The Tabak Business Sales Podcast

Episode 2 – The Art of Selling a Business: When, Why, and How


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In this episode of The Tabak Business Sales Podcast, Sam Cherry and Damien Fahey dive into the practical side of selling a business—what signals it might be time to sell, how to prepare, and the most common mistakes business owners make along the way.

From spotting early indicators like burnout or shifting market conditions, to understanding the impact of performance trends and reliance on the owner, Sam and Damien unpack what makes a business truly ready for sale.

They cover key areas including:

🔹 When is the right time to sell—and why waiting too long can backfire


🔹 Preparing the business: financials, systems, and stock management


🔹 The importance of reducing owner reliance and creating a transferable operation


🔹 What buyers (and their advisors) are really looking for


🔹 Common myths around valuation multiples (and why “three times profit” doesn’t always stack up)


🔹 Why responsiveness and clear documentation are essential to a successful sale


🔹 Real-world stories that show how deals are shaped and decisions are made

Whether you're a business owner thinking about your next move, an accountant advising clients, or a buyer exploring opportunities, this episode is full of practical tips, honest insights, and expert commentary from two brokers who’ve seen it all.


🎧 Tune in now and if you're finding these episodes valuable, please follow and share with someone who’d benefit.

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The Tabak Business Sales PodcastBy Damien Fahey & Sam Cherry