KINGSWAY Corp·4

Jun 1, 5:42 PM ET

Fitzgerald John Taylor Maloney 4

4 · KINGSWAY Corp · Filed Jun 1, 2026

Research Summary

AI-generated summary of this filing

Updated

KINGSWAY (KWY) CEO Fitzgerald Maloney Buys 250 Shares

What Happened
John Taylor Fitzgerald Maloney (President, CEO and Director) acquired 250 shares of KINGSWAY Corporation (KWY) on May 29, 2026 through an open-market purchase under the company’s Employee Share Purchase Plan (ESPP). The shares were bought at $10.03 per share for a total transaction value of $2,508. This is a purchase (insider acquisition), a relatively small, routine ESPP transaction.

Key Details

  • Transaction date: 2026-05-29; Form 4 filed: 2026-06-01 (Period of Report: 2026-05-29).
  • Transaction type/code: Purchase (P) — 250 shares at $10.03; total $2,508.
  • Acquisition method: Shares acquired pursuant to the Kingsway America Inc. ESPP; administrator purchases shares on the open market through a broker (Footnote F1).
  • Shares owned after transaction: Filing notes inclusion of 400,000 restricted shares granted March 31, 2021 (Footnote F2). The summary data provided does not state a complete total of beneficially owned shares after this purchase.
  • Timeliness: Filed on June 1, 2026 for a May 29 transaction; filing appears timely under the Form 4 two-business-day rule.

Context
This was a small ESPP purchase (about $2.5k) consistent with routine employee share plan participation and company matching described in F1 (employees may contribute up to 5% of salary and, after 12 months, receive a 100% matching contribution). Such ESPP transactions are common and reflect plan participation rather than an explicit market view by the insider.

Insider Transaction Report

Form 4
Period: 2026-05-29
Fitzgerald John Taylor Maloney
DirectorPresident and CEO
Transactions
  • Purchase

    Common Stock

    [F1][F2]
    2026-05-29$10.03/sh+250$2,5081,455,634 total
Holdings
  • Common Stock

    (indirect: By Trust)
    29,100
  • Common Stock

    (indirect: By Trust)
    29,100
  • Common Stock

    (indirect: By Trust)
    29,100
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 Corporation 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|2026-06-01

Documents

1 file
  • 4
    form4.xmlPrimary

    PRIMARY DOCUMENT