    <SEC-DOCUMENT>0001104659-19-020312-index.html : 20190408
    <SEC-HEADER>0001104659-19-020312.hdr.sgml : 20190408
    <ACCEPTANCE-DATETIME>20190408161621
    ACCESSION NUMBER:		0001104659-19-020312
    CONFORMED SUBMISSION TYPE:	DEF 14A
    PUBLIC DOCUMENT COUNT:		15
    CONFORMED PERIOD OF REPORT:	20190523
    FILED AS OF DATE:		20190408
    DATE AS OF CHANGE:		20190408
    EFFECTIVENESS DATE:		20190408

    FILER:

    	COMPANY DATA:
    		COMPANY CONFORMED NAME:			WHITE MOUNTAINS INSURANCE GROUP LTD
    		CENTRAL INDEX KEY:			0000776867
    		STANDARD INDUSTRIAL CLASSIFICATION:	FIRE, MARINE & CASUALTY INSURANCE [6331]
    		IRS NUMBER:				942708455
    		STATE OF INCORPORATION:			D0
    		FISCAL YEAR END:			1231

    	FILING VALUES:
    		FORM TYPE:		DEF 14A
    		SEC ACT:		1934 Act
    		SEC FILE NUMBER:	001-08993
    		FILM NUMBER:		19737611

    	BUSINESS ADDRESS:
    		STREET 1:		80 SOUTH MAIN ST
    		CITY:			HANOVER
    		STATE:			NH
    		ZIP:			03755
    		BUSINESS PHONE:		603 640 2200

    	MAIL ADDRESS:
    		STREET 1:		80 SOUTH MAIN STREET
    		CITY:			HANOVER
    		STATE:			NH
    		ZIP:			03755

    	FORMER COMPANY:
    		FORMER CONFORMED NAME:	WHITE MOUNTAINS INSURANCE GROUP INC
    		DATE OF NAME CHANGE:	19990603

    	FORMER COMPANY:
    		FORMER CONFORMED NAME:	FUND AMERICAN ENTERPRISES HOLDINGS INC
    		DATE OF NAME CHANGE:	19920703

    	FORMER COMPANY:
    		FORMER CONFORMED NAME:	FUND AMERICAN COMPANIES INC
    		DATE OF NAME CHANGE:	19920701
    </SEC-HEADER>
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    <TYPE>DEF 14A
    <SEQUENCE>1
    <FILENAME>a19-2303_1def14a.htm
    <DESCRIPTION>DEF 14A
    <TEXT>
    Document 1 - file: a19-2303_1def14a.htm

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    <DESCRIPTION>GRAPHIC
    <TEXT>
    Document 2 - file: g23031bgi001.jpg

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    <DESCRIPTION>GRAPHIC
    <TEXT>
    Document 3 - file: g23031bgi002.jpg

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    Document 4 - file: g23031bgi003.jpg

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    Document 5 - file: g23031bgi004.jpg

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    <DESCRIPTION>GRAPHIC
    <TEXT>
    Document 6 - file: g23031byi001.gif

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    <TEXT>
    Document 7 - file: g23031byi002.gif

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    Document 8 - file: g23031bwi001.gif

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    <DESCRIPTION>GRAPHIC
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    Document 9 - file: g23031bwi002.gif

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    <TEXT>
    Document 10 - file: g23031bci001.gif

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    <TEXT>
    Document 11 - file: g23031bci002.jpg

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    <DESCRIPTION>GRAPHIC
    <TEXT>
    Document 12 - file: g23031bui001.gif

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    <FILENAME>g23031bii001.jpg
    <DESCRIPTION>GRAPHIC
    <TEXT>
    Document 13 - file: g23031bii001.jpg

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    <DESCRIPTION>GRAPHIC
    <TEXT>
    Document 14 - file: g23031bii002.jpg

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    <DESCRIPTION>GRAPHIC
    <TEXT>
    Document 15 - file: g23031bii003.jpg

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