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October 03, 2025

25 Years of Osage Advisors: What Business Success Really Takes

21 minutes

How do you define success? Milestones, profitability, legacy, and community all play a role, but the real story is often more complex.

In this episode of The Ins and Outs of Selling a Business, Keith Dee reflects on his 25-year journey building Osage Advisors from a one-man startup into a trusted M&A advisory firm. From launching right before 9/11 and surviving market crashes, to navigating COVID and rebranding, Keith shares the risks, pivots, and perseverance it took to keep moving forward.

For Keith, success isn’t just about numbers, it’s about resilience, relationships, and legacy. And after 25 years, Osage Advisors is just getting started.

Contact Keith:

Osage Advisors, LLC

osageadvisors.com

[email protected]

860-767-3273

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By Keith Dee, Osage Advisors

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