousand.

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, 2018 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 and derivative instruments as disclosed in Note 4 and 5 of these consolidated financial statements, the carrying amounts of all other financial instruments,
which consist of cash and cash equivalents, restricted cash and cash equivalents, accrued interest and dividends receivable, premiums receivable and other assets
and accounts payable and other liabilities, approximate their fair values due to their short-term nature.

Concentration of underwriting risk

A substantial portion of the Company’s current reinsurance business ultimately relates to the risks of two entities; accordingly, the Company’s underwriting

risks are not significantly diversified.

Concentrations of Credit and Counterparty Risk

The Company’s derivative instruments are subject to counterparty risk. The Company routinely monitor this 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, in the Company. 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.

F-29

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

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

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.

In addition, the Company is exposed to credit risk on fixed-maturity debt instruments to the extent that the debtors may default on their debt obligations.

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

significant concentration of credit risk with any one counterparty. Additionally, the Company invests in fixed-maturity securities that are investment grade or higher.

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. COMMITMENTS AND CONTINGENCIES

The Company has an operating lease for office space located at Strathvale House, 2 nd Floor, 90 North Church Street, Grand Cayman, Cayman Islands.
The term of the lease is thirty-eight months and commenced on April 17, 2015. The lease currently runs on a month-to-month basis. Rent expense under this lease
for the years ended December 31, 2018 and 2017 were $67,000 and $62,000, respectively. There are currently no lease commitments as at December 31, 2018.

The Company also has an operating lease for residential space at Britannia Villas #616, Grand Cayman, Cayman Islands that currently runs on a month-to-
month basis. Rent expense under this lease for each of the years ended December 31, 2018 and 2017 were $51,600. There are currently no lease commitments
under this lease as at December 31, 2018.

15. RELATED PARTY TRANSACTIONS

The Company had entered into reinsurance agreements with Claddaugh, which is a related entity through common directorships. At December 31, 2018
and  2017,  included  within  loss  experience  refund  payable  and  unearned  premiums  reserve  on  the  consolidated  balance  sheets  are  the  following  related-party
amounts:

Loss experience refund payable
Unearned premiums reserve

F-30

December 31,

2018

2017

(in thousands)

  $
  $

- 
- 

  $
  $

135 
2,012 

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

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

15. RELATED PARTY TRANSACTIONS (continued)

During the years ended December 31, 2018 and 2017, included within assumed premiums, change in loss experience refund payable and change in

unearned premiums reserve on the consolidated statements of operations are the following related-party amounts:

Revenue
Assumed premiums
Change in loss experience refund payable
Change in unearned premiums reserve

16. PROPERTY AND EQUIPMENT, NET

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

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

17.  SUBSEQUENT EVENTS

December 31,

2018

2017

(in thousands)

  $
  $
  $

  $
- 
225   $
592   $

3,400 
1,335 
2,805 

At December 31,

2018

2017

  $

  $

21 
38 
21 
32 
112 
(94)
18 

21 
38 
21 
32 
112 
(76)
36 

We evaluate all subsequent events and transactions for potential recognition or disclosure in our financial statements. Other than as disclosed in Notes 5

and 7 of these Consolidated Financial Statements, there were no other events subsequent to December 31, 2018 for which disclosure was required.

F-31

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SCHEDULE I

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
SUMMARY OF INVESTMENTS - OTHER THAN INVESTMENTS IN RELATED PARTIES
AS OF DECEMBER 31, 2018
(expressed in thousands of U.S. dollars)

Type of investment 

Fixed-maturity securities
U.S. Treasury and agency securities

Total fixed-maturity securities

Mutual Funds
Preferred stocks
Common stocks

Total equity securities

   Cost or
Amortized Cost  

   Fair Value

   Balance Sheet
Value

  $

991 

  $

993 

  $

991 

- 
- 
210 

210 

993 

- 
- 
162 

162 

993 

993 

- 
- 
162 

162 

Total investments

  $

1,201 

  $

1,155 

1,155 

F-32

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
  
   
  
   
  
   
   
   
 
   
  
   
  
   
  
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
  
   
   
   
 
   
  
   
  
   
  
 
   
  
   
  
   
  
   
 
SCHEDULE II

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

Assets

Cash and cash equivalents
Investments, available for sale, at fair value
Investment in subsidiaries
Accrued interest and dividend receivable
Due from subsidiaries
Prepayment and other receivables
Property and equipment, net

  Total assets

Liabilities and Shareholders’ Equity

Liabilities:

Accounts payable and other liabilities

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

F-33

At December 31,

2018

2017

3,874 
162 
2,272    
- 
2,054 
66 
18 
8,446    

4,251 
5,039 
2,698 
35 
1,857 
108 
36 
14,024 

  $

132 

106 

  $

8,314    
8,446    

13,918 
14,024 

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
  
   
  
   
   
  
   
   
 
   
  
   
  
   
  
   
  
   
 
SCHEDULE II (continued)

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

Revenue
Net investment income
Net realized investment losses
Other income
Operating expenses

Income before equity in (loss) earnings of subsidiaries
Equity in (loss) earnings of subsidiaries

Net loss

F-34

Years Ended December 31,

2018

2017

  $

168 
(237)
1,586 
(1,264)
253 
(6,002)

298 
(175)
1,644 
(1,316)
451 
(21,043)

  $

(5,749)

(20,592)

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
 
SCHEDULE II (continued)

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

Operating activities

Net loss

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

Equity in loss of subsidiaries
Stock-based compensation
Net amortization of premiums on investments in fixed-maturity securities
Depreciation
Net realized investment losses

Change in operating assets and liabilities:

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

Net cash used in operating activities

  $

Investing activities
Investment in subsidiary
Dividends from subsidiary
Purchase of available for sale securities
Proceeds from sale of available for sale securities
Purchase of property and equipment

Years Ended December 31,

2018

2017

  $

(5,749)

(20,592)

6,002

126 
7 
18 
237 

35 
(197)
42 
26 

547 

(5,535)
- 
(7,939)
12,550 
- 

21,043 
127 
84 
24 
175 

6 
(1,418)
(19)
(98)

(668)

(3,000)
2,108 
(18,659)
21,268 
(6)

Net cash provided by investing activities

  $

(924)

1,711 

Financing activities
Repurchases of common stock under share repurchase plan
Cash dividends paid

Net cash used in financing 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-35

- 
- 

- 

(377)
4,251 
3,874 

  $

  $

(1,061)
(2,091)

(3,152)

(2,109)
6,360 
4,251 

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
  
   
  
 
   
   
   
   
   
   
   
   
   
   
  
   
  
   
   
   
   
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
   
   
   
   
   
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
  
   
  
   
   
   
   
 
   
  
   
  
   
 
   
  
   
  
   
   
   
   
   
 
   
  
   
  
 
SCHEDULE III

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
SUPPLEMENTARY INSURANCE INFORMATION
FOR THE YEARS ENDED DECEMBER 31, 2018 AND 2017
(expressed in thousands of U.S. dollars)

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

  $

  $

-    $

4,108    $

-    $

2,728    $

(255)   $

10,006    $

263    $

1,282   $

2,361 

48    $

4,836    $

2,012    $

23,567    $

274    $

42,427    $

681    $

1,325    $

18,263 

Year

2018

2017

Segment
Property &
Casualty
Property &
Casualty

F-36

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
SCHEDULE IV

OXBRIDGE RE HOLDINGS LIMITED AND SUBSIDIARIES
REINSURANCE INFORMATION
FOR THE YEARS ENDED DECEMBER 31, 2018 AND 2017
(expressed in thousands of U.S. dollars)

 Year
2018

2017

 Segment
Property & Casualty

Property & Casualty

Direct Gross
Premiums

Premiums
ceded to other
companies  

Premiums
assumed from
other

companies  

  Net amount

Percentage of
amount
assumed to
net

-    $

-    $

2,361    $

2,361     

100%

-    $

880    $

18,263    $

17,383     

105%

  $

  $

F-37

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

 
 
 
 
 
 
 
 
 
 
 
   
      
      
      
      
  
 
   
      
      
      
      
  
 
 
 
Exhibit 31.1

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

I, Jay Madhu, certify that:

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

2.           Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the

statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3.           Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the

financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.           The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in

Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the
registrant and have:

(a)           Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our
supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those
entities, particularly during the period in which this report is being prepared;

(b)           Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our

supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes
in accordance with generally accepted accounting principles;

(c)           Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the

effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

(d)           Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most
recent fiscal quarter (the registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially
affect, the registrant’s internal control over financial reporting; and

5.           The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the

registrant’s auditors and the audit committee of the registrant’s board of directors (or persons performing the equivalent functions):

(a)           All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are

reasonably likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and

(b)           Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal

control over financial reporting.

Date: March 19, 2019

By:   /s/ JAY MADHU

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

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

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   Exhibit 31.2

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

I, Wrendon Timothy, certify that:

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

2.           Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the

statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3.           Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the

financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.           The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in

Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the
registrant and have:

(a)           Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our
supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those
entities, particularly during the period in which this report is being prepared;

(b)           Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our

supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes
in accordance with generally accepted accounting principles;

(c)           Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the

effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

(d)           Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most
recent fiscal quarter (the registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially
affect, the registrant’s internal control over financial reporting; and

5.           The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the

registrant’s auditors and the audit committee of the registrant’s board of directors (or persons performing the equivalent functions):

(a)           All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are

reasonably likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and

(b)           Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal

control over financial reporting.

Date: March 19, 2019

By:   /s/ WRENDON TIMOTHY

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

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

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

Solely for the purposes of complying with 18 U.S.C. §1350, we, the undersigned Chief Executive Officer and Chief Financial Officer of Oxbridge Re Holdings
Limited (the “Company”), hereby certify, based on our knowledge, that the Annual Report on Form 10-K of the Company for the year ended December 31, 2018
(the “Report”) fully complies with the requirements of Section 13(a) of the Securities Exchange Act of 1934, as amended and that information contained in the
Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

Exhibit 32

/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 19, 2019

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