Stupid Questions with Seth Hill

Pro cyclist-turned-creator Phil Gaimon returns for Round 2 to pull back the curtain further on “the worst retirement ever.” We get the real behind-the-scenes of putting on Phil’s Cookie Fondo and Whiskey Tango—last-minute espresso truck rescues, county crews dynamiting boulders, volunteer scrambles, and the relentless safety calculus of hosting thousands of riders. Phil talks candidly about why he...

Polish triathlete Gabriela “Gabi” Gaweł sits down with me to trace a late-blooming athletic journey shaped by loss, resilience, and a cross-border life. Gabi shares how losing her father at 15 rippled through the next decade, why therapy became the turning point, and how learning to slow down in the pool became a metaphor for pacing life. She talks about growing up near the Ukrainian border, cultu...

Sam Parsons—pro runner, creative, and co-founder of Faves—goes deep on passion, failure, and what’s next. We trace his path from Wilmington to Boulder, missing two Olympic teams (a torn calf in 2021, heat collapse in 2024), and why he calls “positive resiliency” the greatest competitive skill. Sam opens up about the uncle who shaped him at 16, chosen family, faith, curiosity, anxiety during big li...

In this episode, I sit down with David Roshak , CEO of DMR Capital, to trace a career that arcs from Big 4 accounting and Level 3 boardrooms to early-stage cyber investing, mentoring founders, and chasing Ironman finish lines. Dave shares candid stories—growing up near Warren Buffett in Omaha (yes, awkward restroom run-ins), a father who captained 747s, swapping a high-travel CFO life for a self-d...

Physical therapist, professional triathlete, and lifelong musician, Caitlin Alexander sits down with Seth to talk about who she really is—and why she’s built a life that isn’t defined by just one label. Caitlin opens up about ADHD, empathy as a superpower, and how a justice sensitivity pulls her to speak up. She traces an unlikely path from Virginia’s green hills and NYC’s music scene to Colorado,...

Cyril B. (co-founder of PURPOSE, based in Singapore) joins Seth to unpack what it really takes to build a performance apparel brand engineered for brutal heat and humidity. A Swiss native with an LVMH/Tag Heuer past, Cyril shares how he went from luxury watches to heat-obsessed tri kits (Hyper Mesh), why Southeast Asian culture shaped the product, and how diversity and inclusivity became core to t...

Two-time world champion triathlete and entrepreneur Chris “Macca” McCormack joins Seth for a candid dive into life after elite sport: the brutal honesty endurance racing teaches, the illusion of “high performance” in the boardroom, and why risk-taking can’t end when your racing career does. From collecting marathon majors to raising kids, building Super League/SuperTri and the MANA Group, navigati...

At just 23, short-course pro triathlete John Reed has already lived a life defined by movement—across states as a military kid, through hard choices between the Navy and sport, and now on the world triathlon circuit. In this conversation, John shares how constant change shaped his fearlessness, why working with mentors like Ryan Bolton and Corey Rich has grounded him, and how his faith gives him p...

Klodian is back! This time, diving deep into faith, doubt, and what it means to live with intention. Klodian shares his journey into the Latter-day Saints church, the questions he still wrestles with, and how his relationship with God has shaped his family and his values. From childhood experiences exploring different religions to surviving a life-threatening illness in college, Klodian reflects o...

In this 3rd-round catch-up, Marc opens up about the stress reaction that derailed his Ironman debut, the challenge of navigating injuries as a professional athlete, and how he’s finding growth through family time, recovery, and perspective. They dive into the shifting landscape of triathlon—T100 vs. Ironman, sponsorship struggles, and the reality of making racing a sustainable career. Marc also sh...

In this episode, Seth sits down with longtime friend and mentor Jared Thurmon —a serial entrepreneur, family man, and deep thinker whose journey spans hustling at the 1996 Olympics, building businesses, and finding balance as a husband and father. Together, they dive into the power of expression as a pathway to healing, the lessons Jared carried from his father’s struggles into his own parenting,...

Former professional triathlete and host of Chasing the Burn , Chelsea Burns, flips the mic and steps into the interviewee seat for a candid, funny, and deeply human conversation. We trace her journey from growing up in the Pacific Northwest to competing at the highest levels of triathlon, navigating retirement, and finding purpose in unexpected places—like working at Trader Joe’s and launching Bou...

Engineer, retired Navy Master Chief, triathlete, and family man—Mark Evans has lived a life defined by responsibility under pressure. In this powerful conversation, Mark opens up about his 22+ years of military service, the burden of command, and the life-altering experiences that shaped his views on mortality, leadership, and what truly matters. We talk about surviving war, leading in life-or-dea...

At just 22 years old, Ian Fisher is chasing his pro triathlon card with an unwavering belief in God’s plan for his life—but his story starts far from the start line. Born in Ukraine and placed in an orphanage at age eight, Ian was adopted into a loving family in the U.S., a turning point that shaped his faith and drive. In this raw and inspiring conversation, Ian shares about overcoming a turbulen...

Professional triathlete, startup leader, and immigrant dream-chaser—Klodian Mitri joins Seth for a hilarious, heartfelt, and deeply human conversation that stretches from Albania to Ironman finish lines. They talk about growing up as an immigrant in Chicago, being a 7-year-old caretaker for his little sister, crashing his way through his first triathlon (in someone else’s wetsuit), and climbing th...

Professional triathlete Jan Stratmann joins Seth Hill for an open and thoughtful conversation about chasing world-class goals while staying grounded in what matters most. From his early dreams of becoming a professional soccer player to a life-changing skiing injury that led him to triathlon, Jan shares how he’s navigated the highs and lows of elite sport, the sacrifices it demands, and the role h...

Olympian, coach, and lifelong learner—Non Stanford joins Seth from her new home on Australia’s Gold Coast for a heartfelt conversation about reinvention, resilience, and what it means to start again. From finishing fourth at the Rio Olympics (by just two seconds) to building a new triathlon performance center with eyes on Brisbane 2032, Non opens up about the emotional toll of narrowly missing the...

Tim Ford—co-host of the Endures and Talking Triathlon podcasts, elite athlete manager, and unapologetic Power Rangers collector—joins Seth for a rich and reflective conversation about grief, identity, endurance, and growth. From losing his grandfather and grandmother—two of the most formative figures in his life—to grappling with burnout, anxiety, and rebuilding resilience, Tim opens up with deep...

Elite trail runner, North Face athlete, and 2022 Dopey Challenge champion Brittany Charbonneau joins Seth for a vibrant and deeply human conversation that sparkles with laughter, honesty, and hard-earned wisdom. From winning 48 miles of Disney races in full costume to chasing dreams of Broadway and raising her newborn son Hugo, Brittany shares how she's learned to embrace her inner "mount...

Professional triathlete and Olympian Jamie Riddle joins Seth for a powerful, soul-searching conversation that dives far deeper than training stats or race results. At just 25 years old, Jamie shares an extraordinary depth of wisdom as the two open up about faith, identity, ego, addiction, relationships, and the quiet struggle of trying to live with purpose in a performance-driven world. From growi...

Danielle Lewis returns for a raw and honest round 2 on Stupid Questions with Seth Hill . From adopting three kittens to recovering from a brutal bout of food poisoning just days before defending her Ironman Lake Placid title, Danielle opens up about the highs and lows of life as a pro triathlete. She and Seth dive into the mental side of sport—how social media shapes performance narratives, what d...

Kylexandr Holin—better known as “Organic Ironman”—joins the pod for a raw and vulnerable conversation about identity, endurance, and fatherhood. From growing up in a single-parent household to nearly losing himself in corporate burnout and depression, Kyle opens up about the turning points that reshaped his life—including the death of a close friend, a life-saving dog, and the quiet strength of hi...

After a three-month hiatus, the Roulette Live crew returns with plenty to catch up on. Marc D hops on from his new Boulder setup (goatee and all), Jackson L crashes date night to settle who the RTS alpha really is, and Justin R drops in mid-ribeye to explain the new Ironman age group rule changes. From real-life nutrition experiments to sketchy Craigslist rentals, and from Kona qualification strat...

Ari Klau returns for his third round on the pod. From the mental rollercoaster of his first full Ironman training block to scoring his own YouTube videos and debating the Bristol stool chart, nothing's off limits. We dive into the toll of high-volume training, the role of routine and recovery, and how creativity often gets sidelined in the pursuit of performance. Ari also opens up about moving...

Going deep with world-renowned triathlon photographer and filmmaker James Mitchell —the creative force behind Ironman’s Fighting Chance series and countless iconic endurance sport images. From a rocky school experience and early life rebellion to discovering purpose behind the camera, James shares his journey of self-discovery, storytelling, and relentless pursuit of craft. We dive into his unconv...