
← Buying Online Businesses Podcast5. Aug. · 47 Min.
8 Figure Exit, 19M Users, Zero Ads, All Content - Here's The Playbook with Seph Fontane Pennock
Everyone wants to know how to buy a great business.
Almost nobody talks about how great businesses quietly become bad deals.
After more than 300 business transactions, Joe Burrill has seen it happen time and time again. Sellers mentally check out months before they list. Buyers obsess over valuations while missing the risks that actually matter. And now, with AI changing the way online businesses are built, bought, and grown, the gap between good buyers and great ones is only getting wider.
So what should you actually be looking for?
In this episode, Jaryd sits down with Joe to unpack the lessons he's learned from brokering hundreds of online business sales. They explore why the best deals aren't always the fastest-growing ones, how experienced buyers think about traffic, revenue diversification, and risk, and why a simple conversation between buyer and seller can be more valuable than another spreadsheet.
They also dive into how AI is reshaping acquisitions. Why content businesses aren't dead. Why SEO still matters. And where new buyers are getting due diligence completely wrong by relying too heavily on AI instead of using it as a tool.
If you're thinking about buying your first online business - or your next one - this episode will change the way you evaluate opportunities.
Because finding a business to buy isn't the hard part.
Knowing which one is actually worth owning is.
🎧 Hit play and learn what 300+ deals have taught Joe that most buyers never find out until it's too late.
Episode Highlights
03:32 – How Joe Turned One Website Into a Career—and Eventually 300+ Business Deals