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