Podcast Episodes
Back to SearchEpisode 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 with Harris Kenny, founder of OutboundSync. Revenue is growing…
Published on 2 days, 16 hours ago
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 Tracy Osborn dig into GPT-5’s mixed reviews, signs of stress …
Published on 4 days, 16 hours ago
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 SaaS business just months after transitioning from agency w…
Published on 1 week, 2 days ago
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 Violet, former COO, VP of Engineering, and Google leader) to unpack how a fou…
Published on 1 week, 4 days ago
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 the wins, the missteps, and everything in between.
In this …
Published on 2 weeks, 2 days ago
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 Reimer to answer a fresh batch of listener questions. They di…
Published on 2 weeks, 4 days ago
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 Fiscal.ai (formerly FinChat), about a rare founder journey: bo…
Published on 3 weeks, 4 days ago
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, to answer listener questions about early traction in Face…
Published on 1 month ago
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 SaaS ideas, product positioning, and how to know when to stop …
Published on 1 month, 1 week ago
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 Ladder. Nick explains how to identify your current financia…
Published on 1 month, 2 weeks ago