About this episode

The episode discusses the lessons learned from selling a business and introduces an entrepreneurial appetite quiz for aspiring business owners.

In this episode of Business Brain, Shannon Jean and Dave Hamilton dig into the hard lessons of selling a business — and how we can protect ourselves when a deal falls apart. Drawing from their own experience with a failed acquisition of Deals on the Web (where they mentally checked out and let a thriving business fade), Dave breaks down the power of a cancellation clause. We learn that when a later buyer offered to cover growth costs during due diligence — with the sellers keeping everything free if the buyer walked — it changed the game entirely. The takeaway: if we’re fielding acquisition offers, we need to bake in protections that keep us motivated and compensated while the deal is in play, because selling a business is a job in itself. Then Shannon floats an idea he’s been cooking up: an entrepreneurial appetite quiz designed to help aspiring business owners figure out if they’re truly wired for the grind. We’re talking risk tolerance, the need for a guaranteed paycheck, and whether we’d rather ride a roller coaster than bet ten grand on ourselves. It’s not about age or experience — it’s about knowing our own appetite before we jump…

People in this episode

Hosts: Shannon Jean, Dave Hamilton

Topics covered

• selling a business
• acquisition
• cancellation clause
• entrepreneurial appetite
• risk tolerance
• business ownership

Keywords

• business sale
• acquisition offers
• cancellation clause
• entrepreneurial appetite
• risk tolerance
• business growth

Mentioned in this episode

Organizations: Deals on the Web

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