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Roofing NewsSteep Slope Roofing

Mergers & Acquisitions

Valor Exterior Partners acquires Dick's Roof Repair in the Midwest

The acquisition is the 10th since the platform launched in 2024.

By Art Aisner, Editor-in-Chief
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Valor Exterior Parterns, Dicks Roof Repair Service / Roofing Contractor
August 25, 2026

Valor Exterior Partners, a portfolio company of Osceola Capital, announced it acquired Dick's Roof Repair (DRR), expanding Valor's presence into Wisconsin and northern Illinois. Established in 1957 by Dick Milkie and currently led by his son, Jeff, DRR provides roofing, siding and other exterior home services to residential homeowners in southern Wisconsin and northern Illinois. This partnership marks Valor's 10th acquisition since the platform's launch in September 2024.

Valor CEO Jerry Arteaga said the platform welcomed the Dick's Roof Repair team to the Valor family and further expand the platform's footprint in the Great Lakes region.

"Over the past several decades, DRR has earned a strong reputation in the region as a trusted provider of exterior services to homeowners, making it a natural fit to join Valor," he said in a news release. "We look forward to supporting DRR's continued growth and will continue to execute on our inorganic growth strategy, seeking out partnerships that expand both Valor's geographic coverage and service offering across the region."

Jeff Milkie, president of Dick's Roof Repair, said, there are strong similarities between both organizations.

"The Valor team's dedication to quality and excellence combined with a strong track record of legacy preservation makes them a great fit to help Dick's Roof Repair continue into its next phase of growth," Milkie said in the release. "With Valor's resources, DRR is well-positioned to both better serve our customers and offer greater opportunities to our employees."

Headquartered in Cincinnati, Ohio, Valor Exterior Partners is a provider of exterior home services to residential homeowners. The company specializes in the installation, repair, replacement, and maintenance of roofing, siding, windows, doors, skylights, insulation, and decking.

Osceola Capital is a Tampa-based private equity firm that invests in lower middle-market services companies, typically with EBITDA of $2 million to $10 million.

KEYWORDS: Florida Illinois mergers and acquisitions Residential Roofing Contractor Wisconsin

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Art Aisner is Editor-in-Chief of Roofing Contractor and Roofing Supply Pro. He spent the bulk of his career as a multi-media journalist for newspapers and television stations before joining the RC team in 2015. He is the driving force behind the publication’s content development, editorial strategy and other initiatives that serve growing audiences in the roofing space.

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