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Company profile

KWY

Kingsway Financial Services Inc.
NYSEFinancial Services

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SEC record

SEC dossier

What this company has filed with the SEC, in plain language.

Stress10Structure56Governance18
  • Structure4 material agreements entered2025 – 2026show all 4hide
    • May 11, 26StructureEntered a material agreement+2 more in the same filing8-K 1.01 ↗
    • Jul 7, 25StructureEntered a material agreement+3 more in the same filing8-K 1.01 ↗
    • Jun 25, 25StructureEntered a material agreement+3 more in the same filing8-K 1.01 ↗
    • May 19, 25StructureEntered a material agreement+4 more in the same filing8-K 1.01 ↗
  • Apr 15, 25GovernanceA senior executive left or was appointed8-K 5.02 ↗
  • Apr 2, 25GovernanceA senior executive left or was appointed+2 more in the same filing8-K 5.02 ↗
  • Structure4 material agreements entered2024 – 2025show all 4hide
    • Feb 24, 25StructureEntered a material agreement+3 more in the same filing8-K 1.01 ↗
    • Feb 18, 25StructureEntered a material agreement+4 more in the same filing8-K 1.01 ↗
    • Sep 27, 24StructureEntered a material agreement+5 more in the same filing8-K 1.01 ↗
    • May 29, 24StructureEntered a material agreement+2 more in the same filing8-K 1.01 ↗
  • Dec 29, 23StructureA material agreement was terminated8-K 1.02 ↗
  • Structure6 material agreements entered2022 – 2023show all 6hide
    • Oct 30, 23StructureEntered a material agreement+2 more in the same filing8-K 1.01 ↗
    • Oct 23, 23StructureEntered a material agreement+2 more in the same filing8-K 1.01 ↗
    • Mar 1, 23StructureEntered a material agreement+2 more in the same filing8-K 1.01 ↗
    • Jan 5, 23StructureEntered a material agreement+2 more in the same filing8-K 1.01 ↗
    • Dec 23, 22StructureEntered a material agreement+1 more in the same filing8-K 1.01 ↗
    • Nov 21, 22StructureEntered a material agreement+2 more in the same filing8-K 1.01 ↗

The record reaches back to Sep 17, 12.

Notable in the record

Stress disclosed to the SEC that the timeline above does not reach, by age. Not a timeline: these are the individual facts, with no claim that nothing else sat between them.

  • Apr 21, 20StressNotice of failing exchange listing standards+1 more in the same filing8-K 3.01 ↗
  • Mar 17, 20StressNotice of failing exchange listing standards+1 more in the same filing8-K 3.01 ↗
  • Jan 14, 20StressNotice of failing exchange listing standards8-K/A 3.01 ↗
  • Jan 10, 20StressNotice of failing exchange listing standards8-K 3.01 ↗
  • Oct 22, 19StressNotice of failing exchange listing standards8-K 3.01 ↗
  • Jun 19, 19StressPast accounts declared unreliable and being restated+2 more in the same filing8-K 4.02 ↗
  • Apr 22, 19StressNotice of failing exchange listing standards8-K 3.01 ↗
  • Jun 11, 13StressNotice of failing exchange listing standards+1 more in the same filing8-K 3.01 ↗
  • Apr 19, 13StressNotice of failing exchange listing standards8-K 3.01 ↗
  • Sep 17, 12StressRestructuring plan with committed costs+1 more in the same filing8-K 2.05 ↗

The full record holds 10 stress filings.

Corporate events are tracked from 2004-08-23, when the SEC renumbered 8-K items. Earlier filings use an incompatible numbering and are not classified here.

Ownership and control

Declared intent to influence

Filed on Schedule 13D: the investor states an intention to influence how the company is run.

  • Stilwell Activist Fund, L.P.12.7%Dec 17, 25SCHEDULE 13D/A ↗6 co-filers on this document — the figure is the largest single stake, not their sum. · 6 earlier filings
  • Adam J. Patinkin10.3%May 18, 26SCHEDULE 13D/A ↗4 co-filers on this document — the figure is the largest single stake, not their sum.
  • David Capital Partners, LLC9.0%Dec 17, 25SCHEDULE 13D/A ↗4 co-filers on this document — the figure is the largest single stake, not their sum. · 1 earlier filing
  • Oakmont Capital Inc.8.2%Dec 17, 25SCHEDULE 13D/A ↗5 co-filers on this document — the figure is the largest single stake, not their sum. · 1 earlier filing
  • Charles Frischer6.8%Apr 11, 25SCHEDULE 13D/A ↗
show one more holderhide
  • Joshua S. Horowitz1.5%Dec 17, 25SCHEDULE 13D/A ↗4 co-filers on this document — the figure is the largest single stake, not their sum. · 1 earlier filing

Passive holders

Filed on Schedule 13G: large stakes held without an intention to control — mostly index and institutional funds.

  • Mirabella Financial Services LLP6.8%Dec 31, 25SCHEDULE 13G/A ↗1 earlier filing
  • Greenhaven Road Investment Management, L.P.6.8%Oct 30, 25SCHEDULE 13G ↗5 co-filers on this document — the figure is the largest single stake, not their sum.
  • Capricorn Fund Managers Ltd4.9%Jun 30, 26SCHEDULE 13G/A ↗1 earlier filing

Structured 13D/G data starts 2023-12, when the SEC moved these filings to a machine-readable format. Earlier filings exist but are not parsed here.

1,911 filings on record, the oldest from Oct 30, 98.

  • 4 Form 4 filingsshow all 4hide
    • Aug 20, 26Form 4 ↗
    • Aug 18, 26Form 4 ↗
    • Aug 18, 26Form 4 ↗
    • Aug 17, 26Form 4 ↗
  • Aug 6, 268-K ↗
  • Aug 6, 2610-Q ↗
  • 4 Form 4 filingsshow all 4hide
    • Jul 31, 26Form 4 ↗
    • Jul 31, 26Form 4 ↗
    • Jul 16, 26Form 4 ↗
    • Jul 16, 26Form 4 ↗
  • Jul 13, 26SCHEDULE 13G/A ↗amendment
  • 10 Form 4 filingsshow all 10hide
    • Jul 1, 26Form 4 ↗
    • Jul 1, 26Form 4 ↗
    • Jun 17, 26Form 4 ↗
    • Jun 15, 26Form 4 ↗
    • Jun 15, 26Form 4 ↗
    • Jun 1, 26Form 4 ↗
    • Jun 1, 26Form 4 ↗
    • Jun 1, 26Form 4 ↗
    • May 29, 26Form 4 ↗
    • May 22, 26Form 4 ↗
  • May 21, 26Form 144 ↗
  • May 21, 268-K ↗
  • May 21, 26Form 4 ↗
  • May 20, 26Form 144 ↗

Listing the 25 most recent filings of the 1,911 on record.

Sale intention announced

On May 21, John T. Fitzgerald filed notice of intent to sell up to $51K. That is about 0.02% of shares outstanding.

A notice is not a sale: it may not go ahead, may happen in part, or at a different price.

After the notice, they sold $51K on May 21, per their Form 4. That is 100% of the shares announced.

View notice (Form 144) ↗+2 more recent notices · 2 with a later sale✉ Email alerts for these are coming soon.

SEC record

Insider transactions

Buys and sells reported by officers, directors and major shareholders on SEC Form 4.

Buys and sells

  • Aug 20, 26Buy$8KJoshua Horowitz↗
  • Aug 19, 26Buy$69KJoshua Horowitz↗
  • Aug 18, 26Buy$13KJoshua Horowitz↗
  • Aug 17, 26Buy$2KKent A HansenCFO & EVP↗
  • Aug 17, 26Buy$3KJohn Taylor Maloney FitzgeraldPresident and CEO↗
  • Aug 13, 26Sell$330KJoseph Stilwell↗
  • Aug 13, 26Sell$262KJoseph Stilwell↗
  • Aug 13, 26Sell$409KJoseph Stilwell↗
  • Jul 30, 26Buy$2KJohn Taylor Maloney FitzgeraldPresident and CEO↗
  • Jul 30, 26Buy$2KKent A HansenCFO & EVP↗
  • Jul 15, 26Buy$2KJohn Taylor Maloney FitzgeraldPresident and CEO↗
  • Jul 15, 26Buy$2KKent A HansenCFO & EVP↗

There are 25 more transactions in this stretch.

Stock compensation, tax and giftsshow the 3 mechanical oneshide

Tax, stock compensation and option exercises. These are not decisions to buy or sell, so they sit apart and never enter the totals above. The amount can be huge without meaning conviction.

  • Jun 15, 26Tax$306KJohn Taylor Maloney FitzgeraldPresident and CEO↗
  • May 27, 26Gift$63KJohn Taylor Maloney FitzgeraldPresident and CEO↗
  • Mar 17, 26Compensation$161KKent A HansenCFO & EVP↗

The full record holds 316 transactions and goes back to Dec 29, 22.

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