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PODCAST

Startups For the Rest of Us

The original podcast for bootstrapped and mostly bootstrapped startups, this show follow the stories of founders as they start, acquire, and grow SaaS companies. Hear when they fail, struggle, succeed, and take you with them through the tumultuous life of a SaaS founder. If you like Mixergy, This Week in Startups, or SaaStr, you’ll enjoy Startup for the Rest of Us.

business entrepreneurship

All Episodes

00:40:17

Episode 827 | The Founder's Guide to Selling Your...

Startups For the Rest of Us ·

2026/04/07

What would it mean for you to leave 60 or 70% of your company's value on the table when you sell? In this episode, Rob sits down with Einar Vollset, co-founder of TinySeed and founder of Discretion Capital, to talk about his new book, The Definitive Guide to M&A for B2B SaaS between $2 and $20 million ARR. They dig into why private equity now dominates the buyer landscape, why growth and churn are the top two valuation drivers, and how the myth

en-US

00:31:47

Episode 826 | How to Find, Hire, and Work with...

Startups For the Rest of Us ·

2026/03/31

How do you find someone who thinks like an owner, not just a task-doer? In this episode, Rob digs into a batch of listener questions about task level, project level, and owner level thinkers. He covers how to identify them, what they cost, where to find them, and why building a team of exceptional people creates a virtuous cycle that lifts everyone up. Topics we cover: (4:13) – Defining task, project, and owner level thinkers (7:32) – Are owner level thinkers born

en-US

00:31:47

Episode 826 | How to Find, Hire, and Work with...

Startups For the Rest of Us ·

2026/03/31

How do you find someone who thinks like an owner, not just a task-doer? In this episode, Rob digs into a batch of listener questions about task level, project level, and owner level thinkers. He covers how to identify them, what they cost, where to find them, and why building a team of exceptional people creates a virtuous cycle that lifts everyone up. Topics we cover: (4:13) – Defining task, project, and owner level thinkers (7:32) – Are

en-US

00:50:24

Episode 825 | Talking Tailwind CSS and Founder...

Startups For the Rest of Us ·

2026/03/24

What happens when AI starts competing with your open source business? In this episode, Rob Walling sits down with Adam Wathan, co-founder of Tailwind CSS, for a candid conversation about the dramatic revenue decline that forced Tailwind Labs to lay off most of their team. Adam shares the hard lessons learned from running a business based on one-time purchases, why he didn't see the slowdown coming, and how an honest podcast episode accidentally turned everything

en-US

00:55:15

Episode 824 | Crowded Markets, Problem Aware, A...

Startups For the Rest of Us ·

2026/03/17

What do you do when a collaborator takes your idea and builds a competing product? In this episode, Rob Walling is joined by fan favorite Jordan Gal to answer listener questions on some of the trickiest challenges founders face. They cover financing decisions like using debt to bridge cash flow gaps, competing in markets flooded with vibe-coded apps, and what to do when a collaborator takes your idea and runs with it. Want to get your question

en-US

00:55:15

Episode 824 | Crowded Markets, Problem Aware, A...

Startups For the Rest of Us ·

2026/03/17

What do you do when a collaborator takes your idea and builds a competing product? In this episode, Rob Walling is joined by fan favorite Jordan Gal to answer listener questions on some of the trickiest challenges founders face. They cover financing decisions like using debt to bridge cash flow gaps, competing in markets flooded with vibe-coded apps, and what to do when a collaborator takes your idea and runs with it. Want to get your question

en-US

00:41:42

Episode 823 | Hot Take Tuesday: Is A.I. Killing B2B...

Startups For the Rest of Us ·

2026/03/10

Is AI really killing B2B SaaS, or is it just subscription software by another name? In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into the market panic around SaaS stocks, whether AI models are actually getting better, ChatGPT's move into advertising (and Anthropic's spicy response), and the explosion of OpenClaw. They also tackle QSBS and when SaaS acquisitions shift from asset to stock purchases. Episode

en-US

00:41:42

Episode 823 | Hot Take Tuesday: Is A.I. Killing B2B...

Startups For the Rest of Us ·

2026/03/10

Is AI really killing B2B SaaS, or is it just subscription software by another name? In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into the market panic around SaaS stocks, whether AI models are actually getting better, ChatGPT's move into advertising (and Anthropic's spicy response), and the explosion of OpenClaw. They also tackle QSBS and when SaaS acquisitions shift from asset to stock purchases. Episode

en-US

00:51:43

Episode 822 | No-code vs. A.I. Coding, SaaS Margins...

Startups For the Rest of Us ·

2026/03/03

Should you build your SaaS with no-code tools, or is AI coding the better path forward? In this episode, Rob is joined by fan favorite Derrick Reimer to tackle listener questions on no-code vs. AI vibe coding, when to take small funding early vs. pure bootstrapping, whether SaaS margins will compress as AI makes building cheaper, and how to get truly useful feedback from your customers. Want to get your question answered? Submit it here for a future

en-US

00:51:43

Episode 822 | No-code vs. A.I. Coding, SaaS Margins...

Startups For the Rest of Us ·

2026/03/03

Should you build your SaaS with no-code tools, or is AI coding the better path forward? In this episode, Rob is joined by fan favorite Derrick Reimer to tackle listener questions on no-code vs. AI vibe coding, when to take small funding early vs. pure bootstrapping, whether SaaS margins will compress as AI makes building cheaper, and how to get truly useful feedback from your customers. Want to get your question answered? Submit it here for a future

en-US

00:33:52

Episode 821 | How to Do Founder-Led Marketing (with...

Startups For the Rest of Us ·

2026/02/24

Is founder-led marketing right for your SaaS, or just a distraction? In this episode, Rob Walling sits down with Jay Clouse, founder of Creator Science, to explore founder-led marketing. They dig into how Jay overcame his own limiting beliefs about creativity, why most SaaS founders probably shouldn't pursue content creation, and how to evaluate whether building an audience makes sense for your specific business. This is part one of a two-part

en-US

00:33:52

Episode 821 | How to Do Founder-Led Marketing (with...

Startups For the Rest of Us ·

2026/02/24

Is founder-led marketing right for your SaaS, or just a distraction? In this episode, Rob Walling sits down with Jay Clouse, founder of Creator Science, to explore founder-led marketing. They dig into how Jay overcame his own limiting beliefs about creativity, why most SaaS founders probably shouldn't pursue content creation, and how to evaluate whether building an audience makes sense for your specific business. This is part one of a two-part

en-US

00:32:56

Episode 820 | When to Quit Your Day Job, A.I....

Startups For the Rest of Us ·

2026/02/17

When do you finally quit your day job and go all-in on your startup? In this solo episode, Rob Walling answers listener questions about when it’s worth taking funding to speed up your path to full-time, how to think about equity when a co-founder joins late, and whether A.I. is shifting startup risk from market risk to feasibility risk. He also breaks down how to treat a low-priced, high-churn plan as “cheapium,” when to kill it, and how to test

en-US

00:33:30

Episode 819 | QSBS, Exit Multiples, How to Learn...

Startups For the Rest of Us ·

2026/02/10

Could your business structure quietly cost you millions when you sell? In this solo episode, Rob Walling answers listener questions about when QSBS might justify a C Corp (vs. staying an S Corp or LLC), why SaaS exits are often discussed in ARR multiples rather than EBITDA, and how the profitability/growth tradeoff impacts valuation. He also shares thoughts on GMV-based pricing and where developers can learn practical, non-fluffy marketing skills. Episode

en-US

00:33:30

Episode 819 | QSBS, Exit Multiples, How to Learn...

Startups For the Rest of Us ·

2026/02/10

Could your business structure quietly cost you millions when you sell? In this solo episode, Rob Walling answers listener questions about when QSBS might justify a C Corp (vs. staying an S Corp or LLC), why SaaS exits are often discussed in ARR multiples rather than EBITDA, and how the profitability/growth tradeoff impacts valuation. He also shares thoughts on GMV-based pricing and where developers can learn practical, non-fluffy marketing skills. Episode

en-US

00:55:41

Episode 818 | What Does It Take to Be Successful?...

Startups For the Rest of Us ·

2026/02/03

Is perfectionism quietly sabotaging your career or startup dreams? In this episode, Rob Walling talks with his brother, Russ Walling, about the mindset and habits that shape long-term success from overcoming perfectionism to building resilience and learning to make tough calls without all the answers. They discuss how growing up with a shared emphasis on hard work, sports, and achievement created both strengths and struggles and how lessons learned

en-US

00:55:41

Episode 818 | What Does It Take to Be Successful?...

Startups For the Rest of Us ·

2026/02/03

Is perfectionism quietly sabotaging your career or startup dreams? In this episode, Rob Walling talks with his brother, Russ Walling, about the mindset and habits that shape long-term success from overcoming perfectionism to building resilience and learning to make tough calls without all the answers. They discuss how growing up with a shared emphasis on hard work, sports, and achievement created both strengths and struggles and how lessons learned

en-US

00:53:30

Episode 817 | Bootstrapping in the Age of AI with...

Startups For the Rest of Us ·

2026/01/27

How would a 2x unicorn founder build his next startup with AI? In this episode, Rob Walling sits down with Jason Cohen, founder of SmartBear and WP Engine, to talk about building billion-dollar businesses, the future of AI for founders, and what makes small companies thrive even when the odds are stacked against them. They dig into the early days of WP Engine, how Jason develops his frameworks, why execution beats ideas, and Jason’s framework for

en-US

00:53:30

Episode 817 | Bootstrapping in the Age of AI with...

Startups For the Rest of Us ·

2026/01/27

How would a 2x unicorn founder build his next startup with AI? In this episode, Rob Walling sits down with Jason Cohen, founder of SmartBear and WP Engine, to talk about building billion-dollar businesses, the future of AI for founders, and what makes small companies thrive even when the odds are stacked against them. They dig into the early days of WP Engine, how Jason develops his frameworks, why execution beats ideas, and Jason’s framework for

en-US

00:22:55

Episode 816 | Developing an Editorial Eye, The Right...

Startups For the Rest of Us ·

2026/01/20

Have you ever pushed so hard on an idea that you missed the signal to change direction? In this solo episode, Rob Walling covers a wide range of topics and dives into three areas every founder should master: how to develop an editorial eye (or “taste”), the difference between persistence and obstinance, and why focus, not diversification remains the hardest, most valuable entrepreneurial skill. Episode Sponsor: Hiring engineers shouldn’t feel

en-US

873 results

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