Startups For the Rest of Us Podcast Episodes Online

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Startups For the Rest of Us Podcast Episodes Online | Radio and Podcast

Episodes

50 of 331 episodes

Episode 831 | Written vs. Verbal Ad Copy, Selling Into a Low-Awareness Market, and More Listener Questions (Rob Solo)

Should your first customer pay you, or get your product for free? In this episode, Rob Walling answers listener questions on charging custom...

00:43:56May 5, 2026

Episode 830 | Breaking Through Plateaus, Zero-Click Marketing, and More from MicroConf 2026 (with Derrick Reimer)

What were the highlights and takeaways from MicroConf? In this episode, Rob Walling and Derrick Reimer recap MicroConf US 2026 in Portland,...

00:35:44Apr 28, 2026

Episode 829 | AI is Bad at Product, Top 5 Startup Success Factors, and the Beastie Boys (A Rob Solo Adventure)

Can AI really handle product decisions for your SaaS? In this solo adventure, Rob Walling revisits the core four SaaS skills and breaks down...

00:30:37Apr 21, 2026

Episode 828 | Am I Building a SaaS?, Serving Both B2C and B2B, Pricing, and More Listener Questions (Rob Solo)

Is your product actually a SaaS? In this episode, Rob Walling tackles listener questions about what really qualifies as SaaS (and where he d...

00:41:28Apr 14, 2026

Episode 827 | The Founder's Guide to Selling Your SaaS for What It's Actually Worth

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...

00:40:17Apr 7, 2026

Episode 826 | How to Find, Hire, and Work with Owner-Level Thinkers

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 t...

00:31:47Mar 31, 2026

Episode 825 | Talking Tailwind CSS and Founder Fitness (with Adam Wathan)

What happens when AI starts competing with your open source business? In this episode, Rob Walling sits down with Adam Wathan, co-founder of...

00:50:24Mar 24, 2026

Episode 824 | Crowded Markets, Problem Aware, A Stolen Idea, and More Listener Questions (with Jordan Gal)

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 Jo...

00:55:15Mar 17, 2026

Episode 823 | Hot Take Tuesday: Is A.I. Killing B2B SaaS?, ChatGPT Ads, OpenClaw

Is AI really killing B2B SaaS, or is it just subscription software by another name? In this Hot Take Tuesday, Rob Walling, Einar Vollset, an...

00:41:42Mar 10, 2026

Episode 822 | No-code vs. A.I. Coding, SaaS Margins in the A.I. Age, and More Listener Questions (with Derrick Reimer)

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 Derri...

00:51:43Mar 3, 2026

Episode 821 | How to Do Founder-Led Marketing (with Jay Clouse)

Is founder-led marketing right for your SaaS, or just a distraction? In this episode, Rob Walling sits down with Jay Clouse, founder of Crea...

00:33:52Feb 24, 2026

Episode 820 | When to Quit Your Day Job, A.I. Feasibility Risk, and More Listener Questions (Rob Solo)

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...

00:32:56Feb 17, 2026

Episode 819 | QSBS, Exit Multiples, How to Learn Marketing, and More Listener Questions (Rob Solo)

Could your business structure quietly cost you millions when you sell? In this solo episode, Rob Walling answers listener questions about wh...

00:33:30Feb 10, 2026

Episode 818 | What Does It Take to Be Successful? with Russ Walling

Is perfectionism quietly sabotaging your career or startup dreams? In this episode, Rob Walling talks with his brother, Russ Walling, about...

00:55:41Feb 3, 2026

Episode 817 | Bootstrapping in the Age of AI with Jason Cohen

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...

00:53:30Jan 27, 2026

Episode 816 | Developing an Editorial Eye, The Right Kind of Stubborn, and The Power of Focus (A Rob Solo Adventure)

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 rang...

00:22:55Jan 20, 2026

Episode 815 | Unexpected Skills Your Day Job Can Teach You About Entrepreneurship (Rob Solo)

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 jo...

00:30:43Jan 13, 2026

Episode 814 | How to Beat a Venture-Backed Competitor (with Laura Roeder)

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 Roed...

00:36:16Jan 6, 2026

Episode 813 | SaaS Predictions for 2026 (+ Reflections on 2025)

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...

00:28:06Dec 30, 2025

Episode 812 | The 2025 State of TinySeed

After funding 210+ B2B SaaS companies, what patterns have emerged? In this episode, Rob Walling shares the 2025 State of TinySeed, from its...

00:28:46Dec 23, 2025

Episode 811 | When to Delegate the "Core Four SaaS Skills," Freemium Retention Rates, and More Listener Questions (A Rob Solo Adventure)

How do you step back from daily decisions without losing control of your SaaS? In this episode, Rob Walling answers listener questions about...

00:34:15Dec 16, 2025

Episode 810 | The Best A.I. Coding Stack, Shipping Fast, and More Listener Questions (With Derrick Reimer)

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 q...

00:53:41Dec 9, 2025

Episode 809 | What I Learned Diving into A.I. for 100 Days (with Craig Hewitt)

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 dee...

00:39:31Dec 2, 2025

Episode 808 | A $500k "Step 1" Business, When to Consider SOC2, and More Listener Questions

Is it time to sell, autopilot, or double down on your plateaued SaaS business? In this episode, Rob Walling tackles listener questions and s...

00:29:45Nov 25, 2025

Episode 807 | The "Core Four" SaaS Skills and Knowing When You Should Find a Co-founder (A Rob Solo Adventure)

Is hiring a sales and marketing co-founder the secret sauce for technical SaaS founders? In this solo episode, Rob Walling tackles a fresh b...

00:33:40Nov 18, 2025

Episode 806 | Bootstrapping Missive to $8M ARR Over 10 Years

Can a small team really bootstrap to $8M ARR in a crowded SaaS market? In this episode, Rob Walling chats with Philippe Lehoux about how he...

00:33:54Nov 11, 2025

Episode 805 | Gatekeeping vs. Paying Dues, Raw Material, and Surrounding Yourself with the Right People (A Rob Solo Adventure)

How much does your startup idea matter compared to your execution? In this solo episode, Rob Walling covers several founder-focused topics:...

00:24:47Nov 4, 2025

Episode 804 | Positioning, Inventing a Category, Marketing Globally, and More Listener Questions (A Rob Solo Adventure)

Can bootstrapped founders really invent a new category with AI or is it a trap? In this solo episode, Rob Walling answers a fresh batch of l...

00:35:30Oct 28, 2025

Episode 803 | 8 Key Takeaways from MicroConf Europe 2025

What's it really like to attend MicroConf? In this episode, Rob Walling and Laura Sprinkle, founder of Rootabl, recap MicroConf Europe 2025...

00:34:19Oct 21, 2025

Episode 802 | Marketing Not Scaling, Where to Publish Content, and More Listener Questions (A Rob Solo Adventure)

Where’s the best place to publish if you’re starting content from scratch? In this episode, Rob Walling flies solo, answering your questions...

00:32:59Oct 14, 2025

Episode 801 | Competing Against Incumbents, Technical Co-Founders, Trademarks, and More Listener Questions with Derrick Reimer

Can churn ever be good in SaaS? In this episode, Rob Walling is joined by fan favorite Derrick Reimer for a listener Q&A. They break down wh...

00:54:37Oct 7, 2025

Episode 800 | The 12 Commandments of Startups for the Rest of Us

What if you could get all 15 years of this podcast bundled up into one episode? In episode 800, Rob Walling goes solo for a special mileston...

00:37:11Sep 30, 2025

Episode 799 | TinySeed Tales s5e6: $500k ARR!

What's next for OutboundSync? In the Season 5 finale of TinySeed Tales, Rob Walling talks with Harris Kenny as OutboundSync blows past $500k...

00:29:15Sep 25, 2025

Episode 798 | Lessons From 10 Years of SaaS Growth Without a Hockey Stick

How do you bootstrap a SaaS to $1 million+ ARR? In this episode, Rob Walling chats with Colin Bartlett about how he and his co-founder Andy...

00:42:29Sep 23, 2025

Episode 797 | TinySeed Tales s5e5: Should I Raise More Funding?

OutboundSync just hit $35k MRR—but the decisions are only getting harder. In this episode of TinySeed Tales, Rob Walling and Harris Kenny di...

00:30:25Sep 18, 2025

Episode 796 | Marketing Isn't Easy?, How to Grow Your Company, and Be Careful Who You Listen To (A Rob Solo Adventure)

What if your SaaS isn’t growing because of the product, not the marketing? In this solo adventure episode, Rob Walling unpacks why SaaS mark...

00:29:45Sep 16, 2025

Episode 795 | TinySeed Tales s5e4: The $20K Milestone

Harris hit $20k MRR. It’s real. What’s next? In this episode of TinySeed Tales, Rob Walling celebrates with Harris Kenny after OutboundSync...

00:28:27Sep 11, 2025

Episode 794 | From Struggling Side Project to Life-Changing SaaS Exit

B2C, low price point, one-time payments… not the typical recipe for a life-changing exit. In this episode, Rob Walling talks with longtime l...

00:56:04Sep 9, 2025

Episode 793 | TinySeed Tales s5e3: Building Momentum

What happens when momentum hits and your biggest challenge becomes keeping up? In this episode of TinySeed Tales, Rob Walling catches up wit...

00:27:16Sep 4, 2025

Episode 792 | Hot Take Tuesday: GPT-5 Struggles, the A.I. Bubble, and the Windsurf Debacle

Is GPT-5 a real risk for SaaS founders, or just the beginning of a new chapter? In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tr...

00:45:54Sep 2, 2025

Episode 791 | TinySeed Tales s5e2: Growing Pains

In this episode of TinySeed Tales, Rob Walling reconnects with Harris Kenny, founder of OutboundSync, to explore the rapid evolution of his...

00:29:16Aug 28, 2025

Episode 790 | From Scrappy to Scalable: Evolving Your Role as a Founder

How can you scale yourself as a founder? In this episode, Rob Walling is joined by Yaniv Bernstein (co-founder and CTO of Vera , former COO,...

00:34:02Aug 26, 2025

Episode 789 | TinySeed Tales s5e1: From Agency to SaaS

Welcome to Season 5 of TinySeed Tales, the documentary-style series where we follow one SaaS founder’s journey over 12 months to hear about...

00:30:55Aug 21, 2025

Episode 788 | Do I Need a Co-founder? And More Listener Questions (with Derrick Reimer)

What are the real risks of AI-generated code and “vibe coding”? In this episode, Rob Walling is joined once again by fan-favorite Derrick Re...

00:57:42Aug 19, 2025

Episode 787 | "We Shut Down a $1.5M Product, and Raised $10M Instead"

How do you know it’s time to move on from a product that’s growing? In this episode, Rob Walling chats with Braden Dennis, co-founder of Fis...

00:37:48Aug 12, 2025

Episode 786 | Questions About Bootstrapping SaaS to a $90M Exit (with Kevin Wagstaff)

How do you really know when you’ve hit product-market fit? In this episode, Rob Walling welcomes back Kevin Wagstaff, co-founder of Spectora...

00:44:46Aug 5, 2025

Episode 785 | Choosing Between AI Products, Building Multiple Apps, and More Listener Questions (A Rob Solo Adventure)

How do you choose between multiple product ideas? In this solo episode, Rob Walling answers listener questions about picking between two Saa...

00:34:20Jul 29, 2025

Episode 784 | The Wealth Ladder: Six Levels of Financial Freedom

What’s the real roadmap to lasting financial freedom? In this episode, Rob Walling chats with Nick Maggiulli about his new book, The Wealth...

00:31:26Jul 22, 2025

Episode 783 | Bootstrapping ScrapingBee to $5M ARR and an 8-Figure Exit

When is the right time to sell your profitable SaaS? In this week's episode, Rob Walling talks with Pierre de Wulf, co-founder of ScrapingBe...

00:40:31Jul 15, 2025

Episode 782 | Why I Succeeded: My 10 Best Entrepreneurial Decisions

Looking back on your entrepreneurship journey, which decisions made the biggest impact? In this solo episode, Rob Walling breaks down the 10...

00:27:46Jul 8, 2025