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CORRESP Filing

KINGSWAY FINANCIAL SERVICES INC
Date: Sept. 2, 2025 · CIK: 0001072627 · Accession: 0001213900-25-083569

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File numbers found in text: 333-289859

Date
September 2, 2025
Author
Kent A. Hansen
Form
CORRESP
Company
KINGSWAY FINANCIAL SERVICES INC

Letter

Division of Corporation Finance Washington, D.C. 20549 Attn: Madeleine Joy Mateo, Esq. Division of Corporation Finance Office of Finance Re: Request for Acceleration of Effectiveness of Kingsway Financial Services Inc.'s Registration Statement on Form S-1 (File No. 333-289859) filed on August 26, 2025.

Dear Ms. Mateo:

Pursuant to Rule 461 promulgated under the Securities Act of 1933, as amended, Kingsway Financial Services Inc. hereby requests that the effectiveness of the Registration Statement on Form S-1 (File No. 333-289859) (the " Registration Statement ") be accelerated so that the Registration Statement will become effective on September 5, 2025 at 9:00 a.m., Eastern Time, or as soon thereafter as practicable.

Please call Daniel P. Raglan of Cadwalader, Wickersham & Taft LLP at (212) 504-6790 if you have any questions regarding this request, and please notify him when this request for acceleration has been granted.

Very truly yours,
KINGSWAY FINANCIAL SERVICES INC.

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CORRESP
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 filename1.htm

 KINGSWAY FINANCIAL SERVICES INC.

 10 S. Riverside Plaza, Suite 1520

 Chicago, Illinois 60606

 (312) 766-2138

 September 2, 2025

 BY EDGAR

 U.S. Securities and Exchange Commission

 Division of Corporation Finance

 100 F Street, N.E.

 Washington, D.C. 20549

 Attn:
 Madeleine Joy Mateo, Esq.

 Division of Corporation Finance Office of Finance

 Re:
 Request for Acceleration of Effectiveness of Kingsway Financial Services Inc.'s Registration Statement on Form S-1 (File No. 333-289859) filed on August 26, 2025.

 Dear Ms. Mateo:

 Pursuant to Rule 461 promulgated
under the Securities Act of 1933, as amended, Kingsway Financial Services Inc. hereby requests that the effectiveness of the Registration
Statement on Form S-1 (File No. 333-289859) (the " Registration Statement ") be accelerated so that the Registration
Statement will become effective on September 5, 2025 at 9:00 a.m., Eastern Time, or as soon thereafter as practicable.

 Please call Daniel P. Raglan
of Cadwalader, Wickersham & Taft LLP at (212) 504-6790 if you have any questions regarding this request, and please notify him when
this request for acceleration has been granted.

 Very truly yours,

 KINGSWAY FINANCIAL SERVICES INC.

 By:
 /s/ Kent A. Hansen

 Name:
 Kent A. Hansen

 Title:
 Chief Financial Officer

 cc:
 Daniel P. Raglan, Cadwalader, Wickersham & Taft LLP