Eddie Wilson - 100+ Companies Exited (Aspire Tour Founder) | The Most Expensive Education

Success Story with Scott D. Clary

Success Story Media

How To, Business, Education, Self-improvement

4.6 • 326 Ratings

🗓️ 20 January 2026

⏱️ 83 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com ➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory Eddie Wilson, known as the "King of Exits," has owned over 140 companies and successfully exited more than 100 of them. He's the founder of the Aspire Tour, one of America's largest business mastermind events, and leads Collective Influence, a private equity firm with holdings across multiple industries. Wilson also created the Empire Operating System, a methodology for scaling and exiting companies. Beyond business, his foundation Impact Others feeds and educates nearly 5,000 children daily and supports anti-slavery initiatives globally. ➡️ Show Links https://www.instagram.com/eddiewilsonofficial/ https://x.com/eddie_wilson3/ https://www.linkedin.com/in/eddiewilsonofficial/ ➡️ Podcast Sponsors Hubspot - https://hubspot.com/ Huel - https://huel.com/scott (Code: scott) ShipStation - https://www.shipstation.com/ (Code: SuccessStory) Square - https://square.com/go/success SurveyMonkey - https://www.surveymonkey.com/scott Monarch Money - https://www.monarchmoney.com (Code: Success) NetSuite - https://netsuite.com/scottclary/ Indeed - https://indeed.com/clary ➡️ Talking Points 00:00 – Intro 01:29 – Eddie Wilson’s Origin 10:16 – The Mindset That Makes or Breaks Businesses 11:33 – Learning the Art of Acquisition 14:12 – Operator vs Investor: Mastering Both 16:08 – Why Hiring Is Still Hard at the Top 20:18 – The Truth Behind Eddie’s First Exits 22:19 – Why Timing Changes Everything 26:06 – Sponsor Break 28:38 – The Most Overlooked Acquisition Opportunities 32:15 – Building a Real Community 39:18 – Depression After Success 48:05 – Sponsor Break 49:59 – When Success Feels Empty 53:39 – How Self-Work Changed Eddie as a Founder 54:55 – The Loneliness of Winning 57:17 – Eddie’s Frustration With Young Entrepreneurs 1:05:14 – Why Ego Is the Real Enemy 1:10:36 – Eddie’s Next 10-Year Vision 1:11:25 – Advice to His 20-Year-Old Self 1:17:58 – The One Lesson He’d Teach His Kids

Transcript

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0:00.0	Wix is a success story partner. Now, when I started Success Story, I was doing everything myself.
0:04.3	I was building the website. I was editing episodes. I was figuring out tech that I had really no
0:08.6	business figuring out. But if I was starting today, I'd use Wix. Here's the thing. Wix is not
0:13.0	some basic drag and drop situation. You can build legit professional grade websites in
0:19.6	minutes. Their AI website builder asks you a few questions,
0:23.1	and it generates a custom site ready to go. Or if you're more hands on, they've got over
0:27.8	2,000 templates and an editor that lets you customize literally any detail. What I really like
0:34.6	is the AI tools built specifically for entrepreneurs. Unlimited image
0:38.1	generation, automated email marketing, SEO help, the stuff that used to eat up your entire week.
0:43.1	And it's all backed by enterprise grade security with 99.99% uptime. So your site doesn't go down
0:49.6	when it matters most. 280 million businesses run on Wix. If you've been putting off building your site, this is your sign. Sign up for free at Wix.com. That's Wix.com. LinkedIn Ads is a success story partner. Now, I get served the worst ads. Like, I'm a 35-year-old guy running a podcast and a business, and I'm seeing ads for retirement communities and cat food and I don't
1:11.1	have a cat. Someone paid for that impression and it was completely wasted on me. So when you want to
1:16.4	reach the right professionals, use LinkedIn ads. Over a billion professionals,
1:21.2	130 million decision makers. You can target by job title, seniority, industry, company size.
1:27.7	You're actually reaching the people who can say yes.
1:30.7	LinkedIn Ads delivers the highest B2B return on ad spend of any major ad network,
1:36.7	not just some of them, all of them.
1:38.9	So here's the deal.
1:39.9	Spend $250 on your first campaign and get a $250 credit on your next campaign. Just go to LinkedIn.com slash success. That's LinkedIn.com slash success. Terms and conditions apply. I was young. I was going to have to front all this capital. Realized very quickly that I was at the table with somebody. I didn't understand who they were. I was up against it. I had already booked all the ads. In the end, they gave me seven times EBITO, which is great. Had I been able to book all the
2:04.9	revenue in the next 90 days, that would have been $30 million more. He isn't just an entrepreneur. He's
2:10.4	known as the King of Exits. Eddie Wilson has owned and exited over 100 companies that totaled more
2:16.4	than $1 billion in exits, earning him
	...

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