He Acquired 50 Saas Businesses & Warns You Of What Brokers Won’t Tell You with Kevin Peterson

He Acquired 50 Saas Businesses & Warns You Of What Brokers Won’t Tell You with Kevin Peterson

April 1, 2026 · 29 min · Episode 370

About this episode

Kevin Peterson shares insights from his experience acquiring over 50 SaaS businesses, highlighting the hidden risks and due diligence challenges in business acquisitions.

Most people think buying a business is just about finding a “good deal.” Kevin Peterson has done over 50 acquisitions - and he’ll tell you that’s exactly how people lose money. Because what brokers don’t tell you…  is that the real risk isn’t the numbers? It’s what’s missing behind them. Like the SaaS deal that looked perfect on paper… until the entire team walked out right after closing. Or the “growth opportunity” that was actually just an audience no one had ever monetized. Or the biggest trap of all - buying a business without a clear thesis… and hoping it works out later. In this episode, Jaryd sits down with Kevin - founder of Webfolio Management - who’s spent the last 12+ years acquiring, operating, and scaling digital businesses across SaaS, content, and eCommerce. And this one goes deep. Into the real due diligence signals most buyers miss. Into how AI is quietly changing what businesses are worth buying - and which ones are becoming obsolete. Into the hidden risks inside “easy wins” like audience monetization and roll-ups. But more importantly… Kevin breaks…

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Host: Jaryd

Guest: Kevin Peterson

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Organizations: Webfolio Management

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