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SECURITIES AND EXCHANGE COMMISSION
WASHINGTON, D.C. 20549
FORM 10-Q

[ X ] QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES
EXCHANGE ACT OF 1934

FOR THE QUARTERLY PERIOD ENDED SEPTEMBER 30, 2002,

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 0-2500111

21st Century Holding Company
------------------------------------------------------
(Exact name of registrant as specified in its charter)

FL 65-0248866
------------------------------ ------------------
(State or Other Jurisdiction of (IRS Employer
Incorporation or Organization) Identification No.)


4161 N.W. 5th Street, Plantation, FL 33317
---------------------------------------------------
(Address of principal executive offices) (Zip Code)


954-581-9993
----------------------------------------------------
(Registrant's telephone number, including area code)

(Former name, former address and former fiscal year,
if changed since last report)

Indicate by check mark whether the registrant (1) has filed all reports
required to be filed by Section 13 or 15(d) of the Securities Exchange Act of
1934 during the preceding 12 months (or for such 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 [x] No[ ]

Indicate the number of shares outstanding of each of the issuer's
classes of common stock, as of the latest practicable date.

Common Stock, $.01 par value - 2,989,201 shares outstanding
as of November 12, 2002.




21ST CENTURY HOLDING COMPANY

INDEX



PART I: FINANCIAL INFORMATION PAGE

ITEM 1:

Consolidated Balance Sheets
as of September 30, 2002 (Unaudited)
and December 31, 2001............................................................................... 3

Consolidated Statements of Operations
for the three and nine months ended September 30, 2002 (Unaudited)
and 2001 (Unaudited)................................................................................ 4

Consolidated Cash Flow Statements
for the nine months ended September 30, 2002 (Unaudited)
and 2001 (Unaudited)................................................................................ 5

Notes to Consolidated Financial Statements............................................................... 6

ITEM 2:

Management's Discussion and Analysis
of Financial Condition and Results of Operations.................................................... 11

ITEM 3:

Quantitative and Qualitative Disclosures About Market Risk............................................... 16

ITEM 4:

Controls and Procedures...................................................................................16

PART II: OTHER INFORMATION

ITEM 1

Legal Proceedings........................................................................................ 17

ITEM 2

Changes in Securities.................................................................................... 17

ITEM 3

Submission of Matters to a Vote of Security Holders...................................................... 17

ITEM 4

Other Information........................................................................................ 18

Signatures................................................................................................19

Certifications......................................................................................... 20


2


PART I
ITEM I. FINANCIAL INFORMATION

21ST CENTURY HOLDING COMPANY
CONSOLIDATED BALANCE SHEETS



SEPTEMBER 30, 2002
(UNAUDITED) DECEMBER 31, 2001
------------ -----------------

ASSETS
Investments
Fixed maturities, available for sale at fair value $ 20,401,026 $ 16,713,321
Equity securities, available for sale at fair value 1,216,685 192,500
Mortgage loans 153,653 601,601
------------ ------------

Total investments 21,771,364 17,507,422

Cash and cash equivalents 4,014,459 775,699
Finance contracts, consumer loans and pay advances receivable, net of allowances for
credit losses of $444,044 and $723,756, respectively 8,290,070 10,813,881
Prepaid reinsurance premiums 11,433,651 5,559,909
Premiums receivable, net of allowance of $475,129 and $235,000, respectively 7,191,769 1,560,914
Due from reinsurers, net 6,483,912 7,053,329
Deferred acquisition costs, net (895,716) 11,952
Deferred income taxes 2,797,059 2,252,176
Property and equipment, net 4,856,341 5,086,884
Other assets 1,247,819 2,442,092
Goodwill 1,789,353 1,789,353
------------ ------------

TOTAL ASSETS $ 68,980,081 $ 54,853,611
============ ============


LIABILITIES AND SHAREHOLDERS' EQUITY

Unpaid losses and loss adjustment expenses $ 13,641,593 $ 11,005,337
Unearned premiums 28,339,535 14,951,228
Revolving credit outstanding 4,055,416 6,676,817
Bank overdraft 3,414,415 2,147,546
Unearned commissions 1,316,456 2,098,808
Accounts payable and accrued expenses 1,793,373 2,030,015
Premium deposits 597,121 1,133,977
Drafts payable to insurance companies 476,331 600,752
------------ ------------
TOTAL LIABILITIES 53,634,243 40,644,480
------------ ------------

Commitments and contingencies -- --
Shareholders' equity:
Common stock of $.01 par value. Authorized 25,000,000 shares,
issued 3,410,667 shares, and outstanding 2,990,901
and 3,330,000, respectively 34,107 34,107
Additional paid in capital 12,850,501 12,833,146
Accumulated other comprehensive income (1,364,903) (218,137)
Retained earnings 4,900,320 2,400,301
Treasury stock, 419,766 and 380,666 shares, respectively, at cost (1,074,187) (840,286)
------------ ------------
TOTAL SHAREHOLDERS' EQUITY 15,345,838 14,209,131
------------ ------------

TOTAL LIABILITIES AND SHAREHOLDERS' EQUITY $ 68,980,081 $ 54,853,611
============ ============



SEE ACCOMPANYING NOTES TO CONSOLIDATED FINANCIAL STATEMENTS

3


21ST CENTURY HOLDING COMPANY
CONSOLIDATED STATEMENTS OF OPERATIONS
(UNAUDITED)




THREE MONTHS ENDED SEPTEMBER 30, NINE MONTHS ENDED SEPTEMBER 30,
2002 2001 2002 2001
---- ---- ---- ----

Revenues:
Gross premiums written $ 16,362,504 $ 6,250,643 $ 47,174,213 $ 25,449,702
Gross premiums ceded (5,883,623) (2,136,008) (19,274,613) (8,952,322)
------------ ------------ ------------ ------------
Net premiums written 10,478,881 4,114,635 27,899,600 16,497,380
Decrease (increase) in unearned premiums, net
of prepaid reinsurance premiums (2,014,304) 1,158,598 (7,514,566) (1,349,054)
------------ ------------ ------------ ------------

Net premiums earned 8,464,577 5,273,233 20,385,034 15,148,326
Commission income 783,981 743,245 1,862,398 2,232,027
Finance revenue 1,106,128 1,327,607 3,359,780 4,132,308
MGA fees 639,461 1,534,936 2,398,163 4,542,094
Net investment income 322,159 288,236 1,013,456 787,169
Net securities gains (losses) 3,223 (1,134,846) (1,456,513) (3,017,888)
Other income 503,638 641,553 2,378,468 2,561,108
------------ ------------ ------------ ------------

Total revenue 11,823,167 8,673,964 29,940,786 26,385,144
------------ ------------ ------------ ------------

Expenses:
Losses and loss adjustment expenses 4,228,536 3,620,297 10,743,363 12,208,912
Operating and underwriting expenses 2,338,012 3,688,304 7,748,412 9,131,648
Salaries and wages 1,980,388 1,925,304 5,926,632 6,425,467
Amortization of deferred acquisition costs 482,783 632,649 261,304 1,182,088
Amortization of goodwill -- 130,054 -- 416,548
------------ ------------ ------------ ------------

Total expenses 9,029,719 9,996,608 24,679,711 29,364,663
------------ ------------ ------------ ------------

Income (loss) before provision (credit) for
income tax expense and extraordinary gain 2,793,448 (1,322,644) 5,261,075 (2,979,519)
Provision (credit) for income tax expense 1,046,718 12,133 2,490,934 (653,817)
------------ ------------ ------------ ------------

Net income (loss) before extraordinary gain 1,746,730 (1,344,777) 2,770,141 (2,325,702)

Extraordinary gain (Note 7) -- 1,185,895 -- 1,185,895
------------ ------------ ------------ ------------

Net income (loss) $ 1,746,730 $ (148,882) $ 2,770,141 $ (1,139,807)
------------ ------------ ------------ ------------

Earnings (loss) per share and earnings (loss) per share assuming
dilution

Net income (loss) before extraordinary gain $ 0.58 $ (0.43) $ 0.92 $ (0.73)

Extraordinary gain (Note 7) -- 0.38 -- 0.37
------------ ------------ ------------ ------------

Net income (loss) $ 0.58 $ (0.05) $ 0.92 $ (0.36)
------------ ------------ ------------ ------------

Weighted average number of common shares outstanding and
weighted average number of common shares outstanding
(assuming dilution) 2,994,734 3,114,634 3,012,457 3,193,920


SEE ACCOMPANYING NOTES TO CONSOLIDATED FINANCIAL STATEMENTS


4


21ST CENTURY HOLDING COMPANY
CONSOLIDATED STATEMENTS OF CASH FLOWS
(UNAUDITED)




NINE MONTHS ENDED SEPTEMBER 30,
2002 2001
---- ----

Cash flow from operating activities:
Net income (loss) $ 2,770,141 $ (1,139,807)
Adjustments to reconcile net income to net cash flow used
in operating activities:
Accretion of investment discounts 23,729 (40,199)
Depreciation and amortization 273,725 296,547
Amortization of goodwill -- 416,548
Deferred income tax benefit (expense) (544,883) (77,219)
Net securities (gains) losses 1,456,513 3,017,888
Amortization of deferred acquisition costs, net 261,304 1,182,088
Provision for credit losses 912,743 2,149,314
Provision for uncollectible premiums receivable 73,146 306,658
Net loss on sale of agencies 17,355 13,198
Extraordinary gain -- (1,185,895)
Changes in operating assets and liabilities:
Premiums receivable (5,704,001) (1,821,905)
Prepaid reinsurance premiums (5,873,742) (1,871,574)
Due from reinsurers 569,417 (4,856,957)
Deferred acquisition costs, net 646,364 (617,104)
Other assets 1,194,273 (303,314)
Unpaid loss and loss adjustment expenses 2,636,259 1,554,886
Unearned premiums 13,388,307 1,253,926
Unearned commissions (782,352) 357,433
Accounts payable and accrued expenses (236,042) (422,282)
Due to third party insurers -- (368,399)
Premium deposits (536,856) (81,325)
Drafts payable to insurance companies (124,421) 456,434
------------ ------------
Net cash flow provided by (used in) operating activities 10,420,979 (1,771,818)
------------ ------------

Cash flow from investing activities:
Proceeds from sale of securities 41,293,545 58,473,671
Purchases of securities (48,632,442) (56,816,723)
Finance contracts, consumer loans and pay advances receivable 1,611,068 (66,959)
Collection of mortgage loans 457,948 7,901
Purchases of property and equipment (242,869) (127,377)
Proceeds from sale of property and equipment 199,687 --
Net cash used to acquire American Vehicle Insurance Company -- (301,330)
Mortgage loans (10,000) (400,785)
------------ ------------
Net cash flow provided by (used in) investing activities (5,323,063) 768,398
------------ ------------
Cash flows from financing activities
Increase in bank overdraft 1,266,869 1,131,461
Repayment of notes payable -- --
Dividends paid (270,722) (189,074)
Purchases of treasury stock (233,901) (718,794)
Increase (decrease) in revolving credit outstanding (2,621,401) (134,933)
------------ ------------
Net cash flow provided by financing activities (1,859,155) 88,660
------------ ------------

Net increase (decrease) in cash & cash equivalents 3,238,760 (914,760)
Cash & cash equivalents at beginning of year 775,699 2,627,041
------------ ------------
Cash & cash equivalents at end of period $ 4,014,459 $ 1,712,281
============ ============

Supplemental disclosure of cash flow information:
Cash paid during the year for:
Interest $ 286,038 $ 468,120
============ ============
Income taxes $ 1,725,258 $ --
============ ============
Non-cash investing and financing activities
Dividends accrued $ 150,055 $ 60,852
============ ============
Stock received for sale of agency $ -- $ 41,484
============ ============
Stock issued for employees' bonus $ 7,800 $ 155,100
============ ============
Notes receivable for sale of agencies, net of unrealized gains $ -- $ 388,902
============ ============


SEE ACCOMPANYING NOTES TO CONSOLIDATED FINANCIAL STATEMENTS


5


21ST CENTURY HOLDING COMPANY
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS

(1) ORGANIZATION AND BUSINESS

The accompanying unaudited consolidated financial statements of 21st
Century Holding Company (the "Company") have been prepared in accordance with
generally accepted accounting principles for interim financial information and
with the instructions for Form 10-Q and Rule 10-01 of Regulation S-X. These
financial statements do not include all information and notes required by
generally accepted accounting principles for complete financial statements, and
should be read in conjunction with the audited consolidated financial statements
and notes thereto included in the Company's annual report on Form 10-K for the
year ended December 31, 2001. The December 31, 2001 year-end balance sheet data
was derived from audited financial statements but does not include all
disclosures required by generally accepted accounting principles. The financial
information furnished reflects all adjustments, consisting only of normal
recurring accruals, which are, in the opinion of management, necessary for a
fair presentation of the financial position, results of operations and cash
flows for the periods presented. The results of operations are not necessarily
indicative of results of operations, which may be achieved in the future.

The Company is a vertically integrated insurance holding company,
which, through its subsidiaries, controls substantially all aspects of the
insurance underwriting, distribution and claims process. The Company underwrites
nonstandard and standard personal automobile insurance and homeowners and mobile
home property and casualty insurance in the State of Florida through its
wholly-owned subsidiaries, Federated National Insurance Company ("Federated
National") and American Vehicle Insurance Company ("American Vehicle"). The
Company has underwriting authority for third-party insurance companies, which it
represents through a wholly owned managing general agent, Assurance Managing
General Agents, Inc. ("Assurance MGA"). The Company internally processes claims
made by Federated National, American Vehicle and third-party insurance companies
through a wholly-owned claims adjusting company, Superior Adjusting, Inc.
("Superior"). The Company also offers premium financing to its own and
third-party insureds through its wholly-owned subsidiary, Federated Premium
Finance, Inc. ("Federated Premium"). In the first quarter of 2002, the Company
decided to discontinue offering pay advances through its wholly-owned
subsidiary, FedFirst Corp. ("FedFirst"), due to declining profits in this line
of business.

The Company markets and distributes Federated National's, American
Vehicle's and third-party insurers' products and its other services primarily in
South Florida, through a network of 21 agencies, owned by the Company's
wholly-owned subsidiary Federated Agency Group, Inc. ("Federated Agency Group"),
38 franchised agencies and approximately 125 active independent agents. The
Company, through its wholly-owned subsidiary, FedUSA, Inc. ("FedUSA"),
franchises agencies under the FedUSA name. In December 2000, the Company sold
its first franchised agency, which began operations on January 1, 2001. The
Company intends to focus its future expansion efforts on franchised agencies.

The Company offers income tax preparation software and services through
its 80% owned subsidiary, Express Tax Service, Inc. ("Express Tax") as well as
franchise opportunities through its newly formed 100% owned subsidiary
EXPRESSTAX Franchise Corporation. On November 3, 2002 the Company announced the
granting of the first three franchises through its newly formed subsidiary
EXPRESSTAX Franchise Corp.

Effective January 1, 2002 American Vehicle decreased its quota share
treaty on automobile policies from 80% to 70%. As a result the Reinsurer had to
pay the Company $912,000 in unearned premiums and the Company returned $303,000
in ceded commissions. The net increase to income before taxes was approximately
$200,000.

(2) SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES AND PRACTICES

(A) CRITICAL ACCOUNTING POLICIES

The preparation of financial statements in conformity with accounting
principles generally accepted in the United States of America requires
management to make estimates and assumptions about future events that affect the
amounts reported in the financial statements and accompanying notes. Future
events and their effects cannot be determined with absolute certainty.
Therefore, the determination of estimates requires the exercise of judgment.
Actual results inevitably will differ from those estimates, and such differences
may be material to the financial statements.

The most significant accounting estimates inherent in the preparation
of the Company's financial statements include estimates associated with
management's evaluation of the determination of liability for unpaid losses and
loss adjustment expense and the recoverability of goodwill. In addition,
significant estimates form the bases for the Company's reserves with respect to
finance contracts, consumer loans, pay advances receivable, premiums receivable,
deferred income taxes and loss contingencies. Various assumptions and other
factors underlie the determination of these significant estimates. The process
of determining significant estimates is fact specific and takes into account
factors such as historical experience, as well as current and expected economic
conditions. Management constantly re-evaluates these significant factors and
makes adjustments where facts and circumstances dictate.

6


21ST CENTURY HOLDING COMPANY
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS

(2) SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES AND PRACTICES (CONTINUED)

(B) IMPACT OF NEW ACCOUNTING PRONOUNCEMENTS

In June 2001, the Financial Accounting Standards Board ("FASB") issued
Statement of Financial Accounting Standards No. 142, "Goodwill and Other
Intangible Assets" ("SFAS No. 142"). This statement addresses how goodwill
should be accounted for after it has initially been recognized in the financial
statements. The provisions of SFAS No. 142 no longer allow the amortization of
goodwill but require that impairment be tested at least annually.

The Company adopted SFAS No. 142 effective January 1, 2002. The initial
application of SFAS No. 142 did not result in the need to recognize any
impairment losses for goodwill resulting from the transitional impairment test.

Had SFAS No. 142 been effective in 2001, the impact to reported net
income and earnings per share would be as follows:



Three months ended September 30, Nine months ended September 30,
2002 2001 2002 2001
---- ---- ---- ----

Reported net income $ 1,746,730 $ (148,882) $ 2,770,141 $(1,139,807)
Adjustments:
Goodwill amortization expense -- 130,054 -- 416,548
Income taxes -- (33,722) -- (124,693)
------------- ----------- ------------- -----------
Adjusted net income: $ 1,746,730 $(1,385,579) $ 2,770,141 $ (780,202)
============= =========== ============= ===========
Net income (loss) per share and net income
per share-assuming dilution:
Reported $ 0.58 $ (0.05) $ 0.92 $ (0.36)
Adjusted $ 0.58 $ (0.05) $ 0.92 $ (0.36)


(C) Earnings per share

Basic earnings per share ("Basic EPS") is computed by dividing net
income by the weighted average number of common shares outstanding during each
period presented. Diluted earnings per share ("Diluted EPS") is computed by
dividing net income by the weighted average number of common stock and common
stock equivalents during the period presented; outstanding warrants and stock
options are considered common stock equivalents and are included in the
calculation using the treasury stock method. Diluted EPS for all periods
presented in this Report, exclude the impact of warrants and stock options as
such amounts are anti-dilutive.

(D) RECLASSIFICATIONS

Certain amounts in 2001 financial statements have been reclassified to
conform with 2002 presentation.

(E) UNPAID LOSSES AND LOSS ADJUSTMENT EXPENSES

Unpaid losses and loss adjustment expenses are provided for through the
establishment of liabilities in amounts estimated to cover incurred losses and
loss adjustment expenses. Such liabilities are determined based upon the
Company's assessment of claims pending and the development of prior years' loss
liability. These amounts include liabilities based upon individual case
estimates for reported losses and loss adjustment expenses and estimates of such
amounts that are incurred but not reported. Changes in the estimated liability
are charged or credited to operations as the estimates are revised. Unpaid
losses and loss adjustment expenses are reported net of estimates for salvage
and subrogation recoveries, which totaled approximately $696,000 and $544,000,
at September 30, 2002 and December 31, 2001, respectively.

The estimates of unpaid losses and loss adjustment expenses are subject to the
effect of trends in claims severity and frequency and are continually reviewed.
As part of the process, the Company reviews historical data and considers
various factors, including known and anticipated legal developments, changes in
social attitudes, inflation and economic conditions. As experience develops and
other data becomes available, these estimates are revised, as required,
resulting in increases or decreases to the existing unpaid losses and loss
adjustment expenses. Adjustments are reflected in results of operations in the
period in which they are made and the liabilities may deviate substantially from
prior estimates. There can be no assurance that the Company's unpaid losses and
loss adjustment expenses

7


21ST CENTURY HOLDING COMPANY
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS

(E) UNPAID LOSSES AND LOSS ADJUSTMENT EXPENSES (CONTINUED)

will be adequate to cover actual losses. If the Company's unpaid losses and loss
adjustment expenses prove to be inadequate, the Company will be required to
increase the liability with a corresponding reduction in the Company's net
income in the period in which the deficiency is identified. Future loss
experience substantially in excess of the established unpaid losses and loss
adjustment expenses could have a material adverse effect on the Company's
business, results of operations and financial condition.

The Company does not discount unpaid losses and loss adjustment expenses for
financial statement purposes.

(F) REINSURANCE

The Company recognizes the income and expense on reinsurance
contracts principally on a pro-rata basis over the life of the policies covered
under the reinsurance agreements. The Company is reinsured under separate
reinsurance agreements for the different lines of business underwritten.
Reinsurance contracts do not relieve the Company from its obligations to
policyholders. The Company continually monitors its reinsurers to minimize its
exposure to significant losses from reinsurer insolvencies. The Company only
cedes risks to reinsurers whom the Company believes to be financially sound. At
September 30, 2002, all reinsurance recoverables are considered collectible.

(3) REVOLVING CREDIT OUTSTANDING

The Company, through its subsidiary, Federated Premium, is a party to a
revolving loan agreement ("Revolving Agreement") with Flatiron Funding Company
LLC ("Flatiron"). The Revolving Agreement is structured as a sale of contracts
receivable under a sale and assignment agreement with FPF, Inc. (a wholly-owned
subsidiary of Flatiron), which gives FPF Inc. the right to sell or assign these
contracts receivable. Federated Premium, which services these contracts, has
recorded transactions under the Revolving Agreement as secured borrowings. The
Revolving Agreement, which was amended and revised in September 2002, allows for
a maximum credit commitment of $4.0 million, a decrease of $3.0 million from the
previous level. The amount of an advance is subject to availability under a
borrowing base calculation, with maximum advances outstanding not to exceed the
maximum credit commitment. The annual interest rate on advances under the
Revolving Agreement is the prime rate plus additional interest varying from
1.25% to 3.25% based on the prior month's ratio of contracts receivable related
to insurance companies with an A. M. Best rating of B or worse to total
contracts receivable. The Revolving Agreement contains various operating and
financial covenants, with which the Company was in compliance at September 30,
2002. The Revolving Agreement, as amended, expires September 30, 2004.

(4) COMMITMENTS AND CONTINGENCIES

The Company is involved in various claims and legal actions arising in
the ordinary course of business. In the opinion of management, the ultimate
disposition of these matters will not have a material adverse effect on the
Company's consolidated financial position, results of operations, or liquidity.

In June 2000, a lawsuit was filed against the Company and its directors
and executive officers seeking compensatory damages on the basis of allegations
that the Company's amended registration statement dated November 4, 1998 was
inaccurate and misleading concerning the manner in which the Company recognized
ceded insurance commission income, in violation of Sections 11 and 15 of the
Securities Act of 1933 and Sections 10(b) and 20(a) of the Securities Exchange
Act of 1934. The lawsuit was filed in the United States District Court for the
Southern District of New York and seeks class action status. The plaintiff class
purportedly includes purchasers of the Company's common stock between November
5, 1998 and August 13, 1999. The Company believes that the lawsuit is without
merit and is vigorously defending such action. The court recently denied the
Company's Motion to Dismiss plaintiff's amended complaint and therefore the
Company's answer is due on December 9, 2002.

Prior to its acquisition, American Vehicle was involved in litigation
with a former officer and director of American Vehicle. The litigation was
adjudicated and American Vehicle, among others, was found liable and paid the
final judgment. There remained one outstanding issue, which was the assessment
of attorney's fees and costs. On July 31, 2002, the court awarded a judgment of
$1.1 million for such fees and costs. In accordance with the acquisition
agreement, the previous owners of American Vehicle have indemnified the Company
from such judgment, and over $700,000 is in escrow pending settlement.
Consequently, no liability for these fees and costs has been recorded.

8


21ST CENTURY HOLDING COMPANY
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS

(5) COMPREHENSIVE INCOME

For the three and nine months ended September 30, 2002 and 2001,
comprehensive income consisted of the following:



Three months ended September 30, Nine months ended September 30,
2002 2001 2002 2001
---- ---- ---- ----

Net income $ 1,746,730 $ (148,882) $ 2,770,141 $(1,139,807)
Change in net unrealized losses on investments
held for sale, net of income taxes if applicable (89,925) 98,671 (1,146,766) 1,012,727
----------- ----------- ----------- -----------
Comprehensive income (loss) $ 1,656,805 $ (50,211) $ 1,623,375 $ (127,080)
=========== =========== =========== ===========


Currently certain capital losses are not tax effected since it is more likely
than not that they are not allowable and are fully reserved until such time as
there are capital gains which may be used as offsets.

(6) SEGMENT INFORMATION

The Company and its subsidiaries operate principally in two business
segments consisting of insurance and financing. The insurance segment consists
of underwriting through Federated National and American Vehicle, managing
general agent operations through Assurance MGA, claims processing through
Superior, and marketing and distribution through Federated Agency Group. The
insurance segment sells personal automobile, homeowner and mobile home insurance
and includes substantially all aspects of the insurance, distribution and claims
process. The financing segment consists of premium financing through Federated,
American and pay advances through FedFirst. The financing segment provides
premium financing to both Federated National's and American Vehicle's insureds
and also to third-party insureds, and prior to the first quarter of 2002, pay
advances, and is marketed through the Company's distribution network of
Company-owned agencies and franchised agencies.

The accounting policies of the segments are the same as those described
in the summary of significant accounting policies and practices. The Company
evaluates its business segments based on Generally Accepted Accounting
Principles pretax operating earnings. Corporate overhead expenses are allocated
to business segments. Transactions between reportable segments are accounted for
at fair value.

Operating segments that are not individually reportable are included in
the "All Other" category, which includes the operations of 21st Century Holding
Company, franchise operations and income tax return preparation.

Information regarding components of operations for the three months and
nine months ended September 30, 2002 and 2001 follows:



Three months ended September 30, Nine months ended September 30,
2002 2001 2002 2001
---- ---- ---- ----

Total Revenue
Insurance Segment $ 10,833,952 $ 8,011,569 $ 26,809,455 $ 24,858,756
Financing Segment 898,697 1,246,354 2,975,204 4,016,141
All Other 467,148 857,338 2,091,210 3,456,149
------------ ------------ ------------ ------------

Total Operating Segments 12,199,797 10,115,261 31,875,869 32,331,046
Intercompany Eliminations (382,865) (1,441,297) (1,935,084) (5,945,902)
------------ ------------ ------------ ------------
Total Revenues $ 11,816,932 $ 8,673,964 $ 29,940,785 $ 26,385,144
============ ============ ============ ============

Earnings Before Income Taxes
Insurance Segment $ 1,965,692 $ (1,132,161) $ 2,603,571 $ (4,579,020)
Financing Segment 485,167 (355,983) 1,055,466 383,530
All Other 342,590 165,500 1,602,039 1,215,971
------------ ------------ ------------ ------------
Total Earnings before Income Taxes $ 2,793,449 $ (1,322,644) $ 5,261,076 $ (2,979,519)
============ ============ ============ ============


Information regarding total assets as of September 30, 2002 and
December 31, 2001 follows:



2002 2001
---- ----

Total Assets
Insurance Segment $58,489,978 $40,503,331
Finance Segment 7,762,983 10,697,865
All Other 2,685,250 3,630,319
----------- -----------
Total Operating Segments 68,938,211 54,831,515
Intercompany Eliminations 41,870 22,096
----------- -----------
Total Assets $68,980,081 $54,853,611
=========== ===========


9


21ST CENTURY HOLDING COMPANY
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS

(7) ACQUISITION

In August 2001, the Company purchased all of the outstanding stock and
all of the outstanding surplus notes of American Vehicle for $500,000 in cash.
In addition, the Company agreed to pay two executives of American Vehicle a
finders' fee of $400,000 over a period of three years. American Vehicle was
organized and incorporated as a multi-line property and casualty insurance
company and primarily writes nonstandard private passenger automobile liability
and physical damage coverage.

The Consolidated Balance Sheets as of September 30, 2002 and December
31, 2001 include the balance sheets of American Vehicle. The Consolidated
Statements of Operations for the three and nine months ended September 30, 2002
and the Consolidated Statement of Cash Flow for the nine months ended September
30, 2002 include American Vehicle.

Unaudited pro forma results of operations for the three and nine months
ended September 30, 2001 giving effect to the acquisition at the beginning of
each period is as follows:



Three months Nine months
------------ -----------

Revenue $ 8,691,839 $ 26,452,054
Income (loss) before extraordinary gain (1,284,981) (2,419,067)
Extraordinary gain 1,185,895 1,185,895
Net income (99,086) (1,233,172)
Earnings (loss) per share and earnings
(loss) per share assuming dilution
Net income (loss) before extraordinary gain $ (0.41) $ (0.76)
Extraordinary gain 0.38 0.37
Net income (loss) (0.03) (0.39)


The above pro forma information is not necessarily indicative of the
results of operations that would have occurred had the acquisition taken place
as of January 1, 2001, or of results that may occur in the future.

10


ITEM 2.

MANAGEMENT'S DISCUSSION AND ANALYSIS OF
FINANCIAL CONDITION AND RESULTS OF OPERATION

21st Century Holding Company (the "Company") cautions readers that
certain important factors may affect the Company's actual results and could
cause such results to differ materially from any forward-looking statements
which may be deemed to have been made in this report or which are otherwise made
by or on behalf of the Company. For this purpose, any statements in this
quarterly report on Form 10-Q that are not historical fact are forward-looking
statements that are subject to certain risks and uncertainties that could cause
actual events and results to differ materially from those discussed herein.
Without limiting the generality of the foregoing, words such as "may", "will",
"expect", "believe", "anticipate", "intend", "could", "would", "estimate", or
"continue" or the negative other variations thereof or comparable terminology
are intended to identify forward-looking statements. The risks and uncertainties
include, without limitation, uncertainties related to estimates, assumptions and
projections generally; inflation and other changes in economic conditions
(including changes in interest rates and financial markets); pricing competition
and other initiatives by competitors; ability to obtain regulatory approval for
requested rate changes and the timing thereof; legislative and regulatory
developments; the outcome of litigation pending against the Company; risks
related to the nature of the Company's business; dependence on investment income
and the composition of the Company's investment portfolio; the adequacy of its
liability for loss and loss adjustment expense ("LAE"); insurance agents; claims
experience; limited experience in the insurance industry; ratings by industry
services; catastrophe losses; reliance on key personnel; weather conditions
(including the severity and frequency of storms, hurricanes, tornadoes and
hail); changes in driving patterns and loss trends; acts of war and terrorist
activities; court decisions and trends in litigation and health care and auto
repair costs; and other matters described from time to time by the Company in
releases and publications, and in periodic reports and other documents filed
with the United States Securities and Exchange Commission. In addition,
investors should be aware that generally accepted accounting principles
prescribe when a company may reserve for particular risks, including litigation
exposures. Accordingly, results for a given reporting period could be
significantly affected if and when a reserve is established for a major
contingency. Reported results may therefore appear to be volatile in certain
accounting periods.

OVERVIEW

The Company is a vertically integrated insurance holding company,
which, through its subsidiaries, controls substantially all aspects of the
insurance underwriting, distribution and claims process. The Company underwrites
nonstandard and standard personal automobile insurance and homeowners and mobile
home property and casualty insurance in the State of Florida through its
wholly-owned subsidiaries, Federated National and American Vehicle. The Company
has underwriting authority for third-party insurance companies, which it
represents through a wholly owned managing general agent, Assurance MGA. The
Company internally processes claims made by Federated National, American Vehicle
and third-party insurance companies through a wholly-owned claims adjusting
company, Superior. The Company also offers premium financing to its own and
third-party insureds through its wholly-owned subsidiary, Federated Premium. In
the first quarter of 2002, the Company decided to discontinue offering pay
advances through its wholly-owned subsidiary, FedFirst, due to declining profits
in this line of business.

The Company markets and distributes Federated National's, American
Vehicle's and third-party insurers' products and its other services primarily in
South Florida, through a network of 21 agencies owned by the Company's
wholly-owned subsidiary Federated Agency Group, Inc. ("Federated Agency Group"),
38 franchised agencies and approximately 125 active independent agents. The
Company, through its wholly-owned subsidiary, FedUSA, franchises agencies under
the FedUSA name. In December 2000, the Company sold its first franchised agency,
which began operations on January 1, 2001. The Company intends to focus its
future expansion efforts on franchised agencies.

The Company offers income tax preparation software and services through
its 80% owned subsidiary, Express Tax Service, Inc. as well as franchise
opportunities through its newly formed 100% owned subsidiary EXPRESSTAX
Franchise Corporation.

The Company's business, results of operations and financial condition
are subject to fluctuations due to a variety of factors. Abnormally high
severity or frequency of claims in any period could have a material adverse
effect on the Company's business, results of operations and financial condition.
Also, if the Company's estimated liabilities for unpaid losses and LAE is less
than actual losses and LAE, the Company will be required to increase reserves
with a corresponding reduction in the Company's net income in the period in
which the deficiency is identified. The Company operates in a highly competitive
market and faces competition from both national and regional insurance
companies, many of whom are larger and have greater financial and other
resources than the Company, have favorable ratings from A. M. Best, a leading
rating agency for the insurance industry, and offer more diversified insurance
coverage. The Company's competitors include other companies, which market their
products through agents, as well as companies, which sell insurance directly to
customers.

Large national writers may have certain competitive advantages over
agency writers, including increased name recognition, increased loyalty of their
customer base and reduced acquisition costs. The Company may also face
competition from new or

11


OVERVIEW (CONTINUED)

temporary entrants in its niche markets. In some cases, such entrants may,
because of inexperience, desire for new business or other reasons, price their
insurance below that of the Company. Although, the Company's pricing is
inevitably influenced to some degree by that of its competitors, the Company's
management believes that it is generally not in the Company's best interest to
compete solely on price, choosing instead to compete on the basis of
underwriting criteria, its distribution network and superior service to its
agents and insureds. The Company competes with respect to automobile insurance
in Florida with more than 100 companies that underwrite personal automobile
insurance.

ANALYSIS OF FINANCIAL CONDITION
AS OF SEPTEMBER 30, 2002 AS COMPARED TO DECEMBER 31, 2001

Investments. Investments increased $4.3 million, or 24.4%, to $21.8
million as of September 30, 2002 as compared to $17.5 million as of December 31,
2001. This increase in investments is the result of an increase in premiums
written discussed below.

Finance Contracts and Pay Advances Receivable. Finance contracts and
pay advances receivable decreased $2.5 million, or 23.3%, to $8.3 million as of
September 30, 2002 from $10.8 as of December 31, 2001. This decline is the
result of an increase in premiums written and directly billed to the
policyholder by the insurance carriers.

Prepaid Reinsurance Premiums. Prepaid reinsurance premiums increased
$5.9 million to $11.4 million as of September 30, 2002 from $5.6 million as of
December 31, 2001. This increase is also the result of the increase in premiums
written, partially offset by a decrease in Federated National's quota-share
reinsurance on automobile insurance from 50% of premiums written in 2001 to 40%
for premiums written in 2002. American Vehicle reinsures 80% of its premiums
written and began operations in November 2001. In July 2002, American Vehicle
and its reinsurer agreed to a change to the quota share treaty agreement from
80% to 70% with an effective date of January 1, 2002.

Premiums Receivable. Premiums receivable increased $5.6 million from
$1.6 million as of December 31, 2001 to $7.2 million as of September 30, 2002.
This increase is the result of the increase in premiums written plus the
Company's added emphasis on direct bill payment plan for automobile insurance
policies.

Deferred Acquisition Costs, Net. Deferred acquisition costs decreased
from $11,952 as of December 31, 2001 to a credit of $895,716 as of September 30,
2002. Included in the December 31, 2001 balance were deferred commissions of
$1.7 million offset by unearned ceded commissions of $1.7 million. As of
September 30, 2002, deferred commissions were $2.5 million offset by unearned
ceded commissions of $3.4 million. The increase in unearned ceded commissions is
related to American Vehicle, which is 70% reinsured and began operations in
November 2001. During August 2002, the American Vehicle quota-share treaty was
amended to cede 70% of premiums written during 2002.

Unpaid Losses and Loss Adjustment Expenses. Unpaid losses and loss
adjustment expenses increased $2.6 million to $13.6 million as of September 30,
2002 from $11.0 million as of December 31, 2001. This increase is primarily
related to accrued losses of American Vehicle. which did not resume writing
premiums until November 2001.

Unearned Premiums. Unearned premiums increased $13.4 million to $28.3
million as of September 30, 2002 from $14.9 million as of December 31, 2001.
This increase is the result of the increase in premiums written primarily
through American Vehicle.

Bank Overdraft. Bank overdraft is the result of the cash management
techniques employed by the Company. The overdraft was $3.4 million as of
September 30, 2002, a $1.3 million increase from $2.1 million as of December 31,
2001. The increase is primarily related to the timing of the issuance of refund
and claim checks and receipt of reinsurance funds.

Premium Deposits. Premium deposits are the result of premiums received
prior to the effective date of the insurance policy. The premium deposits as of
September 30, 2002 total $600,000 a decline of $500,000 from the December 31,
2001 balance of $1.1 million. The decrease is attributable to the timing of the
issuance of the policyholders' premium renewal invoice.

RESULTS OF OPERATIONS
THREE MONTHS ENDED SEPTEMBER 30, 2002 COMPARED TO THREE MONTHS ENDED SEPTEMBER
30, 2001

Gross Premiums Written. Gross premiums written increased $10.1 million,
or 161.8%, to $16.4 million for the three months ended September 30, 2002 as
compared to $6.3 million for the comparable period in 2001. Home Owner and
mobile home premiums increased by $1 million and automobile premiums increased
by $9.1 million primarily due the addition of American Vehicle in 2002 and
because a number of the Company's competitors are currently no longer writing
new automobile insurance policies in Florida.

12


RESULTS OF OPERATIONS - THREE MONTHS ENDED SEPTEMBER 30, 2002 COMPARED TO THREE
MONTHS ENDED SEPTEMBER 30, 2001 (CONTINUED)

Gross Premiums Ceded. Gross premiums ceded increased $3.8 million to
$5.9 million for the three months ended September 30, 2002, from $2.1 million
for the three months ended September 30, 2001. This increase is primarily due to
American Vehicle not writing premiums until November 2001 and now ceding 70% of
its written premium. Federated National decreased its quota-share reinsurance on
automobile insurance from 50% of premiums written in 2001 to 40% for premiums
written in 2002.

Increase (Decrease) in Unearned Premiums, Net of Prepaid Reinsurance
Premiums. The increase (decrease) in unearned premiums, net of prepaid
reinsurance premiums, was a negative $2.0 million for the three months ended
September 30, 2002 compared to a positive $1.2 million for the three months
ended September 30, 2001. This change is due primarily to the increase in
premiums written and premiums ceded discussed above.

MGA Fees. MGA fees declined $895,475 to $639,461 for the three-month
period ended September 30, 2002 from $1.5 million for the same period in 2001.
This decrease occurred because the Company ceased underwriting for a
non-affiliated insurance client in the fourth quarter of 2001.

Net Securities Gains (Losses). The Company experienced net gain of
$3,223 during the three-month period ended September 30, 2002 compared to net
losses of $1.1 million for the same period in 2001. In September 2002, the
Company recorded an additional loss of $0.5 million on its $2.5 million
investment in WorldCom bonds. Under Statement of Financial Accounting Standards
No. 115, total "other than temporarily impaired" losses associated with
WorldCom. bonds have been recorded at $2.0 million. In the second quarter of
2001, the Company recorded losses on its common stock portfolio, which was
liquidated in the third quarter of 2001. For additional information regarding
the investment portfolio see "Quantitative and Qualitative Disclosures About
Market Risk" below.

Losses and LAE. The Company's combined loss ratios for all lines of
insurance, as determined in accordance with GAAP, for the three-month period
ended September 30, 2002 are 52.07% and 92.14%, for Federated National and
American Vehicle, respectively, as compared with 75.97% for the same period in
2001 for Federated National alone. American Vehicle resumed issuing automobile
insurance policies in November of 2001. Losses and LAE incurred increased $0.61
million to $4.3 million for the three-month period ended September 30, 2002 from
$3.6 million for the same period in 2001. Losses and LAE, the Company's most
significant expense, represent actual payments made and changes in estimated
future payments to be made to or on behalf of its policyholders, including
expenses required to settle claims and losses. The Company attributes the
decrease in the loss ratio to a number of factors, including premium increases
in July 2001, management changes to its claims adjusting subsidiary in June
2001, a decrease in premiums written in Miami-Dade County, Florida, the
cancellation of independent agents that write high loss business, and a new law
in Florida that includes the establishment of a pre-suit notice requirement for
no fault claims, fee schedules for certain medical procedures, the licensing of
health care clinics, and toughened criminal sanctions for fraud. Loss ratios by
company by major line are as follows:
2002 2001
---- ----
Federated National Automobile 61.98% 113.77%
Federated National Home and Mobile home Owners 35.40% 26.86%
American Vehicle Automobile 92.60% -0-

Amortization of Deferred Policy Acquisition Costs. Amortization of
deferred policy acquisition costs decreased from $633,000 for the three-month
period ended September 30, 2001 to $482,783 for the same period in 2002.
Amortization of deferred policy acquisition costs consists of the actual
amortization of deferred policy acquisition costs less commissions earned on
reinsurance ceded. The decrease is due to an increase in commissions earned on
reinsurance ceded because American Vehicle, which was acquired in August 2001,
reinsured 80% of its premiums written. During July 2002, the American Vehicle
quota-share treaty was amended to cede 70% of premiums written during 2002.

Amortization of Goodwill. Amortization of goodwill was discontinued
effective January 1, 2002 in accordance with SFAS No. 142. See Note 2 (B) above.

Provision (Credit) for Income Tax Expense. Income tax expense has been
provided for at $1.05 million for the three months ended September 30, 2002
compared with $12,133 for the same period in 2001. The rate in 2002 is higher
than in 2001 because the Company's tax benefit from capital losses has been
substantially reduced.

13


RESULTS OF OPERATIONS
NINE MONTHS ENDED SEPTEMBER 30, 2002 COMPARED TO NINE MONTHS ENDED SEPTEMBER
30, 2001

Gross Premiums Written. Gross premiums written increased $21.7 million,
or 85.4%, to $47.2 million for the nine months ended September 30, 2002 as
compared to $25.4 million for the comparable period in 2001. American Vehicle,
which began operations in November 2001, wrote $13.8 million of this increase.
The remaining increase, which was written by Federated National, is due to a
decrease in competition in Florida auto insurance market as several competitors
are no longer writing new policies in Florida.

Gross Premiums Ceded. Gross premiums ceded increased from $9.0 million
for the nine months ended September 30, 2001, to $19.3 million for the nine
months ended September 30, 2002. For 2002, Federated National currently
reinsures through a quota-share treaty 40% of its automobile premiums and
American Vehicle reinsures 70% of its written premiums. In 2001, Federated
National reinsured 50% of automobile premiums. The amount of quota share
reinsurance maintained by Federated National is determined by management based
on estimated annual written premiums and estimated year-end surplus in order to
comply with insurance regulations. American Vehicle maintains higher quota share
reinsurance to minimize risk.

Increase (Decrease) in Unearned Premiums, net of Prepaid Reinsurance
Premiums. The decrease in unearned premiums, net of prepaid reinsurance
premiums, was $7.5 million for the nine months ended September 30, 2002 compared
to $1.3 million for the nine months ended September 30, 2001. This increase is
due primarily to the change in premiums written and premiums ceded discussed
above.

Commission Income. Commission income decreased by $370,000 to $1.9
million for the nine-month period ended September 30, 2002 from $2.2 for the
same period in 2001. Commission income consists of fees earned by Company-owned
agencies placing business with third party insurers. This decrease reflects the
Company's sale or closure of captive agencies in 2001.

MGA Fees. MGA fees declined $2.1 million to $2.4 million for the
nine-month period ended September 30, 2002 from $4.5 million for the same period
in 2001. This decrease occurred because the Company ceased underwriting for a
non-affiliated insurance client in the fourth quarter of 2001.

Net Securities Gains (Losses). The Company experienced net losses of
$1.5 million for the nine-month period ended September 30, 2002, compared to net
losses of $3.0 million for the same period in 2001. In accordance with the
Statement of Financial Accounting Standards No. 115, the Company recorded an
"other than temporary" loss of $1.5 million in June 2002 and an additional
$500,000 in the third quarter of 2002. On its $2.5 million investment in
WorldCom bonds total "other than temporary" loss recorded in 2002 associated
with the WorldCom bonds is $2.0 million. In the second quarter of 2001, the
Company recorded losses on its common stock portfolio, which was liquidated in
the third quarter of 2001. For additional information regarding the investment
portfolio see "Quantitative and Qualitative Disclosures About Market Risk"
below.

Losses and LAE. The Company's combined loss ratios for all lines of
business, as determined in accordance with GAAP, for the nine-month period ended
September 30, 2002 are 57.34% and 95.58%, for Federated National and American
Vehicle, respectively, as compared with 87.91% for the same period in 2001 for
Federated National alone. American Vehicle resumed issuing automobile insurance
policies in November of 2001. Losses and LAE incurred decreased $1.5 million to
$10.7 million for the nine-month period ended September 30, 2002 from $12.2
million for the same period in 2001. Losses and LAE, the Company's most
significant expense, represent actual payments made and changes in estimated
future payments to be made to or on behalf of its policyholders, including
expenses required to settle claims and losses. The Company attributes the
decrease in the loss ratio to a number of factors, including premium increases
in July 2001, management changes to its claims adjusting subsidiary in June
2001, a decrease in premiums written in Miami-Dade County, Florida, the
cancellation of independent agents that write high loss business, and a new law
in Florida that includes the establishment of a pre-suit notice requirement for
no fault claims, fee schedules for certain medical procedures, the licensing of
health care clinics, and toughened criminal sanctions for fraud. Loss ratios by
company by major line are as follows:
2002 2001
---- ----
Federated National Automobile 77.79% 132.03%
Federated National Home and Mobile home Owners 27.76% 22.37%
American Vehicle Automobile 95.61% -0-

Salaries and Wages. Salaries and wages decreased $500,000 to $5.9
million for the nine-month period ended September 30, 2002 from $6.4 million for
the same period in 2001. This decrease is related primarily to the reduction in
the number of Company-owned agencies from 38 to 21 through sale and closures.

Amortization of Deferred Policy Acquisition Costs. Amortization of deferred
policy acquisition costs decreased from $1.2 million for the nine-month period
ended September 30, 2001 to $261,000 for the same period in 2002. Amortization
of deferred policy acquisition costs consists of the actual amortization of
deferred policy acquisition costs less commissions earned on reinsurance ceded.

14


RESULTS OF OPERATIONS
NINE MONTHS ENDED SEPTEMBER 30, 2002 COMPARED TO NINE MONTHS ENDED SEPTEMBER 30,
2001 (CONTINUED)

Amortization of Deferred Policy Acquisition Costs (Continued)

The decrease is due to an increase in commissions earned on reinsurance
ceded because American Vehicle, which was acquired in August 2001, reinsures 70%
of its premiums written. During July 2002, the American Vehicle quota-share
treaty was amended to cede 70% of premiums written during 2002.

Amortization of Goodwill. Amortization of goodwill was discontinued
effective January 1, 2002 in accordance with SFAS No. 142. See Note 2 (B) above.

Provision (Credit) for Income Tax Expense. Income tax expense has been
provided for at $2.5 million for the nine months ended September 30, 2002
compared with a credit provision of $654,000 for the same period in 2001. The
rate in 2002 is higher than in 2001 because the Company's ability to benefit
from additional capital losses has been limited.

LIQUIDITY AND CAPITAL RESOURCES

The Company's primary sources of capital are revenues generated from
operations, investment income and borrowings under the Revolving Agreement.
Because the Company is a holding company, it is largely dependent upon fees from
its subsidiaries for cash flow.

Federated Premium is a party to the Revolving Agreement, which is used
to fund its operations. The Revolving Agreement, which was amended and revised
in September 2002, allows for a maximum credit commitment of $4.0 million, a
decrease of $3.0 million from the previous level. The amount of an advance is
subject to availability under a borrowing base calculation, with maximum
advances outstanding not to exceed the maximum credit commitment. The annual
interest rate on advances under the Revolving Agreement is the prime rate plus
additional interest varying from 1.25% to 3.25% based on the prior month's ratio
of contracts receivable related to insurance companies with an A. M. Best rating
of B or worse to total contracts receivable. The Revolving Agreement, as
amended, expires September 30, 2004. Outstanding borrowings under the Revolving
Agreement as of September 30, 2002 and December 31, 2001 were approximately $4.1
million and $6.7 million, respectively. The Revolving Agreement contains various
operating and financial covenants, with which the Company was in compliance at
September 30, 2002.

For the nine months ended September 30, 2002, operations generated
operating cash flow of $10.4 million, which was primarily attributable to the
increase in premiums written. Operating cash flow is currently expected to be
positive in both the short-term and the reasonably foreseeable future. In
addition, the Company's investment portfolio is highly liquid as it consists
almost entirely of readily marketable securities. Cash flow used in investing
activities was $5.3 million for the nine months ended September 30, 2002 as the
Company invested the cash flow from operating activities. To the extent that
operations continue to generate cash, the Company expects cash flow deficits
from investing activities, as cash from operations is invested. Cash deficit
from financing activities was $1.9 million for the nine months ended September
30, 2002, as the Company purchased treasury stock, paid dividends and reduced
the amount outstanding under its Revolving Agreement. The Company believes that
its current capital resources, together with cash flow from its operations, will
be sufficient to meet its currently anticipated working capital requirements.
There can be no assurances, however, that such will be the case.

To retain its certificate of authority, Florida insurance laws and
regulations require that Federated National and American Vehicle maintain
capital surplus equal to the greater of 10% of its liabilities or the 2002
statutory minimum capital and surplus requirement of $3.0 million as defined in
the Florida Insurance Code. The insurance companies are also required to adhere
to prescribed premium-to-capital surplus ratios. As of September 30, 2002 net
premiums written annualized to year-end 2002 indicate a ratio that would be in
excess of the prescribed premium-to-capital ratio; however, the ratio is not
necessarily indicative of actual year-end results. Management continues to
monitor the ratio and believes that year-end compliance will be achieved
primarily through surplus infusion by the parent company.

The maximum amount of dividends that can be paid by Florida insurance
companies without prior approval of the Florida Department of Insurance, is
subject to restrictions relating to statutory surplus. The maximum dividend that
may be paid in 2002 by Federated National without prior approval is limited to
the lesser of statutory net income from operations of the preceding calendar
year or 10% of statutory unassigned capital surplus as of the preceding December
31. American Vehicle may not pay dividends in 2002. No dividends were paid by
either company during 2002 or 2001.

Insurance companies are required to comply with the risk-based capital
requirements of the NAIC. The NAIC's risk-based capital requirements are a
method of measuring the amount of capital appropriate for an insurance company
to support its overall

15


LIQUIDITY AND CAPITAL RESOURCES (CONTINUED)

business operations in light of its size and risk profile. NAIC's risk-based
capital standards are used by regulators to determine appropriate regulatory
actions relating to insurers who show signs of weak or deteriorating condition.
As of September 30, 2002, based on calculations using the appropriate NAIC
formula, the Company's total adjusted capital is in excess of ratios that would
require regulatory action. GAAP differs in some respects from reporting
practices prescribed or permitted by the Florida Department of Insurance.
Federated National's and American Vehicle's statutory capital surplus levels as
of September 30, 2002 were approximately $7.1 million and $3.6 million,
respectively, and statutory net income for the nine months ended September 30,
2002 was $1.6 million for Federated National and $51,000 for American Vehicle,
respectively. Included in statutory net income was a pretax and after tax write
down of WorldCom bonds of $1.6 million for Federated National and $400,000 for
American Vehicle.


IMPACT OF INFLATION AND CHANGING PRICES

The consolidated financial statements and related data presented herein
have been prepared in accordance with GAAP, which requires the measurement of
financial position and operating results in terms of historical dollars without
considering changes in the relative purchasing power of money over time due to
inflation. The primary assets and liabilities of the Company are monetary in
nature. As a result, interest rates have a more significant impact on the
Company's performance than the effects of the general levels of inflation.
Interest rates do not necessarily move in the same direction or with the same
magnitude as the cost of paying losses and LAE.

Insurance premiums are established before the Company knows the amount
of loss and LAE and the extent to which inflation may affect such expenses.
Consequently, the Company attempts to anticipate the future impact of inflation
when establishing rate levels. While the Company attempts to charge adequate
rates, the Company may be limited in raising its premium levels for competitive
and regulatory reasons. Inflation also affects the market value of the Company's
investment portfolio and the investment rate of return. Any future economic
changes which result in prolonged and increasing levels of inflation could cause
increases in the dollar amount of incurred loss and LAE and thereby materially
adversely affect future liability requirements.

ITEM 3. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK.

Information related to quantitative and qualitative disclosures about
market risk was included under Item 7a, "Quantitative and Qualitative
Disclosures about Market Risk" in the Company's Annual Report on Form 10-K as of
December 31, 2001. No material changes have occurred in market risk since this
information was disclosed except as discussed below.

The Company's investment portfolio is available for sale and is carried
at fair value. Gains, that represent securities with a fair value in excess of
amortized cost, and losses (amortized cost is in excess of fair value) that are
deemed temporary by management are recorded in shareholders' equity in
accumulated other comprehensive income. Losses that are deemed other than
temporary by management are recorded as net securities losses in the
consolidated statement of operations. As of September 30, 2002, the Company
recorded a $2.0 million securities loss for its $2.5 million investment in
WorldCom bonds, leaving an amortized cost for such bonds of $500,000.

A summary of the investment portfolio as of September 30, 2002 follows:



Amortized Cost Fair Value Gain (Loss)
----------- ---------- -------------

Corporate Securities
Communications Industry $ 5,710,769 $ 4,523,047 $(1,187,722)
Financial Industry 4,143,184 4,057,024 (86,160)
Other Industries 2,903,330 2,813,560 (89,770)
----------- ----------- -----------
Total Corporate Securities 12,757,283 11,393,631 (1,363,652)
Obligations of State and Municipal Subdivisions 8,124,179 8,178,270 54,091
U. S. Government and Government Agencies 800,759 829,125 28,366
----------- ----------- -----------
Total Fixed Maturities $21,682,221 $20,401,026 (1,281,195)
=========== =========== ===========

Equity Securities - Common Stocks $ 1,092,075 $ 1,007,935 (84,142)
Preferred Stocks 208,316 208,750 434
----------- ----------- -----------
Total Equity Securities $ 1,300,391 $ 1,216,685 $ (83,708)
=========== =========== ===========


As shown in the table above, at September 30, 2002 the Company had
investments with a fair value of $4.5 million and amortized cost of $5.7 million
in the communications industry. At the time these investments were made, the
Company believed that these were prudent and would enhance the yield on the
investment portfolio. Since the disclosure by WorldCom of its accounting fraud,
the Company has limited its investment purchases to U. S. Government bonds. In
addition, the Company has engaged outside professional management for its
portfolio.

16


ITEM 4. CONTROLS and PROCEDURES

Evaluation of Disclosure Controls and Procedures. TCHC's chief
executive officer and chief financial officer, after evaluating the
effectiveness of the Company's "disclosure controls and procedures" (as defined
in Sections 13a-14c of the Securities Exchange Act of 1934) as of a date (the
"Evaluation Date") within 90 days before the filing date of this quarterly
report, have concluded that as of the Evaluation Date, the Company's disclosure
controls and procedures were effective and designed to ensure that material
information relating to the Company and its consolidated subsidiaries would be
made known to them by others within those entities to allow timely decisions
regarding required disclosures.

Changes in Internal Controls. TCHC does not believe that there are
significant deficiencies in the design or operation of its internal controls
that could adversely effect its ability to record, process, summarize and report
financial data. However, management continually evaluates and enhances TCHC's
internal control structure and, in response to the current focus on corporate
governance, has undertaken a review and documentation of its internal control
systems.

There were no significant changes in the Company's internal controls or
in other factors that could significantly affect those controls subsequent to
the Evaluation Date.

PART II. OTHER INFORMATION

ITEM 1

LEGAL PROCEEDINGS

In June 2000, a lawsuit was filed against the Company and its directors
and executive officers seeking compensatory damages on the basis of allegations
that the Company's amended registration statement dated November 4, 1998 was
inaccurate and misleading concerning the manner in which the Company recognized
ceded insurance commission income, in violation of Sections 11 and 15 of the
Securities Act of 1933 and Sections 10(b) and 20(a) of the Securities Exchange
Act of 1934. The lawsuit was filed in the United States District Court for the
Southern District of New York and seeks class action status. The plaintiff class
purportedly includes purchasers of the Company's common stock between November
5, 1998 and August 13, 1999. The Company believes that the lawsuit is without
merit and is vigorously defending such action. The court recently denied the
Company's Motion to Dismiss plaintiff's amended complaint and therefore the
Company's answer is due on December 9, 2002.

Prior to its acquisition, American Vehicle was involved in litigation
with a former officer and director of American Vehicle. The litigation was
adjudicated and American Vehicle, among others, was found liable and paid the
final judgment. There remained one outstanding issue, which was the assessment
of attorney's fees and costs. On July 31, 2002, the court awarded a judgment of
$1.1 million for such fees and costs. In accordance with the acquisition
agreement, the previous owners of American Vehicle have indemnified the Company
from such judgment, and over $700,000 is in escrow pending settlement.
Consequently, no liability for these fees and costs has been recorded.

ITEM 2

CHANGES IN SECURITIES

During the quarter ended June 30, 2002, the Company issued 2,600 shares
of common stock to an officer and director representing his bonus in accordance
with his employment contract. The foregoing shares were issued without
registration pursuant to the exemption afforded by Section 4(2) of the
Securities Act of 1933.

ITEM 3

SUBMISSION OF MATTERS TO A VOTE OF SECURITY HOLDERS

On June 4, 2002, the Company held its Annual Meeting of Shareholders
(the "Meeting"). At the Meeting, the shareholders elected Carl Dorf and Charles
B. Hart, Jr. to the Board of Directors and voted upon the adoption of the 2002
Stock Option Plan in which 1,200,000 shares of the Company's common stock, $.01
par value per share, would be issuable to employees, consultants, independent
contractors, officers and directors. With respect to the 2002 Option Plan,
1,412,441 shares were voted in favor, 36,095 shares were voted against and
1,756,808 shares abstained. There were no broker non-votes.

17


ITEM 4

OTHER INFORMATION

In August 2002, Samuel A. Milne, the Company's Chief Financial Officer
resigned to take a position with a de novo bank in Miami. The Company has
appointed J. G. Jennings, III as the new Chief Financial Officer. Mr. Jennings
has been the Company's Controller since May 2000. Mr. Jennings was a CPA with
Laventhol & Horwath in Miami, Florida before joining American Vehicle Insurance
Company in September 1990.

18


SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934,
the Registrant has duly caused this report to be signed on its behalf by the
undersigned hereunto duly authorized.

21ST CENTURY HOLDING COMPANY

Date: November 14, 2002 By: /s/ J. G. Jennings, III
---------------------------

Title: Chief Financial Officer

19


CERTIFICATIONS

I, Edward J. Lawson, certify that:

1. I have reviewed this quarterly report on Form 10-Q of 21st Century Holding
Company;

2. Based on my knowledge, this quarterly 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 quarterly
report;

3. Based on my knowledge, the financial statements, and other financial
information included in this quarterly 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 quarterly report;

4. The registrant's other certifying officers and I are responsible for
establishing and maintaining disclosure controls and procedures (as defined in
Exchange Act Rules 13a-14 and 15d-14) for the registrant and we have:

a) designed such disclosure controls and procedures 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 quarterly report
is being prepared;

b) evaluated the effectiveness of the registrant's disclosure controls
and procedures as of a date within 90 days prior to the filing date of
this quarterly report (the "Evaluation Date"); and

c) presented in this quarterly report our conclusions about the
effectiveness of the disclosure controls and procedures based on our
evaluation as of the Evaluation Date;

5. The registrant's other certifying officers and I have disclosed, based on our
most recent evaluation, to the registrant's auditors and the audit committee of
registrant's board of directors (or persons performing the equivalent function):

a) all significant deficiencies in the design or operation of internal
controls which could adversely affect the registrant's ability to
record, process, summarize and report financial data and have
identified for the registrant's auditors any material weaknesses in
internal controls; and

b) any fraud, whether or not material, that involves management or
other employees who have a significant role in the registrant's
internal controls; and

6. The registrant's other certifying officers and I have indicated in this
quarterly report whether or not there were significant changes in internal
controls or in other factors that could significantly affect internal controls
subsequent to the date of our most recent evaluation, including any corrective
actions with regard to significant deficiencies and material weaknesses.

Date: November 14, 2002.


/s/ Edward J. Lawson
- ---------------------
Chief Executive Officer

20


CERTIFICATIONS - (Continued)

I, James G. Jennings III, certify that:


1. I have reviewed this quarterly report on Form 10-Q of 21st Century Holding
Company;

2. Based on my knowledge, this quarterly 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 quarterly
report;

3. Based on my knowledge, the financial statements, and other financial
information included in this quarterly 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 quarterly report;

4. The registrant's other certifying officers and I are responsible for
establishing and maintaining disclosure controls and procedures (as defined in
Exchange Act Rules 13a-14 and 15d-14) for the registrant and we have:

a) designed such disclosure controls and procedures 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 quarterly report
is being prepared;

b) evaluated the effectiveness of the registrant's disclosure controls
and procedures as of a date within 90 days prior to the filing date of
this quarterly report (the "Evaluation Date"); and

c) presented in this quarterly report our conclusions about the
effectiveness of the disclosure controls and procedures based on our
evaluation as of the Evaluation Date;

5. The registrant's other certifying officers and I have disclosed, based on our
most recent evaluation, to the registrant's auditors and the audit committee of
registrant's board of directors (or persons performing the equivalent function):

a) all significant deficiencies in the design or operation of internal
controls which could adversely affect the registrant's ability to
record, process, summarize and report financial data and have
identified for the registrant's auditors any material weaknesses in
internal controls; and

b) any fraud, whether or not material, that involves management or
other employees who have a significant role in the registrant's
internal controls; and

6. The registrant's other certifying officers and I have indicated in this
quarterly report whether or not there were significant changes in internal
controls or in other factors that could significantly affect internal controls
subsequent to the date of our most recent evaluation, including any corrective
actions with regard to significant deficiencies and material weaknesses.

Date: November 14, 2002.


/s/ J. G. Jennings, III
- -----------------------
Chief Financial Officer

21