Inside the Minds of Billionaires: Deal Structuring, Exiting Smart, and the Power of Long-Term Focus with Richard C. Wilson

The Exit - Presented By Flippa

Technology

5 • 2K Ratings

🗓️ 12 May 2025

⏱️ 37 minutes

🔗️ Recording | iTunes | RSS

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Summary

Want a quick estimate of how much your business is worth? With our free valuation calculator, answer a few questions about your business and you’ll get an immediate estimate of the value of your business. You might be surprised by how much you can get for it: https://flippa.com/exit -- In this episode of The Exit: Richard C. Wilson, founder of Family Office Club—the world’s largest community of family offices—joins us for a no-fluff, high-value conversation on raising capital, exiting strategically, and building relationships with ultra-wealthy investors. Richard reveals how he went from cold-calling wealth advisors to becoming the go-to expert for $100M+ families. He dives deep into what family offices really look for in founder-led businesses, why your one-liner pitch matters more than your 40-page deck, and how creative deal structures (like gross revenue royalties and capped equity warrants) can make or break a transaction. Whether you're scaling to sell or preparing to raise capital, you’ll learn: Why trust trumps returns in family office investing How to avoid the #1 mistake founders make when pitching Why timing your exit is equal parts gut feel and market signals The tools Richard built to help CEOs find the right investors and pitch smarter And the one piece of advice he’d give his younger self after 18 years in the industry If you’re an operator, founder, or investor looking to understand the real game behind exits and capital strategy, this episode is a masterclass in long-term thinking and investor psychology. -- Richard C. Wilson is a husband, adventure enthusiast, father of 3 girls, and a third generation Eagle Scout. Richard is also the CEO of the #1 ultra-wealthy investor club with 7,500+ investors called Family Office Club which hosts 16 in-person events per year. His investor club runs the most listened to podcast on family offices, the most watched YouTube channel with 1,000+ videos, and has spent $25M the last 18 years hosting 300+ live events and he has a total of 17 million social media group members and followers. Richard also runs and owns Billionaires.com where he is interviewing 100 billionaires publicly to create the #1 resource on their scaling strategies and mindset. Richard on LinkedIn: https://www.linkedin.com/in/singlefamilyoffice/ Website: https://familyoffices.com/ -- The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/

Transcript

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0:00.0	Before we get into the exit today, I want to talk about the certified M&A advisors that are on Flippa.
0:06.1	If you are an operator right now running a business and you're thinking about exiting,
0:10.8	you are going to want to get a free online business valuation on the exit landing page.
0:16.7	Without a doubt, it is the smartest thing you can do to start a process and get yourself organized.
0:23.0	So you're going to go to the URL, flippa.com, slash exit, to check out more, and let's jump into
0:28.1	the interview.
0:29.2	Below and welcome to the exit presented by Flipup, the number one platform to buy and sell online
0:34.2	businesses.
0:35.2	Flipa manages over a billion in deal value annually and combines
0:39.4	expert buy and sell side advisory with its market leading valuation tool, deal room,
0:43.9	off market offering, market insights, an AI-based deal-by-deal matching engine. Now for the exit.
0:50.9	The exit is a 30-minute podcast featuring awesome entrepreneurs who have been there and they
0:54.8	have done it. The exit talks to operators who have bought and sold businesses of all different sizes.
1:00.3	You learn how they did it, why they did it, and get exposure to the world of exits. It's a world
1:05.1	occupied by a small few, but accessible to many. On this episode of the exit, I sit down with
1:10.4	Richard Wilson. He is the CEO and
1:13.2	founder of Family Office Club, and this is a fantastic episode if you've ever been curious about
1:19.9	family offices. This is a really wide-ranging conversation about investing, and he has built out
1:26.7	some incredible AI tools that I'm going to be
1:29.4	putting in the show notes. So you guys can definitely check that out because there are some really
1:34.9	cool data pieces that he talks about that they've gathered from billionaires. They've
1:40.9	interviewed over 100 billionaires, and they've had hundreds on stage at their events all over the country.
	...

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