Inszone acquires Chelf Insurance Group in Oklahoma expansion

The deal extends a pattern of regional density-building even as private equity-backed buyers grow more selective nationwide

Inszone acquires Chelf Insurance Group in Oklahoma expansion

Mergers & Acquisitions

By Josh Recamara

Independent agency owners watching the slowdown in insurance M&A nationally may want to take note of a deal that just closed in Oklahoma. 

Chelf Insurance Group, LLC, founded in 2024, has been acquired by Inszone Insurance Services after only two years of independent operation, a notably fast timeline from startup to exit that offers a window into what active acquirers are prioritizing in a cooling market.

Terms of the deal were not disclosed.

A fast timeline in a slow market

The deal comes as the broader insurance agency M&A market has slowed considerably. North American agency deal volume fell to its lowest first-half total in seven years, with 292 acquisitions recorded in the first half of 2026, down 15% from 342 a year earlier, according to OPTIS Partners data reported by Insurance Business in late July 2026. Full-year 2025 closed at 695 deals, down 12% from 787 in 2024, marking a third straight year of decline.

Despite that contraction, private capital-backed and hybrid buyers continued to account for roughly 70% to 72% of announced transactions in the first half of 2026, according to AgencyEquity.com and MarshBerry's H1 2026 report. Smaller agency books have generally traded in the range of 7.5 to 9.0 times adjusted EBITDA in recent deals, per CT Acquisitions' 2026 multiples report.

Against that backdrop, an acquirer moving on a two-year-old agency suggests valuations for well-run books are still holding, even as the number of active buyers narrows.

Why Chelf sold

Co-owners Justin Crane and Nate Crow built Chelf Insurance Group into a credible local operation quickly, acquiring a 50-year-old insurance book in 2025 and building a team with more than 40 years of combined industry experience, including key team member Deanna Whitley, serving Stillwater and the surrounding area. The agency offers employee benefits alongside property and casualty, home, auto, commercial, and workers' compensation coverage.

The decision to sell came down to resources rather than distress.

"When Justin brought this opportunity to us, it immediately seemed like a good fit, allowing us to expand on the P&C side and utilize better marketing resources," said the co-owners of Chelf Insurance Group, referring to Justin Stephenson of Stephenson, Baggs & Guthrie, who introduced the opportunity. "Our initial contact with the Inszone team, including Ken Kaiser and Chris Walters, made us feel right at home. They gave us the comfort to move forward with the transaction."

That rationale, better marketing resources and back-office support, is the standard pitch national platforms use to win over independent owners, and it is worth understanding as a competitive dynamic for any broker operating near an actively acquiring platform.

What Inszone gets, and what it signals

"Justin, Nate, and Deanna bring a fantastic blend of new agency energy and decades of established community trust," said Chris Walters, CEO of Inszone Insurance Services. "We are thrilled to welcome them aboard. By providing them with our national platform and advanced management systems, we know they will continue to provide incredible service to the Stillwater community for years to come."

The Chelf deal extends a pattern Inszone has followed since entering Oklahoma in 2024 with the acquisition of Checotah Insurance Agency and Wood Insurance Agency, followed by Tulsa-based Catalyst Benefits Group and Schuessler Insurance in Alva. Rather than a single acquisition, this is regional density-building, and it illustrates how quickly a platform can reshape the competitive landscape in a state once it establishes a foothold.

Founded in 2002 and headquartered in Sacramento, California, Inszone now operates in more than 20 states and ranks among the top 30 agencies on Insurance Journal's Top 100.

What brokers should take from this

For agency owners weighing their own sale, the takeaway is twofold. Valuations for solid books remain relatively strong even as deal volume contracts, but the pool of active acquirers is shrinking, which may narrow the window to sell at a strong multiple.

For brokers competing against an expanding platform in their own market, Chelf's experience is a reminder that a competitor's technology and marketing capabilities can change overnight through acquisition, even when the local team and client relationships on the ground stay the same.

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