Ownership Submission
FORM 4
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP OF SECURITIES

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940
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(Print or Type Responses)
1. Name and Address of Reporting Person *
FAIRFAX FINANCIAL HOLDINGS LTD/ CAN
  2. Issuer Name and Ticker or Trading Symbol
OVERSTOCK.COM, INC [OSTK]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
_____ Director __X__ 10% Owner
_____ Officer (give title below) _____ Other (specify below)
(Last)
(First)
(Middle)
95 WELLINGTON STREET WEST, SUITE 800
3. Date of Earliest Transaction (Month/Day/Year)
12/15/2006
(Street)

TORONTO, ONTARIO, A6 M5J 2N7
4. If Amendment, Date Original Filed(Month/Day/Year)
6. Individual or Joint/Group Filing(Check Applicable Line)
___ Form filed by One Reporting Person
_X_ Form filed by More than One Reporting Person
(City)
(State)
(Zip)
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1.Title of Security
(Instr. 3)
2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code
(Instr. 8)
4. Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4 and 5)
5. Amount of Securities Beneficially Owned Following Reported Transaction(s)
(Instr. 3 and 4)
6. Ownership Form: Direct (D) or Indirect (I)
(Instr. 4)
7. Nature of Indirect Beneficial Ownership
(Instr. 4)
Code V Amount (A) or (D) Price
Common Stock, $0.0001 Par Value 12/15/2006   P(1)   512,654 A $ 14.63 2,876,121 I see footnote (2)
Common Stock, $0.0001 Par Value 12/15/2006   P(1)   512,653 A $ 14.63 3,388,774 I see footnote (2)

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
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Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security
(Instr. 3)
2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code
(Instr. 8)
5. Number of Derivative Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4, and 5)
6. Date Exercisable and Expiration Date
(Month/Day/Year)
7. Title and Amount of Underlying Securities
(Instr. 3 and 4)
8. Price of Derivative Security
(Instr. 5)
9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s)
(Instr. 4)
10. Ownership Form of Derivative Security: Direct (D) or Indirect (I)
(Instr. 4)
11. Nature of Indirect Beneficial Ownership
(Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares

Reporting Owners

Reporting Owner Name / Address Relationships
 Director  10% Owner  Officer  Other
FAIRFAX FINANCIAL HOLDINGS LTD/ CAN
95 WELLINGTON STREET WEST
SUITE 800
TORONTO, ONTARIO, A6 M5J 2N7
    X    
WATSA V PREM ET AL
95 WELLINGTON STREET WEST
SUITE 800
TORONTO, ONTARIO, A6 M5J 2N7
    X    
1109519 ONTARIO LTD
95 WELLINGTON STREET WEST
SUITE 800
TORONTO, ONTARIO, A6 M5J 2N7
    X    
SIXTY TWO INVESTMENT CO LTD
1600 CATHEDRAL PLACE
925 WEST GEORGIA ST.
VANCOUVER, BC, A1 V6C 3L3
    X    
810679 ONTARIO LTD
95 WELLINGTON STREET WEST
SUITE 800
TORONTO, ONTARIO, A6 M5J 2N7
    X    
UNITED STATES FIRE INSURANCE CO
305 MADISON AVENUE
MORRISTOWN, NJ 07962
    X    
TIG INSURANCE CO
5205 NORTH O?CONNOR BLVD.
IRVING, TX 75039
    X    

Signatures

 /s/ Paul Rivett, Vice President   12/18/2006
**Signature of Reporting Person Date

 /s/ V. Prem Watsa   12/18/2006
**Signature of Reporting Person Date

 /s/ V. Prem Watsa, President   12/18/2006
**Signature of Reporting Person Date

 /s/ V. Prem Watsa, President   12/18/2006
**Signature of Reporting Person Date

 /s/ V. Prem Watsa, President   12/18/2006
**Signature of Reporting Person Date

 /s/ Carol Ann Soos, Vice President   12/18/2006
**Signature of Reporting Person Date

 /s/ William J. Gillett, President   12/18/2006
**Signature of Reporting Person Date

Explanation of Responses:

* If the form is filed by more than one reporting person, see Instruction 4(b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
(1) United States Fire Insurance Company and TIG Insurance Company have agreed to purchase 512,654 and 512,653 shares of common stock, respectively, pursuant to a registered direct offering by Overstock.com, Inc. Settlement is expected to occur on or about December 20, 2006.
(2) The shares of common stock are held by subsidiaries of Fairfax Financial Holdings Limited, including, following the reported transactions, 1,876,121 shares held directly by United States Fire Insurance Company and 512,653 shares held directly by TIG Insurance Company.

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