Private Equity Firm Business Services

Osceola Capital

Tampa, Florida, United States

Lower middle-market private equity firm based in Tampa, Florida focused on buy-and-build investments in service businesses. Supports management teams in executing add-on acquisitions and optimizing performance using the firm’s blend of operations and private equity experience.

Focus Areas
Private equity, Buy-and-build investing, Add-on acquisitions
Website
osceola.com

Tracked deals

48

48 tracked deals across 2019-2026.

Recent pace

5

5 tracked deals announced in the last 12 months.

Deal mix

Addon

40 addon · 5 recapitalization · 3 buyout

Osceola Capital Acquisition Volume by Year

Last 8 years

Acquisition volume by year Annual acquisition counts for the last 8 years for Osceola Capital. 3 2019 6 2020 5 2021 12 2022 8 2023 5 2024 5 2025 ~5 est. 4 2026
Actual Full-year estimate

Supporting Data

Recent Transactions

Showing the 12 most recent of 48 tracked deals for Osceola Capital.

  • Buyer
    Valor Exterior Partners, Osceola Capital
    Target
    Dick's Roof Repair (DRR)
    Type
    Addon

    Valor Exterior Partners, backed by Osceola Capital, acquired Dick's Roof Repair (DRR), expanding the platform’s presence into Wisconsin and northern Illinois. DRR provides roofing, siding, and other exterior home services to residential homeowners and will continue operating under existing management leadership as part of the Valor platform.

  • Buyer
    Fortify Restoration, Osceola Capital
    Target
    Beaches Construction
    Type
    Addon

    Fortify Restoration, backed by Osceola Capital, announced its acquisition of Beaches Construction to expand its structural restoration platform across Florida—into the Panhandle, while also strengthening presence in Jacksonville and Tampa. The deal marks Fortify’s third acquisition since the platform launched in June 2025.

  • Buyer
    Valor Exterior Partners, Osceola Capital Management
    Target
    Associate Roofing
    Type
    Addon

    Valor Exterior Partners, a portfolio company of Osceola Capital Management, acquired Associate Roofing. The deal closed on April 16, 2026 and expands Valor’s footprint into southern Massachusetts and nearby coastal areas.

  • Buyer
    Valor Exterior Partners, Osceola Capital
    Target
    Landmark Exteriors
    Industry
    Construction
    Type
    Addon

    Valor Exterior Partners, a Cincinnati-based exterior home services platform backed by Osceola Capital, has acquired Landmark Exteriors, a Norwalk, Connecticut provider of roofing, siding and related residential exterior services. The add-on expands Valor's footprint into Connecticut and New York, enhances its high-end roofing and siding capabilities (including Landmark's Cedar Life division), and creates cross-selling and cash-flow opportunities across the Valor platform.

  • Buyer
    Valor Exterior Partners, Osceola Capital
    Target
    Unisource Roofing, A. Caspersen Co.
    Industry
    Construction
    Location
    United States
    Type
    Addon

    Valor Exterior Partners, a Cincinnati-based exterior home services platform backed by Osceola Capital, has acquired Unisource Roofing (Louisville, Kentucky) and A. Caspersen Co. (Stow/Cuyahoga Falls, Ohio). The add-on acquisitions expand Valor's presence in Kentucky and Northeast Ohio as part of its buy-and-build strategy in the exterior residential services market.

  • Buyer
    Osceola Capital
    Target
    GC Restoration
    Industry
    Construction

    Osceola Capital has recapitalized Miami-based GC Restoration in partnership with founders Albert, Jorge and Maria Cabada and launched Fortify Restoration as a new structural restoration platform. The deal provides capital and strategic support to scale GC Restoration's concrete restoration, waterproofing and exterior restoration services across Florida and beyond.

  • Buyer
    Valor Exterior Partners, Osceola Capital
    Target
    Kirkin Exteriors
    Industry
    Construction
    Type
    Addon

    Valor Exterior Partners, a platform company backed by Osceola Capital, has acquired Kirkin Exteriors, a New Castle, Delaware-based provider of roofing, siding, solar and other exterior home services. The deal expands Valor's footprint into the Mid-Atlantic (Delaware, Maryland, Pennsylvania, New Jersey) and is the platform's fifth add-on since launching in September 2024.

  • Buyer
    Valor Exterior Partners, Osceola Capital
    Target
    Doing It Right Roofing & Siding
    Industry
    Construction
    Type
    Addon

    Valor Exterior Partners, a Cincinnati-based platform backed by Osceola Capital, has acquired Doing It Right Roofing & Siding, a Pittsburgh-area provider of roofing, siding and exterior home services. The deal expands Valor's presence in Pennsylvania and coincides with the launch of a new de novo location in Cincinnati as the platform continues its buy-and-build strategy.

  • Buyer
    Valor Exterior Partners, Osceola Capital
    Target
    Roofing King
    Industry
    Construction
    Type
    Addon

    Valor Exterior Partners, a portfolio company of Osceola Capital, has acquired Roofing King, a Tyngsborough, Massachusetts-based provider of residential roofing and exterior home services. The transaction is an add-on to Valor’s platform and expands the platform’s footprint into Massachusetts and Maine as part of a broader Northeast growth strategy.

  • Buyer
    Osceola Capital, Texas Republic Signs (TRS)
    Target
    Bakers' Signs & Manufacturing
    Seller
    Baker family (owners of Bakers' Signs & Manufacturing)
    Industry
    Manufacturing
    Type
    Addon

    Osceola Capital acquired Bakers' Signs & Manufacturing (closed December 27, 2024) and is combining the business with its platform investment, Texas Republic Signs (TRS). The deal will expand manufacturing capacity, installation resources, and service offerings across Texas while Bakers' president Matt Baker remains with the business.

  • Buyer
    Osceola Capital, Valor Exterior Partners
    Target
    HP Roofing, WeatherCheck
    Industry
    Construction
    Location
    United States
    Type
    Addon

    Osceola Capital has formed Valor Exterior Partners, a platform to consolidate exterior home services across the Northeastern United States, and announced the completion of its first two strategic partnerships with HP Roofing and WeatherCheck. Valor, led by CEO Jerry Arteaga and backed by Osceola, will provide roofing, siding, window/door, skylight, insulation and decking services and pursue further add-on acquisitions to scale regionally.

  • Buyer
    Flotilla Partners, Osceola Capital
    Target
    Water Treatment Technologies of Florida
    Type
    Addon

    Flotilla Partners, an Osceola Capital portfolio company, has acquired Water Treatment Technologies of Florida (WTT), a provider of residential and commercial water treatment services founded in 2004 and headquartered near Orlando, FL. The deal — Flotilla's eighth since the platform launched in January 2023 — expands Flotilla's presence and density across key Florida markets including Orlando, Tampa and Jacksonville.

Related Acquisition Pages

Selling a company? Get in front of buyers like Osceola Capital

Turn tracked acquisition activity into an outreach-ready buyer list.