ABOUT THIS PODCAST 🔗
On this podcast, we talk with real founders about how they started, the big risks they took, what went wrong, and what actually worked. Honest stories, hard lessons, and practical insights from people building real businesses
Hosts:
Update frequency:
biweekly
Average audio length:
65 minutes
Guest interviews
English
United States
24 episodes
since Nov. 5, 2025
episodic
LATEST EPISODE 🔗
Sean and Dan met at IBM out of college, spent 15 years working together, and kept seeing the same problem: customers churning with zero warning. In 2023 they quit to build QuadSci, an AI that reads product usage data and predicts which customers will leave or expand 12 to 18 months before it happen…
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PREVIOUS EPISODES 🔗
Oskar Block made $1M ARR at 18 building sports-betting models, walked away because it didn't feel meaningful, joined McKinsey to hunt for a real problem, and left the week before Christmas to build AI agents for patent litigation. Six months later, Stilta had gone from $18K to $102K ARR in two week…
A girl cancelled their dinner reservation the day of. Rather than eat the $100 cancellation fee, Jeff Wulkan built an app to find a replacement, then quit a 20-year aviation career and put $250,000 of his own money into it. Today Plus One is adding roughly 7,000 users a month on a lean budget, 60% …
Deven walked away from Amazon to build his own thing. Two years later, his product Supergrow serves 1,000+ customers across 53 countries, and one lifetime deal launch brought in $65K in just a couple of days. In this episode, he breaks down how he escaped big tech, found his first paying customers,…
Tibo Maker sold two companies for $8M, then did the opposite of what everyone expected. Today he makes $1M+/month from five small SaaS products, fully bootstrapped, with zero outside funding. In this episode, he reveals exactly how he builds, validates, and scales products without ever raising a do…
Senior developer Ilija reveals he writes ZERO lines of code anymore and ships 4x faster than before. In this episode, he breaks down exactly how AI transformed his entire development workflow and what it means for the industry.What we cover:- How his team went "full AI" and stopped manual coding co…
Andris Reinman makes $14,000/month with zero employees selling software he gives away for free. In this episode, he reveals exactly how he turned his open source email library into a profitable solo business.What we cover:• How he monetized 10milion+ weekly NodeMailer downloads• The license key piv…
Taylor Jacobson (10-year CEO of Focusmate, 12M+ sessions across 175 countries) reveals why procrastination isn't laziness, it's your nervous system protecting you, and how he turned this insight into a virtual co-working platform that's changing how millions work.What we cover:• Why procrastination…
Paul Chiappetta (2-time exited founder, Fractional CTO) reveals how OpenClaw transformed his business operations and shares a conspiracy theory about Claude that might explain why security breaches are increasing across the internet.What we cover:- Why it's the worst time ever to build a startup- T…
Dan Mindru has shipped 15+ products and found a way to build them in days, not months. In this episode, he breaks down his exact AI workflow that lets him go from idea to deployed product overnight.What we cover:- How he codes products while sleeping (AI night shift method)- Why most developers fai…
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