    <SEC-DOCUMENT>0000921895-25-001407-index.html : 20250512
    <SEC-HEADER>0000921895-25-001407.hdr.sgml : 20250512
    <ACCEPTANCE-DATETIME>20250512184128
    ACCESSION NUMBER:		0000921895-25-001407
    CONFORMED SUBMISSION TYPE:	SCHEDULE 13D/A
    PUBLIC DOCUMENT COUNT:		5
    FILED AS OF DATE:		20250512
    DATE AS OF CHANGE:		20250512

    SUBJECT COMPANY:

    	COMPANY DATA:
    		COMPANY CONFORMED NAME:			KINGSWAY FINANCIAL SERVICES INC
    		CENTRAL INDEX KEY:			0001072627
    		STANDARD INDUSTRIAL CLASSIFICATION:	FIRE, MARINE & CASUALTY INSURANCE [6331]
    		ORGANIZATION NAME:           	02 Finance
    		EIN:				999999999
    		STATE OF INCORPORATION:			DE
    		FISCAL YEAR END:			1231

    	FILING VALUES:
    		FORM TYPE:		SCHEDULE 13D/A
    		SEC ACT:		1934 Act
    		SEC FILE NUMBER:	005-78501
    		FILM NUMBER:		25936536

    	BUSINESS ADDRESS:
    		STREET 1:		10 S. RIVERSIDE PLAZA
    		STREET 2:		SUITE 1520
    		CITY:			CHICAGO
    		STATE:			IL
    		ZIP:			60606
    		BUSINESS PHONE:		(312) 766-2144

    	MAIL ADDRESS:
    		STREET 1:		10 S. RIVERSIDE PLAZA
    		STREET 2:		SUITE 1520
    		CITY:			CHICAGO
    		STATE:			IL
    		ZIP:			60606

    FILED BY:

    	COMPANY DATA:
    		COMPANY CONFORMED NAME:			STILWELL JOSEPH
    		CENTRAL INDEX KEY:			0001113303
    		ORGANIZATION NAME:

    	FILING VALUES:
    		FORM TYPE:		SCHEDULE 13D/A

    	MAIL ADDRESS:
    		STREET 1:		111 BROADWAY, 12TH FLOOR
    		CITY:			NEW YORK
    		STATE:			NY
    		ZIP:			10006
    </SEC-HEADER>
    <DOCUMENT>
    <TYPE>SCHEDULE 13D/A
    <SEQUENCE>1
    <FILENAME>primary_doc.xml
    <TEXT>
    Document 1 - file: primary_doc.html

    Document 1 - RAW XML: primary_doc.xml

    </DOCUMENT>
    <DOCUMENT>
    <TYPE>EX-1.A
    <SEQUENCE>2
    <FILENAME>ex1ato13da4610318011_051225.htm
    <DESCRIPTION>SCHEDULE A - STILWELL ACTIVIST HISTORY
    <TEXT>
    Document 2 - file: ex1ato13da4610318011_051225.htm

    </DOCUMENT>
    <DOCUMENT>
    <TYPE>EX-1.B
    <SEQUENCE>3
    <FILENAME>ex1bto13da4610318011_051225.htm
    <DESCRIPTION>SCHEDULE B - ITEM 2(E)
    <TEXT>
    Document 3 - file: ex1bto13da4610318011_051225.htm

    </DOCUMENT>
    <DOCUMENT>
    <TYPE>EX-1.C
    <SEQUENCE>4
    <FILENAME>ex1cto13da4610318011_051225.htm
    <DESCRIPTION>SCHEDULE C - TRANSACTIONS IN SECURITIES
    <TEXT>
    Document 4 - file: ex1cto13da4610318011_051225.htm

    </DOCUMENT>
    <DOCUMENT>
    <TYPE>EX-17
    <SEQUENCE>5
    <FILENAME>ex17to13da4610318011_051225.pdf
    <DESCRIPTION>FORM OF SUBSCRIPTION AGREEMENT AND CLASS D CERTIFICATE OF DESIGNATIONS
    <TEXT>
    Document 5 - file: ex17to13da4610318011_051225.pdf

    </DOCUMENT>
    </SEC-DOCUMENT>