Oct 15, 202651 minS1
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...
business
The Founder's Gambit
Hosted by Gabriel · business · EN-US
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
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Contact path
Public web form
Booking probability
29%
Guest openness
Selective
80/100
Required Score
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What is The Founder's Gambit about?
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
Who hosts The Founder's Gambit?
The Founder's Gambit is hosted by Gabriel. The show has published 23 episodes to date.
What has The Founder's Gambit covered recently?
Recent episodes include "We Raised $8M and Built AI That Knows When Customers Will Leave" (15 October 2026, 51 minutes), "How I Raised $10.5M From a16z With a Boring Startup" (17 September 2026, 62 minutes), and "How I'm Building a Billion Dollar Company" (19 August 2026, 36 minutes).
How often does The Founder's Gambit publish?
The Founder's Gambit publishes roughly every two weeks, with episodes averaging 66 minutes across 23 episodes.
How hard is it to get booked on The Founder's Gambit?
Booking probability for The Founder's Gambit is 29%, and the host is rated Selective on guests. The Founder's Gambit requires a Pod Score of 80 or higher. The Founder's Gambit's contact route on record: public web form.
Who should pitch The Founder's Gambit?
The strongest fits for The Founder's Gambit are Business & Management Consulting. The Founder's Gambit has a business audience.
About the host
Gabriel hosts The Founder's Gambit, a business podcast with 23 episodes published.
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Recent episodes
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Sep 17, 20261h 2mS1Oskar 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...
Episode #21
How I'm Building a Billion Dollar Company
Aug 19, 202636 minS1A 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...
Jul 3, 202639 minS1Deven 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...
Jun 18, 202651 minS1<p>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...
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Episode #18
Why Developers Don't Write Code Anymore
Jun 2, 202656 minS1<p>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...
May 21, 202650 minS1<p>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...
May 14, 20261 hourS1<p>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...
May 7, 20261h 27mS1<p>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...
Apr 29, 20261h 37mS1<p>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...
Apr 22, 20261h 7mS1<p>In this episode of The Founder's Gambit, I sit down with Dennis Mortensen - a serial entrepreneur with 25 years, 5 ventures, and 4 acquisitions under his belt.Dennis breaks down:• Why he thinks of entrepreneurship as...
Apr 15, 20261h 2mS1<p>After 15 years climbing the ladder at Microsoft, Meta, and Discord, Apurva had everything - a dream job, resources, and a title. Then she left it all to build an AI startup from scratch.In this episode, Apurva breaks...
Apr 8, 20261h 7mS1<p>Brennan Dunn raised $500K, hired a team of six, and built the wrong product. His SaaS, RightMessage, went from $30K/month down to $8K as both co-founders checked out. Instead of shutting it down, Brennan bought his...
Apr 1, 20261h 30mS1<p>Dmytro quit his engineering job with no product, no idea, and zero plan. He had savings, a wife with a job, and this nagging feeling that he'd regret it if he didn't try.Then... nothing happened. For two years...
Mar 25, 202655 minS1<p>Lukas Hermann built StageTimer as a weekend side project. Click start on one screen, a timer shows on another. That was it. No funding, no team, no marketing budget to start. Today it makes over $20,000 a month, runs...
Mar 12, 20261h 30mS1<p>Denis Yurchak studied international relations, taught himself to code at 22, failed at 15 products, cloned a competitor's idea, and built Yadaphone, a Skype replacement that now makes $17,500 a month. All as a solo...
Feb 26, 20261h 23mS1<p>Julian Wagner started building businesses at 16, from quiz websites and nightlife events in Frankfurt to scaling an online poker school to $5M in revenue in just 18 months. Now he's a technical co-founder running AI...
Feb 9, 20261h 16mS1<p>Most creators obsess over getting more traffic. But what if the real problem is that 85% of people who reach your checkout… never finish buying?🔗 Check out Easy Tools: https://easy.tools🔗 Find Greg on X...
Jan 16, 20261h 8mS1<p>Nico Hessel went from a college soccer goalkeeper with three surgeries, dropping out, getting kicked out by his parents, and sleeping in a 2014 Honda Civic… to scaling a marketing agency to $15,000/month in 4 months...
Dec 20, 20251h 18mS1<p>Founders complain that developers overpromise, miss deadlines, and disappear.Developers complain that founders are unclear, unrealistic, and chaotic.So who’s actually right?In this episode of The Founder’s Gambit, I...
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