Builders WIN in the age of AI #poweredbygunderson #podcast #venturecapital #startup

Deepak Chhugani is a two-time founder and the CEO of Nuvocargo, the agentic platform powering North American freight end to end. Since raising over $85 million from QED Investors, NFX, and others, Nuvocargo just shipped its biggest launch yet: Nuvo AI, a fully agentic freight execution engine with more than a dozen specialized AI agents running everything from carrier negotiations to invoice auditing. In this episode, Deepak breaks down why Nuvocargo bets on outcomes over tools, how freight brokers are becoming more strategic (not obsolete) as AI takes on repetitive work, and the thinking behind Nuvocargo's first acquisitions. He also gets into his angel investing philosophy, why relationships with other CEOs have shaped how he hires and leads, and what it means to build a true "culture of builders" in the age of AI. Subscribe for more conversations with founders, operators, and investors building what's next. Our podcast is sponsored by Gunderson Dettmer #PoweredByGunderson More on Deepak: https://www.linkedin.com/in/deepakchhugani/ More on Brandon: https://harlem.capital/team/brandon-bryant https://www.youtube.com/@Wallstreetpaper https://www.linkedin.com/in/bbryantwsp/ https://x.com/wallstreetpaper The Winners Welcome Podcast, by Harlem Capital, brings elite founders and top investors into thoughtful conversations on pushing past possible, sharing the conviction, standards, and lessons behind building generational companies. Harlem Capital is a venture capital firm that backs the next generation of winners. The firm partners with exceptional founders with the irrational motivation to build generational companies. All Winners Welcome. We’d love to hear from you. Share your feedback at [email protected] or DM us @HarlemCapital, and if you’re enjoying the podcast, please subscribe, rate, and review.