Fitzgerald John Taylor Maloney 4

4 · KINGSWAY FINANCIAL SERVICES INC · Filed Mar 2, 2026

AI-generated summary of this filing

Updated Mar 2, 2026

Kingsway Financial CEO John Fitzgerald Maloney Buys 202 Shares

What Happened

John Fitzgerald Maloney, President, CEO and Director of Kingsway Financial Services Inc. (KFS), acquired 202 shares on 2026-02-27 in an open-market purchase at $12.34 per share, totaling roughly $2,493. The transaction is reported as a purchase (code P).

Key Details

Transaction date and price: 2026-02-27 — 202 shares at $12.34 each.
Total value: approximately $2,493.
Shares owned after transaction: not specified in the filing excerpt.
Footnote F1: Shares were acquired under the Kingsway America Inc. Employee Share Purchase Plan (ESPP). Eligible employee contributions (up to 5% of adjusted salary) and a 100% company match (after 12 months' service) are used to buy shares; purchases are made on the open market by the plan administrator through a broker.
Footnote F2: Reporting includes 400,000 shares of restricted stock granted on March 31, 2021 (as part of the beneficial ownership disclosure).
Filing date: 2026-03-02. The Form 4 was filed promptly following the Feb 27 transaction (filed within the required reporting window).

Context

This was an ESPP-facilitated open-market purchase (not a direct issuance), a routine employee purchase rather than a large, strategic buy. Such purchases are informative but small in dollar size here (~$2.5k).

Form 4

Period: 2026-02-27

DirectorPresident and CEO

Transactions

Holdings

Footnotes (2)

[F1]The shares of Common Stock were acquired pursuant to the Kingsway America Inc. Employee Share Purchase Plan, as amended and restated effective May 29, 2014 (the "ESPP"). Pursuant to the ESPP, eligible employees may contribute an amount up to 5% of adjusted salary for each regular payroll period and, to the extent such employee has been employed by Kingsway America Inc. and its subsidiaries for 12 months, the company will make a matching contribution equal to 100% of such employee's contribution. The employee contributions and company contributions are used to purchase, as soon as administratively practicable after the date of such contributions, shares of Kingsway Financial Services Inc. The shares are acquired by the administrator of the ESPP on the open market through the services of a duly registered stockbroker.
[F2]Includes 400,000 shares of restricted stock granted on March 31, 2021.

Signature

/s/ Debra S. Rouse, attorney-in-fact for John Taylor Maloney Fitzgerald|2026-03-02

1 file