SEC Form 4

FORM 4		UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934 or Section 30(h) of the Investment Company Act of 1940	OMB APPROVAL OMB Number: 3235-0287 Estimated average burden hours per response: 0.5
	Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

1. Name and Address of Reporting Person* STILWELL JOSEPH (Last) (First) (Middle) 200 CALLE DEL SANTO CRISTO (Street) SAN JUAN PR 00901 (City) (State) (Zip)	2. Issuer Name and Ticker or Trading Symbol KINGSWAY FINANCIAL SERVICES INC [ KFS ]	5. Relationship of Reporting Person(s) to Issuer (Check all applicable) X Director X 10% Owner Officer (give title below) Other (specify below)
	3. Date of Earliest Transaction (Month/Day/Year) 09/08/2021
	4. 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 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								162,500(1)	D
Common Stock	09/08/2021		P(2)		644	A	$5.35	938,663	I	See footnote(3)
Common Stock	09/08/2021		P(2)		1,010	A	$5.35	566,971	I	See footnote(4)
Common Stock	09/08/2021		P(2)		6,720	A	$5.35	4,511,040	I	See footnote(5)
Common Stock	09/08/2021		P(2)		1,626	A	$5.35	818,051	I	See footnote(6)

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 Securities Underlying Derivative Security (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: 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

1. Name and Address of Reporting Person* STILWELL JOSEPH (Last) (First) (Middle) 200 CALLE DEL SANTO CRISTO (Street) SAN JUAN PR 00901 (City) (State) (Zip) Relationship of Reporting Person(s) to Issuer X Director X 10% Owner Officer (give title below) Other (specify below)

1. Name and Address of Reporting Person* Stilwell Value LLC (Last) (First) (Middle) 111 BROADWAY, 12TH FLOOR (Street) NEW YORK NY 10006 (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* STILWELL ASSOCIATES L P (Last) (First) (Middle) 111 BROADWAY, 12TH FLOOR (Street) NEW YORK NY 10006 (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* Stilwell Activist Fund, L.P. (Last) (First) (Middle) 111 BROADWAY, 12TH FLOOR (Street) NEW YORK NY 10006 (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* Stilwell Activist Investments, L.P. (Last) (First) (Middle) 111 BROADWAY, 12TH FLOOR (Street) NEW YORK NY 10006 (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* Stilwell Value Partners VII, L.P. (Last) (First) (Middle) 111 BROADWAY, 12TH FLOOR (Street) NEW YORK NY 10006 (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. These are shares owned directly by Joseph Stilwell.

2. This Form 4 reports the following acquisitions on September 8, 2021: (a) Stilwell Activist Investments, L.P. ("SAI") acquired 6,720 shares at $5.35 USD per share, (b) Stilwell Activist Fund, L.P. ("SAF") acquired 1,010 shares at $5.35 USD per share, (c) Stilwell Value Partners VII, L.P. ("SVP VII") acquired 1,626 shares at $5.35 USD per share, and (d) Stilwell Associates, L.P. ("Associates") acquired 644 shares at $5.35 USD per share.

3. These are shares owned directly by Associates and indirectly by Joseph Stilwell in his capacity as the managing member and owner of Stilwell Value LLC ("Value"), which is the general partner of Associates. Joseph Stilwell disclaims beneficial ownership of all shares reported as owned indirectly except to the extent of his pecuniary interest therein.

4. These are shares owned directly by SAF and indirectly by Joseph Stilwell in his capacity as the managing member and owner of Value, which is the general partner of SAF. Joseph Stilwell disclaims beneficial ownership of all shares reported as owned indirectly except to the extent of his pecuniary interest therein.

5. These are shares owned directly by SAI and indirectly by Joseph Stilwell in his capacity as the managing member and owner of Value, which is the general partner of SAI. Joseph Stilwell disclaims beneficial ownership of all shares reported as owned indirectly except to the extent of his pecuniary interest therein.

6. These are shares owned directly by SVP VII and indirectly by Joseph Stilwell in his capacity as the managing member and owner of Value, which is the general partner of SVP VII. Joseph Stilwell disclaims beneficial ownership of all shares reported as owned indirectly except to the extent of his pecuniary interest therein.

	/s/ Debra Rouse as Attorney-in-Fact for Joseph Stilwell	09/10/2021
	/s/ Debra Rouse as Attorney-in-Fact for Stilwell Value LLC	09/10/2021
	/s/ Debra Rouse as Attorney-in-Fact for Stilwell Associates, L.P.	09/10/2021
	/s/ Debra Rouse as Attorney-in-Fact for Stilwell Activist Fund, L.P.	09/10/2021
	/s/ Debra Rouse as Attorney-in-Fact for Stilwell Activist Investments, L.P.	09/10/2021
	/s/ Debra Rouse as Attorney-in-Fact for Stilwell Value Partners VII, L.P.	09/10/2021
	** 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 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).
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