#44 Finding the Underdogs | Stoppage Time with Uncle Rob. May 30, 2025.

This week, we dive deep into the heart of what drives us, as we reflect on an incredible conversation with returning guest Jessica Bedoya, Founder and Managing Partner of the LARA Fund—a private equity firm focused on infrastructure across Latin America. But this episode is about so much more than just private equity… Jessica’s story lit a fire in us. She’s a true underdog—young, Latina, and leading in an industry historically dominated by the usual suspects. Her journey sparked a larger reflection on our collective love for underdogs—whether it’s Latin America, overlooked markets, or even our beloved, heartbreak-inducing Chicago Cubs. Together, we explore what it means to bet on the underestimated: people, regions, opportunities, and even ourselves. We swap stories from our time in Latin America, dig into what makes her fund different, and connect the dots between personal roots and professional purpose. This isn’t just an interview—it’s a layered, honest, and thought-provoking ride through identity, leadership, impact, and why rooting for the underdog might just be a calling. So pull up a seat, press play, and stay for the full journey. We promise, this one’s worth it.