The Ins and Outs of Selling a Business

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

The Buyer Had One Condition: Don’t Leave After the Sale

What happens when the right buyer wants you to stay with the business longer than you planned? In this episode of The Ins and Outs of Selling a Business™, Keith Dee discusses one of the most common challenges business owners face during negotiations: extending their post-closing transition period. He explains why buyers often require sellers to stay involved longer, how that request impacts deal structure, and why it doesn't necessarily mean giving up the lifestyle you've worked so hard to create. If you're considering selling your business, this episode offers practical insight into balancing your personal goals with what buyers need to complete a successful transaction. 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

Don't Sell Your Business Without Integrating AI First

Selling a business today requires more than strong financial performance. Buyers are increasingly evaluating how companies use technology, preserve institutional knowledge, and prepare for the future. In Part 2 of this conversation, Keith Dee sits down again with Ken Winell, Co-CEO of Nexus Digital Group, to discuss how AI can help businesses capture employee expertise, improve onboarding and training, modernize legacy systems, and enhance value during the sale process. They also explore why every business should have an AI policy and how owners can take practical steps to stay ahead as technology continues to evolve. If you're planning to sell your business in the coming years, this episode offers valuable insight into how AI can strengthen your company and support a successful transition. 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 Truth About Earnouts: Risks Rewards and Deal Structure

Selling a business often comes down to one challenge: bridging the valuation gap between buyer and seller. In this episode of The Ins and Outs of Selling a Business™, Keith Dee discusses earnouts and why they have become a common tool in today’s M&A market. Keith explains how earnouts work, why buyers use them to reduce risk, and how sellers can structure them properly to protect their interests. If you're considering selling your business, this episode provides practical insight into one of the most important deal terms you may encounter. 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

Why AI Is Becoming a Major Factor in M&A Deals

Selling a business in today’s market is no longer just about financial performance. Buyers are now asking a new question: “How is your company using AI?” In this episode of The Ins and Outs of Selling a Business™, Keith Dee sits down with Ken Winell, Co-CEO of Nexus Digital Group, to discuss how artificial intelligence is changing the way businesses are evaluated, operated, and valued. They explore how business owners can prepare for AI-related due diligence, why having an AI policy matters, and how companies are using AI to improve efficiency, supply chain management, HR, marketing, and competitive strategy. If you’re thinking about selling your business, this episode explains why AI readiness could directly impact your valuation. 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