Navigated to Don’t Start a Side Hustle, Buy a Boring Business | Ben Kelly

Don’t Start a Side Hustle, Buy a Boring Business | Ben Kelly

Dec 9, 2025
1h 11m

Episode Description

Ben Kelly has built an entire career buying “boring” small businesses using bank financing and minimal upfront capital. In this episode, he breaks down exactly how anyone can use SBA loans, smart deal structures, and retiring baby-boomer owners to buy profitable companies instead of starting from scratch. If you’ve ever wondered how to acquire a $1M business with limited experience or savings, this is the playbook.

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Ben Kelly


Nathan May

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Timestamps

00:00 Introducing Ben Kelly

02:14 The Silver Tsunami

03:18 Businesses that never fail

06:27 Typical investment and return

17:20 The importance of due diligence

19:59 Success stories

26:30 Finding the perfect deal

33:33 The value of a third party expert

38:15 How to stop a deal falling through

43:08 The funnel for acquiring students

54:05 Content hooks for cold traffic

01:04:10 Maintaining a family orientated lifestyle

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