The Truth About Earnouts: Risks Rewards and Deal Structure

Can AI Be Trusted With the Biggest Sale of Your Life?

AI is everywhere, but how do business owners separate real opportunities from the hype? In this episode of The Ins and Outs of Selling a Business™, Keith Dee sits down with Brandon Powell, CEO of HatchWorks AI, to discuss how companies can build an effective AI strategy that delivers measurable results. They explore common mistakes businesses make when adopting AI, how to identify high impact use cases, why data matters, and where AI can create the greatest return on investment. Whether you're looking to improve operations, increase productivity, or build a more valuable business, this episode offers practical insights into using AI to drive long term growth. Contact Keith: Osage Advisors, LLC osageadvisors.com kdee@osageadvisors.com [kdee@osageadvisors.com] 860-767-3273 ✦︎ Subscribe to our YouTube channel! https://www.youtube.com/channel/UCtjPAHGcQhOfm7HfLAMVy8w

The Business Valuation Mistake No One Talks About

What should you do when a buyer contacts you directly about purchasing your business? In this episode of The Ins and Outs of Selling a Business™, Keith Dee explains why unsolicited offers from strategic buyers and private equity firms aren't always what they seem. He shares real world examples of business owners who negotiated one on one with buyers, the risks of skipping a competitive sales process, and why testing the market is critical to maximizing value. If you're considering selling your business or have received an unexpected offer, this episode offers practical insights to help you make the right decision before moving forward. Contact Keith: Osage Advisors, LLC osageadvisors.com kdee@osageadvisors.com [kdee@osageadvisors.com] 860-767-3273 ✦︎ Subscribe to our YouTube channel! https://www.youtube.com/channel/UCtjPAHGcQhOfm7HfLAMVy8w

The AI Advantage Sellers Can't Afford to Ignore

AI is changing the way businesses compete, and buyers are paying attention. In Part 2 of this conversation, Keith Dee sits down again with Mark Emmer, President of Optimize, Inc., to discuss how AI, strategic planning, and operational discipline can increase business value. They explore practical ways companies can adopt AI, improve processes, and build the kind of growth strategy buyers are looking for in today's M&A market. Whether you're planning to sell in the near future or simply want to build a stronger business, this episode offers valuable insights on using AI and strategic planning to position your company for long-term success. Contact Keith: Osage Advisors, LLC osageadvisors.com kdee@osageadvisors.com [kdee@osageadvisors.com] 860-767-3273 ✦︎ Subscribe to our YouTube channel! https://www.youtube.com/channel/UCtjPAHGcQhOfm7HfLAMVy8w

One Unexpected Event Can Cost You Millions

What does it mean when everyone in an M&A deal says, "Pens down"? In this episode of The Ins and Outs of Selling a Business™, Keith Dee explains one of the most common moments of tension during a business sale: when negotiations temporarily come to a halt. He discusses why deals pause, the business issues that typically cause delays, and why the best solutions often come from conversations between buyers and sellers, not battles between attorneys. If you're preparing to sell your business, this episode offers practical insight into navigating deal roadblocks, resolving negotiations, and keeping your transaction moving toward a successful closing. Contact Keith: Osage Advisors, LLC osageadvisors.com kdee@osageadvisors.com [kdee@osageadvisors.com] 860-767-3273 ✦︎ Subscribe to our YouTube channel! https://www.youtube.com/channel/UCtjPAHGcQhOfm7HfLAMVy8w

The Final Months Before a Sale Can Make or Break Your Exit

A strong growth strategy can make the difference between an average valuation and a premium one. In this episode of The Ins and Outs of Selling a Business™, Keith Dee sits down with Marc Emmer, President of Optimize, Inc., to discuss why buyers invest in future growth, not just past performance. Together, they explore how market positioning, strategic planning, leadership alignment, and AI are shaping business value in today's M&A market. Whether you're planning to sell in one year or five, this episode offers practical insights on building a compelling growth story, preparing your leadership team, and positioning your company for a successful exit. Contact Keith: Osage Advisors, LLC osageadvisors.com kdee@osageadvisors.com [kdee@osageadvisors.com] 860-767-3273