Public Company Business Services

Kingsway Financial Services

Chicago, Illinois, United States

Kingsway Financial Services (“Kingsway”) is a publicly traded holding company (NYSE: KFS) that acquires and operates asset-light, recurring revenue services businesses using a decentralized operator/search-fund style model (including exposure across extended warranty and other business services).

Focus Areas
Extended warranty, Asset management, Real estate

Tracked deals

4

4 tracked deals across 2022-2025.

Recent pace

0

0 tracked deals announced in the last 12 months.

Deal mix

Addon

2 addon · 2 buyout

Kingsway Financial Services Acquisition Volume by Year

Last 3 years

Acquisition volume by year Annual acquisition counts for the last 3 years for Kingsway Financial Services. 1 2022 1 2023 2 2025

Supporting Data

Recent Transactions

  • Buyer
    Kingsway Financial Services Inc.
    Target
    AAA Flexible Pipe Cleaning Corporation (Advanced Plumbing and Drain)
    Seller
    Fisco family
    Type
    Addon

    Kingsway Financial Services (via its Kingsway Skilled Trades platform) acquired AAA Flexible Pipe Cleaning Corporation (doing business as Advanced Plumbing and Drain) from the Fisco family, closing on August 1, 2025. The acquisition adds plumbing, sewer cleaning and waterproofing capabilities and municipal/commercial/residential end-market exposure to Kingsway's skilled-trades services portfolio.

  • Buyer
    Kingsway Financial Services
    Target
    Roundhouse Electric & Equipment Co., Inc.
    Seller
    Lee, Armando
    Type
    Buyout

    Kingsway Financial Services acquired Roundhouse Electric & Equipment Co., Inc., a provider of mission-critical field maintenance and motor repair services to midstream natural gas pipeline operators and utilities in the Permian Basin; the transaction closed July 1, 2025. Generational Capital Markets advised the sellers, and Kingsway said Roundhouse is a strategic fit for its Kingsway Search Xcelerator platform to expand its portfolio of asset-light, recurring-revenue services businesses.

  • Buyer
    Kingsway Financial Services Inc.
    Target
    Digital Diagnostics Imaging, Inc.
    Seller
    Thomas Corney, Marissa Corney
    Type
    Addon

    Kingsway Financial Services (NYSE: KFS) acquired Digital Diagnostics Imaging, Inc. (DDI), a New Jersey-based provider of outsourced cardiac monitoring telemetry services, for $11.0 million in an all-cash transaction funded with cash and debt. The acquisition, completed under Kingsway's Search Xcelerator platform, is immediately accretive and adds about $4.2 million of annual revenue and $1.8 million of annual adjusted EBITDA while bringing a capital-light, recurring-revenue capability into Kingsway's portfolio.

  • Buyer
    Kingsway Financial Services Inc., Pegasus Acquirer Holdings LLC, Pegasus Acquirer LLC
    Target
    Secure Nursing Service, Inc.
    Type
    Buyout

    Kingsway Financial Services (NYSE: KFS) acquired Secure Nursing Service, Inc. (SNS), a Los Angeles-based provider of per diem and travel nursing and allied healthcare staffing. The asset purchase was financed with cash on hand and a term loan from Signature Bank; SNS adds $19.7 million of unaudited revenue and $2.7 million of unaudited adjusted EBITDA and is expected to be immediately accretive.

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