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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

00:33:30

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

00:30:43

Episode 815 | Unexpected Skills Your Day Job Can...

Startups For the Rest of Us ·

2026/01/13

Can your 9-to-5 job secretly prepare you to be a founder? In this solo episode, Rob Walling shares 11 unexpected lessons from his own day jobs, from courier to electrician to engineering manager, and how each role quietly taught him skills that shaped his success as a SaaS founder. He dives into the value of curiosity, self-education, and learning to lead before you ever start a company. Episode Sponsor: If you’ve got a strong vision but no

en-US

00:36:16

Episode 814 | How to Beat a Venture-Backed Competitor...

Startups For the Rest of Us ·

2026/01/06

What’s it take for a bootstrapped SaaS to beat a competitor with $10M in venture funding? In this episode, Rob Walling talks with Laura Roeder, founder of Paperbell, about how her lean, fully-bootstrapped team outlasted and outperformed a VC-funded rival. They discuss what the venture-backed company got wrong, how Paperbell focused on the right customers, and why efficiency still beats funding. Topics we cover: (3:52) – Competing against a

en-US

00:36:16

Episode 814 | How to Beat a Venture-Backed Competitor...

Startups For the Rest of Us ·

2026/01/06

What’s it take for a bootstrapped SaaS to beat a competitor with $10M in venture funding? In this episode, Rob Walling talks with Laura Roeder, founder of Paperbell, about how her lean, fully-bootstrapped team outlasted and outperformed a VC-funded rival. They discuss what the venture-backed company got wrong, how Paperbell focused on the right customers, and why efficiency still beats funding. Topics we cover: (3:52) – Competing against a

en-US

00:28:06

Episode 813 | SaaS Predictions for 2026 (+...

Startups For the Rest of Us ·

2025/12/30

How will AI, SEO, and market shifts change SaaS next year? In this solo episode, Rob Walling revisits his predictions for 2025, what he got right, what he totally missed and shares nine new predictions for 2026. He reflects on trends shaping bootstrapped SaaS, from the rise of AI-first startups to the challenges facing horizontal SaaS founders. Interested in Sponsoring this Podcast? If your product or service helps SaaS founders, bootstrappers,

en-US

00:28:06

Episode 813 | SaaS Predictions for 2026 (+...

Startups For the Rest of Us ·

2025/12/30

How will AI, SEO, and market shifts change SaaS next year? In this solo episode, Rob Walling revisits his predictions for 2025, what he got right, what he totally missed and shares nine new predictions for 2026. He reflects on trends shaping bootstrapped SaaS, from the rise of AI-first startups to the challenges facing horizontal SaaS founders. Interested in Sponsoring this Podcast? If your product or service helps SaaS founders, bootstrappers,

en-US

00:28:46

Episode 812 | The 2025 State of TinySeed

Startups For the Rest of Us ·

2025/12/23

After funding 210+ B2B SaaS companies, what patterns have emerged? In this episode, Rob Walling shares the 2025 State of TinySeed, from its first fund in 2018 to a global portfolio of over 210 B2B SaaS companies. He reflects on TinySeed’s growth, what the data reveals about today’s founders, funding trends, and the rise of AI-first startups. Topics we cover: (1:46) – How TinySeed began and the doubts it faced (3:51) – Growing to 210+

en-US

00:28:46

Episode 812 | The 2025 State of TinySeed

Startups For the Rest of Us ·

2025/12/23

After funding 210+ B2B SaaS companies, what patterns have emerged? In this episode, Rob Walling shares the 2025 State of TinySeed, from its first fund in 2018 to a global portfolio of over 210 B2B SaaS companies. He reflects on TinySeed’s growth, what the data reveals about today’s founders, funding trends, and the rise of AI-first startups. Topics we cover: (1:46) – How TinySeed began and the doubts it faced (3:51) – Growing to 210+

en-US

00:34:15

Episode 811 | When to Delegate the "Core Four SaaS...

Startups For the Rest of Us ·

2025/12/16

How do you step back from daily decisions without losing control of your SaaS? In this episode, Rob Walling answers listener questions about when to delegate key founder skills, whether great founders can succeed with any idea, and the limits of no-code or “vibe-coded” apps. To help answer one question, he calls up Ruben Gamez to get his insights on what “good” freemium retention really looks like and why the shape of your retention curve matters

en-US

00:34:15

Episode 811 | When to Delegate the "Core Four SaaS...

Startups For the Rest of Us ·

2025/12/16

How do you step back from daily decisions without losing control of your SaaS? In this episode, Rob Walling answers listener questions about when to delegate key founder skills, whether great founders can succeed with any idea, and the limits of no-code or “vibe-coded” apps. To help answer one question, he calls up Ruben Gamez to get his insights on what “good” freemium retention really looks like and why the shape of your retention curve matters

en-US

00:53:41

Episode 810 | The Best A.I. Coding Stack, Shipping...

Startups For the Rest of Us ·

2025/12/09

How much design polish is really enough? In this episode, Rob Walling is joined by fan favorite Derrick Reimer for a new round of listener questions. They dig into the best AI coding stacks right now, how to ship fast without losing polish, whether AI is changing the kind of risk founders face, and when to start taking security seriously. Episode Sponsor: Are you a non-technical founder with solid revenue and real traction, but your technology

en-US

00:53:41

Episode 810 | The Best A.I. Coding Stack, Shipping...

Startups For the Rest of Us ·

2025/12/09

How much design polish is really enough? In this episode, Rob Walling is joined by fan favorite Derrick Reimer for a new round of listener questions. They dig into the best AI coding stacks right now, how to ship fast without losing polish, whether AI is changing the kind of risk founders face, and when to start taking security seriously. Episode Sponsor: Are you a non-technical founder with solid revenue and real traction, but your technology

en-US

00:39:31

Episode 809 | What I Learned Diving into A.I. for 100...

Startups For the Rest of Us ·

2025/12/02

What are the can't-miss AI tools for SaaS founders? In this episode, Rob Walling sits down with Craig Hewitt, founder of Castos, to dive deep into Craig’s “100 Days of AI” YouTube series. They discuss the lessons learned from exploring the latest AI tools for founders, why ChatGPT might not be the best option for SaaS entrepreneurs, and which AI platforms are actually moving the needle. Rob and Craig also chat about the realities of AI agents, the

en-US

00:39:31

Episode 809 | What I Learned Diving into A.I. for 100...

Startups For the Rest of Us ·

2025/12/02

What are the can't-miss AI tools for SaaS founders? In this episode, Rob Walling sits down with Craig Hewitt, founder of Castos, to dive deep into Craig’s “100 Days of AI” YouTube series. They discuss the lessons learned from exploring the latest AI tools for founders, why ChatGPT might not be the best option for SaaS entrepreneurs, and which AI platforms are actually moving the needle. Rob and Craig also chat about the realities of AI agents, the

en-US

00:29:45

Episode 808 | A $500k "Step 1" Business, When to...

Startups For the Rest of Us ·

2025/11/25

Is it time to sell, autopilot, or double down on your plateaued SaaS business? In this episode, Rob Walling tackles listener questions and shares practical frameworks for what to do when your product hits a plateau, explains why “autopilot” often leads to decline, and outlines when founders should seriously consider SOC 2 compliance. Rob also talks about balancing a startup with a newborn, the real value of open source and IP, and the risks and rewards

en-US

859 results

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