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Heresy

Thinkers. Builders. Rebels. Big ideas from the edge of tech and beyond. Hosted by Dimitar Stanimiroff, Heresy started with a simple goal: learn from the sharpest minds in SaaS GTM. It’s grown into a show that follows curiosity across domains—tech, startups, investing, science, and philosophy. Past guests include Jason Lemkin (SaaStr), Aaron Ross (Predictable Revenue), Philip Su (ex-Meta, OpenAI) and execs from Uber, Box, Twilio, and Stack Overflow. New episodes drop regularly.

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The Moment AI Became Smarter Than The People Building It | Peter Nixey

Most developers saw AI as a tool. Peter Nixey saw it as a warning sign.Three years ago, Peter wrote a post predicting the death of Stack Overflow - before anyone was talking about it. He was right. But his more recent writing hit closer to home: the moment he realized he was no longer directing the AI, he was slowing it down.Peter is a senior developer and advisor who has spent years working at…

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The Rise and Fall of Stack Overflow — and What AI Changes Next | Jeff Szczepanski

Stack Overflow went from a scrappy side project to the backbone of modern software development — and sold for $1.8B along the way. Today, many are questioning its future. So what really happened? In this episode, I sit down with former Stack Overflow COO Jeff Szczepanski to unpack how the company scaled from community to global platform, why it pivoted into enterprise SaaS, what drove the Prosus…

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The Geopolitics of AI: China vs the U.S., Taiwan, Greenland & Global Power

AI is no longer just a technology story — it’s a geopolitical one. In this episode, I’m joined by Hung Lee , creator of Recruiting Brainfood , to unpack how AI is reshaping global power. We explore why Greenland has suddenly become strategically critical , why Taiwan and TSMC sit at the heart of the U.S.–China rivalry , how China’s AI strategy differs fundamentally from America’s , and why energy…

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The GTM Reckoning: AI, Job Security, and Why Leaders Are Falling Behind

2023 broke the old rules of go-to-market. AI isn’t just changing the tools — it’s rewriting the entire playbook, and most GTM leaders are already behind. In this episode, I sit down with Sam Jacobs , founder of Pavilion, to unpack the seismic shifts shaking SaaS leadership: Why growth has never been harder — even at top-tier tech companies The coming retention crisis for AI-native businesses How…

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Lewis Parker: The Untold Story

In this episode, Dimitar sits down with Lewis Parker , one of the most influential figures in UK Hip-Hop and a pioneer of sample-based, cinematic production. Lewis opens up about his early journey into Hip-Hop, the golden era of sample digging , and how he developed his unmistakable sound long before producing for hip-hop legends like Wu-Tang's Ghostface Killah. We explore the rise of UK rap in…

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Guy Rubin (Founder & CEO, Ebsta) — Bootstrapping, Exiting, and the Great SaaS Consolidation

In this episode, I sit down with Guy Rubin, Founder & CEO of Ebsta — the global leader in Revenue Intelligence, recently acquired by Fullcast.Guy shares unfiltered insights from a decade of building, scaling, and exiting a SaaS company that transformed how revenue teams operate.We cover:🚀 Raising Venture Capital vs Bootstrapping — the good, the bad, and the ugly💰 Exits — why selling to the…

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Ali Mitchell on Why Europe Struggles to Build $10B Startups — and How to Fix It

Ali Mitchell has backed more than half a dozen unicorns — but his story starts with failure. Before co-founding Huddle and later leading EQT Ventures, one of Europe’s most successful VC funds, Ali was a founder who learned firsthand how hard it is to build and scale. In this episode, we unpack what those early failures taught him about resilience, product-market fit, and what separates great…

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Philip Su on Building at Meta & OpenAI — and How to Thrive in the Age of AI

Philip Su is an engineer and leader who helped build Microsoft, Facebook, and OpenAI from the inside. In this episode, he shares hard-earned lessons on thriving in the AI era — and staying human through it all. We cover: How AI is reshaping software careers (and what to do about it) Why “good enough” is no longer safe The dangerous gap between exponential tech and human systems Burnout, identity,…

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How Max Altschuler Built Sales Hacker, Scaled Outreach, and Is Rethinking Venture Capital

Max Altschuler (Sales Hacker, Outreach, GTMfund) joins us in London to talk about building category-defining companies, investing in breakout startups, and rethinking how venture capital works. We go deep on: Lessons from scaling Outreach with Manny Medina The birth of Sales Hacker and the GTMfund story How AI is reshaping go-to-market motions Why GTM is the last true moat in SaaS The tension…

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E19: The Final Countdown (The End of Heresy.io — and What Came Next)

This episode originally aired as the final Heresy podcast, recorded shortly after the winding down of Heresy.io — our sales software startup. After a last-minute acquisition fell through, we had no choice but to begin closing the company. In this episode, I sit down with my co-founder Svilen and our first hire Jack Otis Barker (frontend engineer) to reflect on the journey: The highs and lows of…

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