Craig Hewitt, Founder of Castos on scaling service, lessons learned in SaaS and his dream exit multiple

Welcome to Where Are They Now, a mini-series where I talk to former coaching clients to learn about their progress since we last worked together five years ago.

I'm joined by Craig Hewitt, the experienced campaigner behind Castos, as he unpacks his journey from France back to the U.S. and through the ever-shifting podcasting landscape. Swapping European life for Boston to juggle family, taxes, and U.S. time zones, Craig shares the real reasons behind the move and what it meant for his business.

He dives into how Castos evolved from a service provider to a SaaS contender, tackling a market where YouTube reigns supreme and AI’s rewriting the rules (and most of this podcast description). Craig doesn’t sugarcoat the hustle—raising close to a million, dodging shaky acquisition offers, and keeping podcasting’s authentic edge in a noisy world. Curious about why churches are his top clients or how he’s mulling a roll-up to shake things up? This one’s packed with insights.

Craig gets honest about the grind: burnout, coaching gigs, and lessons from Alex Hormozi that flipped his thinking. From sidestepping middle management nightmares to running a seven-figure business, it’s a raw look at what it takes to stay in the game. Perfect for anyone building something real and wanting to know how to keep going when the world’s a mess. Hit play to see what’s driving Craig forward.

Find Craig on X (@thecraighewitt) or YouTube www.youtube.com/@thecraighewitt 

For podcast hosting or production, visit www.castos.com

The Founder coach podcast is brought to you by www.productize.co - we help founders scale their business without losing their marbles.