HeyJaredStartups 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.
- Indexed episodes, last 90 days
- 10
- Latest publication
- Sep 8, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 7, 2026
Latest episodes
Episode 849 | Legal Threats, AI as Platform Risk, Building Confidence, and More Listener Questions (Rob Solo) (opens the original)
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Ever gotten a vague cease and desist from a competitor and wondered if you actually did something wrong? This week I tackle four listener questions: how seriously to take competitor terms of service threats, whether AI is really a platform risk (or just a feature risk), how to build confidence and get past the fear of reaching out to prospects, and when a non-founder employee should walk away from a company that's missing founder activation energy. Want to get your question answered? Submit your
Episode 848 | What Liquid Death Can Teach Us About B2B SaaS (Rob Solo) (opens the original)
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Does validation still matter when AI has made building software almost free? In this solo episode, Rob breaks down the origin story of Liquid Death, the canned water company now valued at over a billion dollars, and pulls out the mental models that apply directly to B2B SaaS. He covers why ideas come from being in the arena, how founder Mike Cessario validated the concept with a fake product before manufacturing anything, and why "I just want to build" is usually an excuse worth dropping. Topics
Episode 847 | What Second Time Founders Do Differently, Pricing AI Agents, and More Listener Questions (Rob Solo) (opens the original)
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Would you spend a year on distribution for a product that doesn't exist yet? In this solo episode, Rob answers listener questions about how second and third-time founders think differently, from filtering a dozen good ideas down to one, to why distribution and validation matter more the second time around. He also digs into how to sell and price AI agents, and whether a long enterprise sales cycle is worth the wait for a bootstrapper. Want to get your question answered? Submit your question for
Episode 846 | Snail Mail, Cold Calling, Regulating Your Nervous System, and More Listener Questions (Rob Solo) (opens the original)
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Is your nervous system sabotaging your best decisions? In this episode, Rob mixes a solo adventure with listener questions. He answers a reader who asks why he still shows up to write, record, and build, then digs into regulating your nervous system when you have to do something that scares you. He wraps with two listener questions on direct snail mail outreach and on cold calling in an industry you know nothing about. Want to get your question answered? Submit your question for an upcoming epis
Episode 845 | Lifetime Deals Revisited, Building is Not the Hard Part, and Confirming an Idea is Worth Paying For (Rob Solo) (opens the original)
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What does it take to make a lifetime deal work? In this listener questions episode, Rob Walling revisits the lifetime pricing debate with new context from Davis Baer of Youform. He also tackles why building is rarely the hard part, how bootstrappers get shut out of startup discount programs, what to watch for when signing customer agreements ahead of an acquisition, and why nearly every successful second or third time founder does real validation before they build. Want to get your question answ
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