---
schema_version: "secwatch.filing_event.v1"
accession: "0001437749-26-016149"
form_type: "8-K"
ticker: "KFS"
cik: "0001072627"
company_name: "KINGSWAY FINANCIAL SERVICES INC"
filed_at: "2026-05-11T21:02:36+00:00"
generated_at: "2026-05-11T21:04:47.655104+00:00"
event_type: "m_and_a"
sentiment: "neutral"
materiality_score: 0.5
calibrated_materiality_score: 0.5
confidence: "high"
source: SEC EDGAR
---

# Kingsway sells Trinity Warranty for $8M gross in management buy-out

## Summary
- Gross proceeds of $8.0M: $5M cash at closing plus $3M seller notes (secured, ten-year maturity).
- Transaction closed May 8, 2026; buyer is Trinity Warranty Holding LLC, a management-led entity.
- Peter Dikeos, Trinity's President/CEO, will continue leading the business as primary owner.
- Kingsway CEO JT Fitzgerald said proceeds will be redeployed to investments aligned with core priorities.

## SEC filing metadata
- accession: 0001437749-26-016149
- form_type: 8-K
- ticker: KFS
- cik: 0001072627
- company_name: KINGSWAY FINANCIAL SERVICES INC
- filed_at: 2026-05-11T21:02:36+00:00
- event_type: m_and_a
- sentiment: neutral
- materiality_score: 0.5
- calibrated_materiality_score: 0.5
- confidence: high
- sec_items: 1.01, 7.01, 9.01
- EDGAR index: https://www.sec.gov/Archives/edgar/data/1072627/000143774926016149/0001437749-26-016149-index.htm
- EDGAR primary document: https://www.sec.gov/Archives/edgar/data/1072627/000143774926016149/kfs20260511_8k.htm

## Machine-readable alternates
- HTML: https://secwatch.observer/filing/0001437749-26-016149
- JSON: https://secwatch.observer/filing/0001437749-26-016149.json
- Plain text: https://secwatch.observer/filing/0001437749-26-016149.txt

## Key facts
- Material Agreements
  KINGSWAY FINANCIAL SERVICES INC entered into Membership Interest Purchase Agreement with Trinity Warranty Holding LLC valued at $5 million, paid in cash ... and $3 million payable in the form of secured subordinated promissory n (effective 2026-05-08).
  - Action: entry
  - Agreement: asset purchase
  - Counterparty: Trinity Warranty Holding LLC
  - Value: $5 million, paid in cash ... and $3 million payable in the form of secured subordinated promissory n
  - Effective: 2026-05-08
  source text: On May 8, 2026, Kingsway Warranty Holdings LLC (“ Kingsway Seller ”), a wholly owned subsidiary of Kingsway Financial Services Inc. (“ Kingsway ”), entered into a Membership Interest Purchase Agreement (the “ Purchase Agreement ”) with Trinity Warranty Holding LLC (“ Buyer ”), pursuant to which, subject to the terms and conditions of the Purchase Agreement, Kingsway Seller sold to Buyer all of the issued and outstanding equity interests (the “ Company Equity ”) of Trinity Warranty Solutions LLC
  evidence_url: https://www.sec.gov/Archives/edgar/data/1072627/000143774926016149/0001437749-26-016149-index.htm

This AI-assisted summary is a reading aid. Review the linked SEC EDGAR filing before relying on any specific claim.