SEC Form 3

FORM 3

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 INITIAL STATEMENT OF BENEFICIAL OWNERSHIP OF SECURITIES Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person* FAIRFAX FINANCIAL HOLDINGS LTD/ CAN (Last) (First) (Middle) 95 WELLINGTON STREET WEST SUITE 800 (Street) TORONTO, ONTARIO, CANADA M5J 2N7 (City) (State) (Zip)	2. Date of Event Requiring Statement (Month/Day/Year) 05/01/2006	3. Issuer Name and Ticker or Trading Symbol OVERSTOCK.COM, INC [ OSTK ]
		4. Relationship of Reporting Person(s) to Issuer (Check all applicable) Director X 10% Owner Officer (give title below) Other (specify below)	5. If Amendment, Date of 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

Table I - Non-Derivative Securities Beneficially Owned
1. Title of Security (Instr. 4)	2. Amount of Securities Beneficially Owned (Instr. 4)	3. Ownership Form: Direct (D) or Indirect (I) (Instr. 5)	4. Nature of Indirect Beneficial Ownership (Instr. 5)
Common Stock, $0.0001 Par Value (?Shares?)	2,363,467	I	See Footnote(1)

Table II - Derivative Securities Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 4)	2. Date Exercisable and Expiration Date (Month/Day/Year)		3. Title and Amount of Securities Underlying Derivative Security (Instr. 4)		4. Conversion or Exercise Price of Derivative Security	5. Ownership Form: Direct (D) or Indirect (I) (Instr. 5)	6. Nature of Indirect Beneficial Ownership (Instr. 5)
	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
3.75% Convertible Senior Notes (the ?Senior Notes?)	(2)	12/01/2011	Common Stock	483,707	(3)	I	See Footnote(4)

1. Name and Address of Reporting Person* FAIRFAX FINANCIAL HOLDINGS LTD/ CAN (Last) (First) (Middle) 95 WELLINGTON STREET WEST SUITE 800 (Street) TORONTO, ONTARIO, CANADA M5J 2N7 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* 1109519 ONTARIO LTD (Last) (First) (Middle) 95 WELLINGTON STREET WEST SUITE 800 (Street) TORONTO, ONTARIO, CANADA M5J 2N7 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* SIXTY TWO INVESTMENT CO LTD (Last) (First) (Middle) 1600 CATHEDRAL PLACE 925 WEST GEORGIA ST. (Street) VANCOUVER, B.C., CANADA V6C 3L3 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* 810679 ONTARIO LTD (Last) (First) (Middle) 95 WELLINGTON STREET WEST SUITE 800, (Street) TORONTO, ONTARIO, CANADA M5J 2N7 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* WATSA V PREM ET AL (Last) (First) (Middle) 95 WELLINGTON STREET WEST SUITE 800, (Street) TORONTO, ONTARIO, CANADA M5J 2N7 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* ODYSSEY RE HOLDINGS CORP (Last) (First) (Middle) 300 FIRST STAMFORD PLACE (Street) STAMFORD CT 06902 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* ODYSSEY AMERICA REINSURANCE CORP (Last) (First) (Middle) 300 FIRST STAMFORD PLACE (Street) STAMFORD CT 06902 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* UNITED STATES FIRE INSURANCE CO (Last) (First) (Middle) 305 MADISON AVENUE (Street) MORRISTOWN NJ 07962 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* LOMBARD GENERAL INSURANCE CO OF CANADA (Last) (First) (Middle) 105 ADELAIDE STREET WEST (Street) TORONTO, ONTARIO, CANADA M5H 1P9 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* NORTH RIVER INSURANCE CO (Last) (First) (Middle) 305 MADISON AVENUE (Street) MORRISTOWN NJ 07962 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer Director X 10% Owner Officer (give title below) Other (specify below)

Explanation of Responses:

1. 1,363,467 Shares are held by United States Fire Insurance Company and 1,000,000 Shares are held by Odyssey America Reinsurance Corporation.

2. The Senior Notes are currently convertible into Shares.

3. The Senior Notes are convertible into a number of Shares equal to the quotient obtained by dividing the principal amount of such Senior Notes by $76.23, subject to adjustment under certain circumstances.

4. $32,623,000 aggregate principal amount of Senior Notes is held by Odyssey America Reinsurance Corporation, $3,000,000 aggregate principal amount of Senior Notes is held by The North River Insurance Company and $1,250,000 aggregate principal amount of Senior Notes is held by Lombard General Insurance Company of Canada.

	V. Prem Watsa	05/09/2006
	V. Prem Watsa	05/09/2006
	V. Prem Watsa	05/09/2006
	V. Prem Watsa	05/09/2006
	Paul Rivett	05/09/2006
	Rob Giammarco	05/09/2006
	Rob Giammarco	05/09/2006
	Carol Ann Soos	05/09/2006
	William J. Dunlop	05/09/2006
	Valerie Gasparik	05/09/2006
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 5 (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).
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