---
schema_version: "secwatch.filing_event.v1"
accession: "0001213900-23-016928"
form_type: "8-K"
ticker: "KFS"
cik: "0001072627"
company_name: "KINGSWAY FINANCIAL SERVICES INC"
filed_at: "2023-03-03T23:59:59+00:00"
generated_at: "2026-06-18T12:43:54.909577+00:00"
event_type: "debt"
sentiment: "neutral"
materiality_score: 0.65
calibrated_materiality_score: 0.65
confidence: "high"
source: SEC EDGAR
---

# Kingsway Financial subsidiary to repurchase $75.5M principal of trust preferred debt by March 15

## Summary
- KAI will repurchase all Series 1-5 TruPs for $56.5M total payment, including a $2.3M credit.
- Repurchase covers $75.5M principal and $21.2M deferred interest (as of Dec 31, 2022).
- KAI will pay estimated $4.7M deferred interest on remaining trust preferred not subject to repurchase.
- After repurchase, KAI will have $15M principal outstanding on remaining trust preferred.
- KAI intends to use working capital to fund the repurchases.

## SEC filing metadata
- accession: 0001213900-23-016928
- form_type: 8-K
- ticker: KFS
- cik: 0001072627
- company_name: KINGSWAY FINANCIAL SERVICES INC
- filed_at: 2023-03-03T23:59:59+00:00
- event_type: debt
- sentiment: neutral
- materiality_score: 0.65
- calibrated_materiality_score: 0.65
- confidence: high
- sec_items: 8.01
- EDGAR index: https://www.sec.gov/Archives/edgar/data/1072627/000121390023016928/0001213900-23-016928-index.htm
- EDGAR primary document: https://www.sec.gov/Archives/edgar/data/1072627/000121390023016928/ea174596-8k_kingsway.htm

## Machine-readable alternates
- HTML: https://secwatch.observer/filing/0001213900-23-016928
- JSON: https://secwatch.observer/filing/0001213900-23-016928.json
- Plain text: https://secwatch.observer/filing/0001213900-23-016928.txt

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