Bill McDermott bought his first business when he was in high school, and he never looked back. Now, he sits down with Henrique to talk about his early days as a teenage entrepreneur, coming home from his first job interview with his employee badge in his pocket, and what it takes to be the type of leader people still talk about decades later.This episode is brought to you by Brex—a brand I'm proud to have co-founded and one thats shaped by the same journey many of you are on. Brex has everything startups and fast growing companies need to make every dollar count, from modern corporate cards, banking, and treasury to accounting automation, travel, and expenses. Over 25,000 companies, including DoorDash, Scale AI, and Anthropic spend smarter on Brex. For more information, please go to: https://www.brex.com/?ref_code=bmk_audio_HDinHD

Marcos Galperin, the Founder and CEO of MercadoLibre, dives into his remarkable journey from Argentina to becoming a titan of e-commerce in Latin America. He shares insights on overcoming challenges unique to South American markets and how he pivoted from eBay's auction model to a fixed pricing strategy. The conversation delves into the transformative role of sports, particularly rugby, in shaping his leadership skills. Marcos also reflects on the impact of AI on business today, and highlights key stages of entrepreneurship and innovation.

Zach Perret, Co-founder and CEO of Plaid, shares his journey from a small North Carolina town to Silicon Valley's fintech scene. He discusses how his childhood and experiences at Duke University fueled his passion for innovation and inclusivity. The conversation dives into a pivotal moment when a key investor pulled out, showcasing the power of networking. Zach also highlights leadership lessons learned during rapid growth, fundraising hurdles, and the emotional complexities surrounding acquisitions in the tech industry.

Victor Lazarte, co-founder of Wildlife Studios and partner at Benchmark Capital, shares his fascinating journey from JP Morgan to the mobile gaming industry. He discusses the challenges of fundraising and the vital role of mentorship, emphasizing lessons from early betrayals in business. The duo delves into the unexpected success of Racing Penguins, revealing how a simple game icon captured millions of players. They also reflect on childhood memories and cultural influences, tying personal experiences to their entrepreneurial growth.

Growing up, Vlad Tenev didn’t see himself as an entrepreneur. The son of immigrants in the suburbs of Washington, DC he saw himself going into law, research, math. But when he cracked the problem of providing low-latency trades for free, he knew he was onto something. Shortly after that came Robinhood, and the rest was history.Vlad sits down with Henrique to unpack the road so far: his childhood, his time at Stanford, and the genesis of what was at one point the number one app in the app store. He discusses growing the company and his vision for its future. Plus, he goes deep into the Gamestop controversy, providing the true story of what really happened inside Robinhood during one of the most chaotic episodes in recent stock market history. Tune in to hear the real unfiltered account of fighting online conspiracy theories, testifying before Congress and what it’s like to have an Avenger play you in a movie.

Henrique Dubugras, founder and chairman of Brex sits down with some of the brightest minds in business and fintech for real discussions that cut through the noise. Hear from luminaries like Robinhood’s Vlad Tenev, Plaid’s Zach Perret, and Mercado Libre’s Marcos Galperin as they share their insights and talk about what’s really going on behind the scenes. To hear all the unexpected, unfiltered insights be sure to subscribe to HD in HD - Unscripted Conversations with Henrique Dubugras, wherever you get your podcasts.