The Opportunity Podcast

The SaaS Guide to Building with Purpose and Exiting with Pride with Rob Walling [Ep.182]


Listen Later

What if scaling your SaaS didn’t require burning out or selling your soul to venture capital?

In this episode, Greg sits down with seasoned SaaS founder, author, and startup mentor Rob Walling for a candid conversation about what it really takes to build a sustainable, sellable SaaS business.

Rob kicks things off by sharing how he stumbled into SaaS before it was cool, and how that journey led him to co-create TinySeed, an alternative funding model that puts founders first. He breaks down how TinySeed’s 12-month program works, who it’s for, and how it compares to traditional VC.

But this episode isn’t just about funding, it’s about founder freedom. We dive deep into the psychological shifts that come with selling your business, how to recognize the right time to exit, and how to protect your energy both before and after a sale.

Rob also shares the biggest traps SaaS founders fall into when chasing “growth at all costs” and the core traits he sees in founders who succeed.

Whether you're bootstrapping, raising capital, or planning an exit, this episode is packed with honest, actionable insights that will help you scale smarter, and sell without regret.

Topics Discussed in this episode:
  • Rob’s background and how he got into SaaS (02:08)
  • The origins of TinySeed and how it differs from Venture Capital (12:09)
  • The opportunities that are created through selling your business (19:43)
  • A breakdown of Tiny Seed’s 12-month program (22:19)
  • The pros and cons of a “growth at all costs” mindset (28:32)
  • The requirements needed to join Tiny Seed (30:20)
  • The psychological effects of exiting your business (33:56)
  • How to tell when to sell your business (39:40)
  • How to avoid burnout before and after your exit (46:43)
  • The characteristics that successful founders share (52:21)
Mentions: 
    • Empire Flippers Podcasts
    • Empire Flippers Marketplace
    • Create an Empire Flippers account
    • Subscribe to our weekly newsletter
    • Startups For The Rest Of Us podcast 
    • Exit Strategy: The Entrepreneur's Guide to Selling Your Business without Regret
    • TinySeed

Sit back, grab a coffee, and learn how to take the next step in your SaaS journey with confidence.

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

The Opportunity PodcastBy Empire Flippers

  • 4.6
  • 4.6
  • 4.6
  • 4.6
  • 4.6

4.6

24 ratings


More shows like The Opportunity Podcast

View all
Niche Pursuits Podcast: Find Your Next "Niche" Business Idea! by Spencer Haws: NichePursuits.com

Niche Pursuits Podcast: Find Your Next "Niche" Business Idea!

189 Listeners

Rich Dad Radio Show: In-Your-Face Advice on Investing, Personal Finance, & Starting a Business by The Rich Dad Media Network

Rich Dad Radio Show: In-Your-Face Advice on Investing, Personal Finance, & Starting a Business

3,878 Listeners

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

The Tim Ferriss Show

16,135 Listeners

The Unofficial Shopify Podcast by Kurt Elster, Paul Reda

The Unofficial Shopify Podcast

259 Listeners

My First Million by Hubspot Media

My First Million

2,643 Listeners

All-In with Chamath, Jason, Sacks & Friedberg by All-In Podcast, LLC

All-In with Chamath, Jason, Sacks & Friedberg

9,301 Listeners

The Exit - Presented By Flippa by The Exit - Presented By Flippa

The Exit - Presented By Flippa

221 Listeners

Acquiring Minds by Will Smith

Acquiring Minds

252 Listeners

Moneywise by Hampton

Moneywise

650 Listeners