The SaaS Revolution Show

Adam Robinson’s Lessons from When a Bootstrapper Tries to Grow like a Venture Backed Company


Listen Later

In this episode of the SaaS Revolution Show our host Alex Theuma is joined by Adam Robinson, founder & CEO of Retention.com, who shares his lessons from when a bootstrapper tries to grow like a venture backed company.
"The word bootstrap mostly describes 'okay, I got it to 3 million, it's making a million and a half bucks. I don't have a lot of employees, I don't have a lot of problems, this is great'. The problem is like, most of those companies are actually just slowly dying. But what creating companies like that can allow you to do is you get it to that; you get somebody else running it, and then you try to tinker around and like, make another one. By the time you're like, 'oh, this is working, I'm actually going to focus on it', It ends up being bigger than the last one."
Adam shares:
- His 10 year stint working "The Big Short"
- Equating entrepreneurship with being able to be present
- Hustle meets reality: why five years went by before he paid himself a dollar
- Churn dynamic and financial discipline
- The most capital efficient way to spread awareness in your buyers
- The art of getting unstuck and the entrepreneurial cycle
and more!  
 
 
Check out the other ways SaaStock is helping SaaS founders move their
business forward: 
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Book tickets: https://saastock-usa.com/
🤝 SaaStock Founder Membership: A private members group of B2B SaaS
founders between $100K - $10M ARR who are committed to growth and
helping others (https://www.saastock.com/founder-membership/)
🌎 SaaStock Local: Monthly meet-ups in cities all around the world,
bringing together SaaS enthusiasts and experts to discuss the most
pressing topics in SaaS (https://local.saastock.com/home)
...more
View all episodesView all episodes
Download on the App Store

The SaaS Revolution ShowBy The SaaS Revolution Show, Alex Theuma

  • 4.4
  • 4.4
  • 4.4
  • 4.4
  • 4.4

4.4

28 ratings


More shows like The SaaS Revolution Show

View all
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

533 Listeners

The Official SaaStr Podcast: SaaS | Founders | Investors by SaaStr

The Official SaaStr Podcast: SaaS | Founders | Investors

172 Listeners

Startups For the Rest of Us by Rob Walling

Startups For the Rest of Us

699 Listeners

a16z Podcast by Andreessen Horowitz

a16z Podcast

1,086 Listeners

Built to Sell Radio by John Warrillow

Built to Sell Radio

209 Listeners

Founders by David Senra

Founders

2,111 Listeners

Masters of Scale by WaitWhat

Masters of Scale

3,985 Listeners

Y Combinator Startup Podcast by Y Combinator

Y Combinator Startup Podcast

235 Listeners

REWORK by 37signals

REWORK

210 Listeners

The Dave Gerhardt Show by Dave Gerhardt

The Dave Gerhardt Show

45 Listeners

The Startup Ideas Podcast by Greg Isenberg

The Startup Ideas Podcast

202 Listeners

No Priors: Artificial Intelligence | Technology | Startups by Conviction

No Priors: Artificial Intelligence | Technology | Startups

129 Listeners

The Next Wave - AI and The Future of Technology by Mindstream (Hubspot Media)

The Next Wave - AI and The Future of Technology

59 Listeners

AI + a16z by a16z

AI + a16z

34 Listeners

Training Data by Sequoia Capital

Training Data

40 Listeners