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The Ins and Outs of Selling a Business

The Ins and Outs of Selling a Business

By: Keith Dee Osage Advisors
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About this listen

This podcast taps the expertise of Keith Dee, President and CEO of Osage Advisors, with more than 30 years of experience advising business owners and families of midsize companies and helping them maximize value through M&A and capital transactions.Copyright 2022 All rights reserved. Economics
Episodes
  • Should You Sell Your Business Now or Wait? Here's the Reality
    Apr 23 2026

    How’s the market for selling a business right now?

    In this episode of The Ins and Outs of Selling a Business™, Keith Dee explains how years of uncertainty, from COVID to interest rates and global events, have impacted M&A and why timing matters more than ever. With significant capital still on the sidelines and motivated buyers in the market, there is real opportunity for sellers. But after years of delays, many owners are running out of time to wait.

    If you’ve been holding off on selling, this episode breaks down why now may be the time to test the market and make a move. Contact Keith: Osage Advisors, LLC osageadvisors.com kdee@osageadvisors.com 860-767-3273 ✦︎ Subscribe to our YouTube channel! https://www.youtube.com/channel/UCtjPAHGcQhOfm7HfLAMVy8w

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    8 mins
  • Why Sellers Lose Deals: The Mindset Mistake That Kills Value
    Apr 16 2026

    Selling a business isn’t just a financial transaction. It’s a mental game.

    In this episode of The Ins and Outs of Selling a Business™, Keith Dee sits down with performance coach Lauren Johnson to explore how mindset directly impacts outcomes during a sale.

    From navigating due diligence to managing stress, uncertainty, and outside pressures, they break down why many business owners shift from “playing to win” to “playing not to lose” and how that can derail a deal.

    If you’re preparing to sell your business or currently in the middle of a transaction, this episode will help you stay grounded, focused, and in control from start to finish. Contact Keith: Osage Advisors, LLC osageadvisors.com kdee@osageadvisors.com 860-767-3273 ✦︎ Subscribe to our YouTube channel! https://www.youtube.com/channel/UCtjPAHGcQhOfm7HfLAMVy8w

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    23 mins
  • Can Your Buyer Actually Close? What Every Seller Needs to Know
    Apr 9 2026

    You have a deal on the table, but can the buyer actually close?

    In this episode of The Ins and Outs of Selling a Business™, Keith Dee explains why certainty of close is one of the most overlooked and critical factors in any transaction. From private equity firms to independent sponsors, not every buyer has the capital or structure to get a deal done.

    Learn how to spot red flags, evaluate financial strength, and avoid costly delays or failed deals.

    Because in the end, the best deal is the one that actually closes. Contact Keith: Osage Advisors, LLC osageadvisors.com kdee@osageadvisors.com 860-767-3273 ✦︎ Subscribe to our YouTube channel! https://www.youtube.com/channel/UCtjPAHGcQhOfm7HfLAMVy8w

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    8 mins
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