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by Henrique Dubugras

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Latest episodes

How Prosus CEO Builds Winning Tech Culture | Fabricio Bloisi

December 18, 2025 · 1 hr 4 min

When most founders chase a single idea, Fabricio Bloisi built 120. The Brazilian entrepreneur is the CEO of Prosus, the founder of Movile, and the Chairman of iFood, and has helped shape companies that now reach billions across…
Why Airwallex Is Betting Against SWIFT and Stripe | CEO Jack Zhang

December 8, 2025 · 1 hr 30 min

Jack Zhang landed in Melbourne at 15 with no money, no English, and no one to lean on. By 30, he was turning down a billion-dollar offer from Stripe. In this episode of HD in HD, I sit down with the co-founder and CEO of Airwallex to…
From Iranian Refugee to Uber CEO | Dara Khosrowshahi

November 24, 2025 · 1 hr 29 min

When Uber needed a reset, only a disciplined leader could see the path forward. Raised in one of Iran’s leading industrial families, Dara Khosrowshahi watched everything disappear during the revolution as his family rebuilt their lives in…
How Max Levchin Built the System Behind 90% of U.S. E-Commerce

November 10, 2025 · 1 hr 47 min

“Don’t just believe that things work, actually find out how they work and ask the question, can they work better?” This has been Max Levchin’s constant pursuit since childhood, leading him to build PayPal, HVF, and Affirm, a perfect…
How Deliveroo Got Acquired by Doordash for $3.9B | Will Shu

October 31, 2025 · 1 hr 49 min

In a city built on great food, workers were still eating whatever was quickest. When Will Shu moved to London, he felt that disconnect firsthand and built Deliveroo to bridge it, transforming a local gap into a network spanning 10…

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How Alex Bouaziz Built Deel Into a $17B Giant | Alex Bouaziz & Deel

October 16, 2025 · 1 hr 13 min

Global payroll is a maze most companies dread navigating. Deel turned it into their MOAT by streamlining HR across borders, powering remote work, and hitting a $1B+ run rate with over 5,000 employees. Alex Bouaziz, Deel’s CEO and…
How Adversity Made Him Unstoppable | Barry Diller

October 6, 2025 · 1 hr 2 min

How does someone with zero ambition rise to the top of Hollywood? Barry Diller started out as a ‘wayward’ kid with no plan, then took his first big risk in television by producing original TV movies, a gamble no one in Hollywood thought…
How Kalshi Sued the U.S. Government and Won | CEO Tarek Mansour

September 25, 2025 · 2 hr 2 min

When regulators tried to shut them down, Tarek Mansour took them to court, and made history. This week on HD in HD we're joined by the co-founder and CEO of Kalshi, the first fully regulated financial exchange for trading on events. He’s…
Sebastian's Journey From Flipping Burgers → $17B+ IPO

September 15, 2025 · 1 hr 51 min

How do you go from pitching Sequoia to ringing the bell on a US IPO? Sebastian Siemiatkowski, co-founder and CEO of Klarna was raised in a home where ambition met accountability. Even as Klarna thrived in Sweden, his parents reminded him…
The $2B AI Startup Changing Content Forever | Victor Riparbelli

August 22, 2025 · 1 hr 46 min

Before founding Synthesia, Victor Riparbelli grew up in Denmark with parents who struck a balance between ensuring his future security and giving him the freedom to pursue his passions, with his father steering him toward technology. At…
How Vercel Saves Dev Teams $10M+ in Time | Guillermo Rauch

July 21, 2025 · 2 hr 1 min

Before founding Vercel, Guillermo Rauch, was a self-taught teenager in Argentina earning his first dollars online to help his family. From early open-source work to remote freelancing, this episode traces how his drive to figure things…
Betting on the Cloud Before it was Cool: The Rise of Box w/ Aaron Levie

July 7, 2025 · 1 hr 8 min

With an insatiable appetite for “what’s the new model,” Aaron Levie, Co-founder and CEO of Box, grew up chasing ideas without hesitation: performing magic at birthday parties, building websites, and making short films. In this episode of…

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About the show

Henrique Dubugras founded fintech giant Brex when he was twenty-one years old. In his journey from São Paulo to Stanford to the heights of Silicon Valley he made connections with some of the biggest names in the ecosystem. Now, they’re not just business connections, but friends.