HD in HD

• How Kalshi Sued the U.S. Government and Won | CEO Tarek Mansour

  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 redefining how markets work by building a platform where people can trade on everything from elections to the economy, and proving that prediction markets can be both legitimate and transformative. In this episode, we also get into: why entrepreneurship has no clear destination, so you might as well enjoy the journey how trading shaped how he thinks about risk and decision-making how Kalshi survived its showdown with regulators the bet that event trading can make humanity more rational ABOUT US: We’re proudly sponsored by Brex—a brand I co-founded, now supporting over 30,000 businesses like Anthropic, DoorDash, and Scale AI, helping them make every dollar count. I’m grateful for their continued support as I bring you all conversations with some of the most exceptional founders of our generation. For more information, please go to: https://www.brex.com/?ref_code=bmk_audio_HDinHD Connect with us here: Tarek Mansour- https://x.com/mansourtarek_?lang=en Brex- https://x.com/brexHQ Henrique Dubugras- https://x.com/hdubugras This episode was produced and distributed by our friends at Atomik Growth: https://atomikgrowth.com/ 00:00:00 Intro 00:01:13 Brex Sponsorship 00:02:11 Early Years in Lebanon 00:08:41 Success and Stress 00:29:23 Expected Outcomes and Variance 00:41:43 MIT Experience 00:45:59 Goldman Sachs 00:53:08 Y Combinator 01:00:48 Legal Challenges 01:08:14 Raising Funds 01:14:02 The Election Market Challenge 01:35:45 Winning the Lawsuit 01:40:25 Mainstream Success 01:44:01 The Role of Support Systems

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• Sebastian's Journey From Flipping Burgers → $17B+ IPO

  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: “That’s fantastic. When are you going to get your degree?” That grounding, paired with Sebastian’s own ambition to measure up to companies like Google and Facebook, pushed Klarna beyond local success to a global stage. In this episode, we also get into: • how sci-fi books inspired him to see entrepreneurship as an adventure • how Klarna brought Sequoia on board • how Klarna got ahead of Afterpay in the U.S market • navigating co-founder tensions and pivoting leadership • turning Sweden’s strict bill collection into Klarna’s advantage ABOUT US: We’re proudly sponsored by Brex—a brand I co-founded, now supporting over 30,000 businesses like Anthropic, DoorDash, and Scale AI, helping them make every dollar count. I’m grateful for their continued support as I bring you all conversations with some of the most exceptional founders of our generation. For more information, please go to: https://www.brex.com/?ref_code=bmk_audio_HDinHD Connect with us here: 1. Sebastian Siemiatkowski- https://x.com/klarnaseb 2. Brex- https://x.com/brexHQ 3. Henrique Dubugras- https://x.com/hdubugras This episode was produced and distributed by our friends at Atomik Growth: https://atomikgrowth.com/ Chapters: 00:00 Intro 05:03 Background and Immigration 12:59 University Life 23:55 Gap Year Adventures 37:57 Finding Multiple Jobs 41:57 The Birth of Klarna 53:42 The First Product 01:15:32 Sequoia's Investment 01:34:50 Entering the US Market 01:49:01 AI and the Future

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• The $2B AI Startup Changing Content Forever | Victor Riparbelli

  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 Stanford, the intense academics and ambitious peers challenged him to question the status quo and honed his approach to creating helpful tools. We also get into: • why complex video games were his first playground for building business • how Mark Cuban became their first investor without meeting them • why the future of communication is video ABOUT US: We’re proudly sponsored by Brex—a brand I co-founded, now supporting over 30,000 businesses like Anthropic, DoorDash, and Scale AI, helping them make every dollar count. I’m grateful for their continued support as I bring you all conversations with some of the most exceptional founders of our generation. For more information, please go to: https://www.brex.com/?ref_code=bmk_audio_HDinHD Connect with us here: 1. Victor Riparbelli- https://x.com/vriparbelli 2. Brex- https://x.com/brexHQ 3. Henrique Dubugras- https://x.com/hdubugras This episode was produced and distributed by our friends at Atomik Growth: https://atomikgrowth.com

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• Betting on the Cloud Before it was Cool: The Rise of Box w/ Aaron Levie

  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 HD in HD, he shares how a curious mind from early ages became his greatest strength, and how staying slightly uncomfortable kept him ahead of the biggest tech shifts, from SaaS to AI. Today, Box powers content for 100k+ organizations and 68% of the Fortune 500, and is still driven by the same restless energy Aaron had as a teenager, always chasing what’s next. In this episode, we also get into: overcoming critical challenges when scaling storage capacity the move that set Box apart from Dropbox how AI is becoming the next major accelerator for Box 00:00 Intro 00:57 Brex Sponsorship 01:44 Aaron Levy's Early Years 02:24 High School 13:04 College 17:29 The Early Days of Box 23:17 Technological Shifts and Challenges 29:39 Navigating Competition 30:00 Enterprise Differentiation 32:24 Brex Sponsorship 33:12 AI’s Impact on Software and Work 44:51 AI's Role in Enterprise Knowledge Management 48:07 Future of Organizational Design 55:50 AI's Influence on Sales and Marketing 01:03:50 Reflections on Luck, Strategy, and Mistakes ABOUT US: We’re proudly sponsored by Brex—a brand I co-founded, now supporting over 30,000 businesses like Anthropic, DoorDash, and Scale AI, helping them make every dollar count. I’m grateful for their continued support as I bring you all conversations with some of the most exceptional founders of our generation. For more information, please go to: https://www.brex.com/?ref_code=bmk_audio_HDinHD Connect with us here: 1. Aaron Levie- https://www.linkedin.com/in/boxaaron/ 2. Brex- https://x.com/brexHQ 3. Henrique Dubugras- https://x.com/hdubugras This episode was produced and distributed by our friends at Atomik Growth: https://atomikgrowth.com/

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• From $300M to $1B in Revenue: How Navan Scaled Travel Tech to 50+ Countries (Ariel Cohen)

  When Ariel Cohen, co-founder and CEO of Navan, first set out to modernize corporate travel, he wasn’t an industry insider. What he did bring was a relentless focus on fundamentals, constantly asking, “Is it a good business?”, an instinct that arose from his family’s financial struggles, working in cafés, and participating in virtual business competitions in Israel. And that is exactly what led him to build a travel tech giant. In this episode, we also get into: • why building a startup while raising kids gave Ariel motivation to do better. • the supply chain problem in the travel industry. • will AI replace travel agents in the near future? • how Navan’s chatbot helps reduce customers’ travel expenses. ABOUT US: We’re proudly sponsored by Brex—a brand I co-founded, now supporting over 30,000 businesses like Anthropic, DoorDash, and Scale AI, helping them make every dollar count. I’m grateful for their continued support as I bring you all conversations with some of the most exceptional founders of our generation. For more information, click here. Connect with us here: Ariel Cohen Brex Henrique Dubugras This episode was produced and distributed by our friends at Atomik Growth: https://atomikgrowth.com/

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