Podcast for bootstrapped and mostly bootstrapped startup interviews.
Episodes
15 Sept 2026
"Key insights on hiring developers, managing startups, and navigating social anxiety as a founder, with focus on customer needs, AI risks, and long-term business success."
Open episode1 Sept 2026
"Validating startup ideas through real-world problem-solving, industry insights, and low-cost testing is key, as shown by Liquid Death's success; persistence and preparation matter more than 'magic ideas.'"
Open episode25 Aug 2026
"Experienced founders share strategies for scaling startups with meaning, balancing growth and fulfillment, and evaluating ideas through structured methods, while discussing AI in B2B SaaS, founder evolution, and pre-launch validation."
Open episode11 Aug 2026
"Lifetime pricing models offer quick revenue but face sustainability challenges compared to subscriptions, with virality and recurring revenue crucial for scaling, while execution and legal considerations are key to startup success."
Open episode28 Jul 2026
"SaaS founders scaling from $1M to $10M ARR face unique challenges like loneliness, delegation struggles, and the need for tailored guidance, with coaching and peer groups offering distinct benefits, while mindset shifts and execution over analysis drive growth."
Open episode21 Jul 2026
"AI won't kill SaaS; it will evolve it, with competitive advantages shifting to distribution, branding, and customer relationships, not just code."
Open episode14 Jul 2026
"Explores SaaS business models, weighing one-time vs. recurring revenue, hybrid approaches, tiered pricing, and cold outreach challenges, advocating for recurring revenue and adaptable pricing strategies."
Open episode7 Jul 2026
SaaS and startup strategies focus on custom software trade-offs, pricing nuances for lifestyle vs. high-growth models, Vibe coding advice, B2C marketing challenges, and frameworks for organic growth and idea validation.
Open episode30 Jun 2026
Help Scout evolved from a bootstrapped customer support platform to a $35M ARR business by prioritizing human-driven email support, navigating growth challenges, adapting pricing models, integrating AI, and transitioning to a public benefit corporation while balancing bootstrapping values with expansion.
Open episode23 Jun 2026
SaaS growth and valuation depend on avoiding underpricing, fixing flawed pricing models, addressing scalability barriers like churn and poor product-market fit through root cause analysis, leveraging niche positioning, and employing strategic pricing tests alongside community-driven learning and logical problem-solving.
Open episode