The $100 MBA Show

MBA2626 Extended Interview: Rob Walling - How to Build and Sell Your Business without Regret


Listen Later

What really goes into building a business you can actually sell—without second-guessing yourself later? Why do some founders walk away from negotiations feeling confident, while others are left wrestling with burnout, regret, or even an identity crisis? If you've been wondering about the mindset, strategies, and emotional prep behind a smart, well-timed exit, this episode is packed with insights you'll want to hear.

Today, Omar sits down with Rob Walling—founder of Drip and TinySeed—for an extended, no-fluff conversation on building and selling your business without regret. You'll get behind-the-scenes insights on what makes a company truly sellable, practical ways to get exit-ready (even if selling isn’t on your radar yet), and an honest look at the personal journey of moving on after a sale. Plus, we’re pulling key lessons straight from Rob’s new book, Exit Strategy, co-written with his wife, psychologist Dr. Sherry Walling.

Ready to future-proof your business (and your sanity)? Tap that play button at the top of the page and dive into the strategies, wisdom, and real talk that can help you build, scale, and—when the time is right—exit on your own terms.

Watch the episodes on YouTube: https://lm.fm/GgRPPHi

SUBSCRIBE

YouTubeApple Podcast | SpotifyPodcast Feed


Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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

The $100 MBA ShowBy Omar Zenhom

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

1,107 ratings


More shows like The $100 MBA Show

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

The Smart Passive Income Online Business and Blogging Podcast

3,457 Listeners

We Study Billionaires - The Investor’s Podcast Network by The Investor's Podcast Network

We Study Billionaires - The Investor’s Podcast Network

3,390 Listeners

The Learning Leader Show With Ryan Hawk by Ryan Hawk

The Learning Leader Show With Ryan Hawk

1,315 Listeners

The Side Hustle Show by Nick Loper of Side Hustle Nation | YAP Media

The Side Hustle Show

1,581 Listeners

Entrepreneurs on Fire by John Lee Dumas of EOFire

Entrepreneurs on Fire

3,823 Listeners

The How of Business - How to start, run, grow and exit a small business. by Henry Lopez

The How of Business - How to start, run, grow and exit a small business.

505 Listeners

Noah Kagan Presents by Noah Kagan

Noah Kagan Presents

903 Listeners

DarrenDaily On-Demand by Darren Hardy LLC

DarrenDaily On-Demand

1,729 Listeners

My First Million by Hubspot Media

My First Million

2,632 Listeners

Morning Brew Daily by Morning Brew

Morning Brew Daily

3,000 Listeners

Founder's Story by IBH Media

Founder's Story

183 Listeners

3 Takeaways by Lynn Thoman

3 Takeaways

279 Listeners

The Money Mondays by Dan Fleyshman

The Money Mondays

468 Listeners

The Morgan Housel Podcast by Morgan Housel

The Morgan Housel Podcast

995 Listeners

The Level Up Podcast w/ Paul Alex by Paul Alex Espinoza

The Level Up Podcast w/ Paul Alex

399 Listeners