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400 Acquisitions and a Failed Process: What Happens When You Don't Integrate

Matt James, EVP, CFO & Chief Acquisition Officer at Oakbridge Insurance

Billion-dollar roll-ups are failing their sale processes because buyers find multiple ERPs, separate payroll systems, and financials stitched together in spreadsheets. That's aggregation, and the market no longer pays a premium for it.

Matt James co-founded Oakbridge Insurance in 2020 and has closed 60+ acquisitions. Every one was integrated from day one, with most workstreams done within 90 days. He explains why culture fit is a binary gate that comes before any financial criteria. He also covers how a VP of New Partner…

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