Tropical MBA: Entrepreneurship & Founder Lifestyle

#811 The Brutal Truth About Business Exits with Rob Walling


Listen Later

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 thousands of founders grow and sell through TinySeed, MicroConf, and his podcast “Startups for the Rest of Us.”

In this episode, he sits down with Dan to talk about what founders get wrong about selling, why most exits are emotionally brutal, and how to actually create a business that gives you freedom: whether or not you ever sell it.

CHAPTERS

(00:00:00) Why Exits Matter (Even If You Never Sell)

(00:03:48) The Emotional Reality of Selling Your Business
(00:08:35) What Your Business is Actually Worth (Valuation Benchmarks)
(00:11:45) The $10M Dream: Who Gets There, Who Doesn’t
(00:18:59) The SaaS Plateau: How to Know When You're Stuck
(00:27:20) The 5 Marketing Channels Still Working in 2025
(00:30:23) Can Non-Technical Founders Still Win?
(00:40:33) Two Traps Founders Fall Into When Selling a Business
(00:46:50) Rob’s Book: “Exit Strategy”

LINKS

Rob’s book “Exit Strategy”

Share your story/sponsor the pod
22 free resources for founders
Connect with 1,000+ generous global entrepreneurs
Read Dan’s book “Before the Exit”

Dan Andrews is the co-founder of Dynamite Circle, author of Before the Exit, host of the Tropical MBA podcast, and an entrepreneur who has successfully launched and scaled multiple 7-figure businesses.

CONNECT WITH DAN

Follow on X
Follow on Instagram

MORE EPISODES

Our Lifestyle Business Non-Negotiables

‘I’m Fiscally Bitcoin and Socially Ethereum’

Is Dropshipping Still a Valid Business Model?

The Consultant’s Handbook - How to Make Location Independent Income Quickly

The Amazon Gold Rush

“Lifestyle Business” vs “Real Business”

...more
View all episodesView all episodes
Download on the App Store

Tropical MBA: Entrepreneurship & Founder LifestyleBy Dan Andrews; Ian Schoen

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

467 ratings


More shows like Tropical MBA: Entrepreneurship & Founder Lifestyle

View all
The Tim Ferriss Show by Tim Ferriss: Bestselling Author, Human Guinea Pig

The Tim Ferriss Show

16,184 Listeners

The Smart Passive Income Online Business and Blogging Podcast by Pat Flynn

The Smart Passive Income Online Business and Blogging Podcast

3,451 Listeners

The Knowledge Project by Shane Parrish

The Knowledge Project

2,709 Listeners

Startups For the Rest of Us by Rob Walling

Startups For the Rest of Us

709 Listeners

Marketing School - Digital Marketing and Online Marketing Tips by Eric Siu and Neil Patel

Marketing School - Digital Marketing and Online Marketing Tips

1,263 Listeners

Founders by David Senra

Founders

2,167 Listeners

Masters of Scale by WaitWhat

Masters of Scale

3,995 Listeners

The Futur with Chris Do by The Futur

The Futur with Chris Do

856 Listeners

My First Million by Hubspot Media

My First Million

2,647 Listeners

Acquiring Minds by Will Smith

Acquiring Minds

272 Listeners

The Startup Ideas Podcast by Greg Isenberg

The Startup Ideas Podcast

204 Listeners

Marketing Against The Grain by Hubspot Media

Marketing Against The Grain

357 Listeners

Moneywise by Hampton

Moneywise

661 Listeners

The Koerner Office - Business Ideas and Small Business Deep Dives with Entrepreneurs by Chris Koerner

The Koerner Office - Business Ideas and Small Business Deep Dives with Entrepreneurs

249 Listeners

David Senra by Scicomm Media

David Senra

134 Listeners