The Opportunity Podcast · 2026-05-26 · 56 min
What separates great entrepreneurs from everyone else is not avoiding failure. It's their ability to get back up and keep trying new things.Grant Hensel started 10 businesses, watched seven fail, scaled one into a 60-person company, shifted from building businesses to buying them, and recently raised nearly $12 million to back entrepreneurs acquiring small businesses. In this episode of The Opportunity podcast, Grant joins us to share what separated his successful ventures from the failures and the benefits of buying businesses instead of building them from scratch. One of the keys to success for Grant was finding the right people. He explains that many of his own successes came from partnering with operators who were better suited to run the day-to-day business, while he focused on vision, support, and capital allocation. That philosophy now shapes how his fund evaluates acquisition entrepreneurs. We also dig into how he raised the fund itself, why he believes "boring" businesses can be incredible investments, and the warning signs that immediately kill a deal for him.
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