Episode 40 – H.I.G.H. (How I Got Here) Podcast | Jesse Learmonth Before launching Betting Startups, Jesse Learmonth was navigating his own path through media, entrepreneurship, and the betting industry. This episode is a full rewind of that journey. We go back to the beginning. The early influences, the environments he was exposed to, and the moments that gradually pulled him toward startups, writing, and the betting space. This is not about where he is now. It’s about how he got there. In this episode: • Early interests and influences that shaped his thinking • First exposure to startups and the betting industry • The decision to start writing and building in public • Lessons learned from navigating uncertainty and risk • The key turning points that led to Betting Startups • What it takes to stay consistent and build something over time Jesse’s story is a reminder that opportunities tend to follow people who stay curious and keep showing up, even when the path isn’t clear yet. About H.I.G.H. (How I Got Here) Hosted by Trevis Waters, this podcast rewinds the full life journey of today’s top figures in sports, media, and betting. From childhood to present day, we focus on the real path, not just the outcome. Subscribe so you never miss an episode Like if this story resonated Comment your biggest takeaway