Buying A Digital Agencies Nobody Else Wants And How To Scale Them with Karl Hughes

What if the best acquisition you'll ever make is the one nobody else bothered to look at? That's not a rhetorical question. That's exactly how Karl Hughes bought his first agency. While every other buyer was refreshing broker listings and fighting over the same tired deals, Karl built a spreadshe…

Successful Content Website HoldCo From Acquiring 5+ Businesses with Qayyum Rajan

What if you could sell a business, get it handed back to you for $100, flip it again for a profit -and use that whole experience to build something even bigger? That's not luck. That's Qayyum Rajan. In this episode, Jaryd sits down with Qayyum -founder, developer, and holdco builder -who turned a…

[Case Study] Red Vs Green Flags When Acquiring An Ecommerce Business with Jan

What if the business everyone else passed on was actually the one? Most first-time buyers obsess over finding the perfect business - but the ones who actually close deals? They obsess over reading the business correctly. In this case study episode, Jaryd Krause sits down with Jan, a Buying Online…

Micro SaaS Exits & Acquisitions From 20 Successful Deals with Stuart Faught

What if you never needed to scale big - to sell big? Stuart Faught has done it 20 times. And he'll tell you - that's exactly the wrong way to think about it. Because what most SaaS founders don't realize… is that the real money isn't in building forever. It's in knowing exactly when to let go. …

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

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 …

He Sold the World’s Most-Visited Site - The Hidden Exit Mistakes You Can’t Afford with Nathan Gwilliam

Most founders think selling a business is about getting the highest offer. Nathan Gwilliam spent 30 years learning why that belief is exactly what destroys exits. Three businesses built. Three exits are closed. And a front-row seat to some of the most painful – and profitable – lessons the entrep…

Buying a Business While Working Full-Time & Raising 7 Kids (No Margin for Error) with Michael Simpson

What does it actually look like to buy a business with zero margin for error? No safety net. No backup plan. A full-time military career, seven kids at home, and a lender who pulled out mid-deal. That's exactly where Michael Simpson found himself. In this episode, Jaryd Krause sits down with Mic…

[Case Study] From 9–5 to Freedom: How Alan & Mel Acquire, Grow, and Sell Online Businesses

What if the thing standing between you and total lifestyle freedom… was just one business acquisition? A former respiratory therapist and a software developer – no entrepreneurial experience, no roadmap, no idea what they were doing – decided to bet on themselves anyway. And now? They're running a…

AI Is Rewriting Due Diligence & How We Acquire Businesses - Here’s How Buyers Win or Lose with Haytham Allos

Most buyers are still doing due diligence like it's 2015. And the ones who know how to use AI? They're finding better deals, faster, and you'd never even know they were looking. In this episode, Jaryd sits down with Haytham Allos, M&A strategist, AI specialist, and one of the minds behind one of t…

How $10M - $100M Online Business Acquisitions Are Done with Emmet Kilduff

Buying a $10M–$100M online business isn’t just about having capital. It’s about relationships, structure, leverage, and knowing how the game is really played behind closed doors. In this episode, Jaryd Krause sits down with Emmet Kilduff, founder of The Fortia Group and former investment banker at…