Podcast Episodes

#812 From Struggling Plumber to $57K MRR w/ Tom Richards

From hating life on a Sydney construction site to building a $57K/month agency from Bali, Tom Richards—founder of PlumbElec Marketing—has lived the remote founder arc. In this episode, he shares how …

Published on 4 months, 3 weeks ago

#811 The Brutal Truth About Business Exits with Rob Walling

Thinking of selling your business one day? Or never planning to? Either way, this conversation could change how you build.

Rob Walling has seen it all. He’s exited his own SaaS company and helped tho…

Published on 5 months ago

#810 The Lifestyle Business Playbook (2025 Edition)

Is the “lifestyle business” still alive in 2025?

Dan chats with longtime friend Jeff Pecaro about the evolution of internet business, what today’s solopreneurs get right (and wrong), and how constrai…

Published on 5 months, 1 week ago

#809 Financial Traps, Profit Truths, and What’s Next at TMBA

Many founders hit $3M in revenue and stall out. In this episode, Dan and Greg Crabtree break down why—and how to fix it. They discuss “profit truth”, how to spot financial red flags, and what metrics…

Published on 5 months, 2 weeks ago

#808 Going Deep With Your Customers

What 160 founders taught us at DC Mexico—why deep customer engagement beats ads, how group workshops are replacing sales calls, what lifestyle entrepreneurs can learn from the FIRE movement, and how …

Published on 5 months, 3 weeks ago

#807 Location is Leverage

Dan shares how advanced digital nomads use geography as a lever for business growth—and why most people get it wrong. If you’re going to travel, do it with intention. This episode breaks down how.

CH…

Published on 5 months, 4 weeks ago

#806 50/50 Partnerships: Saying the Quiet Part Out Loud

Dan shares why most bootstrapped business partnerships go sideways—and what to do if yours already has.
Resources Mentioned:
● When Partners Fall Out (HBR article)
● Tropical MBA financial dashboards…

Published on 6 months ago

#805 What Every Profitable Business Gets Right

This week, Dan goes back to the basics—because that’s where the breakthroughs often live. This might be the single most important episode you listen to, especially if you feel like you’ve hit a plate…

Published on 6 months, 1 week ago

#804 Marketing to High-Dollar Clients

Dan shares a relationship-first strategy for landing bigger deals—no funnels, no ads, just a focused system that’s often more affordable and effective than a social media strategy. He’s joined by age…

Published on 6 months, 2 weeks ago

#803 I Can’t Stick With It. Should I?

What if your struggle to follow through isn’t a discipline problem — but a signal? This week, Dan unpacks why many entrepreneurs bounce between ideas early on, and how that phase might be necessary, …

Published on 6 months, 3 weeks ago