Risky Routes

What starts as a peaceful family getaway to the Ssese Islands on Lake Victoria quickly spirals into one of those travel stories that feels almost too chaotic to be real. In this episode of Risky Routes , Olivia Goldstein sits down with financial services veteran Milbert Kiggundu Bentham to unpack a journey through Uganda that included a stormy boat ride with only one life vest on board, running ou...

What do you do when you step outside a factory in rural Mexico, lose cell service, and realize you’re stranded on a highway alone, in a suit, with no clear way back? In this episode of Risky Routes , I’m joined by Rafael Campiz , a medical technology leader and civic advocate, who shares a formative travel moment from his early twenties that quietly reshaped how he approaches fear, uncertainty, an...

In this episode of Risky Routes , host Olivia Goldstein talks with her close friend Sophia Marshall about a moment that forever changed how she approaches risk, travel, and decision-making. While living and working in Italy , Sophia leaves a club late at night and realizes a man is following her. What begins as unease turns into a full sprint through steep cobblestone streets as he starts chasing...

What happens when burnout pushes you far beyond a reset and straight into the Amazon rainforest? In this episode of Risky Routes , Ron Skylstad shares a raw, unforgettable story about walking away from the grind, venturing deep into the Amazon, and confronting the limits of ambition, identity, and control. What began as an escape turned into a profound reckoning with nature, fear, and the quiet cl...

Before the company workedBefore the confidence clickedThere was a trip that changed everythingWelcome to Risky Routes - the stories of risk, travel, and becoming. Risky Routes is a short interview series about the trips that force you to grow up fast. The chaotic, uncomfortable, borderline bad-idea journeys that reshape how people think, lead, and live. Founders, operators, and leaders share the m...