Harry Talbot is a New Zealand-born World Tour cycling photographer based in Girona, Spain, whose second photo book just sold out a 900-copy run. But this conversation isn't really about the shots. It's about a self-described control freak who's comfortable for the first time, and isn't sure that's a good thing.We talk about air-freighting three tons of books to beat Christmas, spending a whole season chasing a window as good as his cracked-glass shot of Pogačar, the night in Rome when he lost his card reader and missed Oakley's podium deadline, why he still won't forgive himself for it, why he struggles to trust anyone with his business, his dream of a physical gallery, and his honest take on faith, luck, and the 99 percent he credits to hard work.This is a conversation about control, and what it might take to let a little of it go.Harry IG: https://www.instagram.com/visualsofharry/Ways to Support the Show👇🏼Newsletter: https://stupidquestions.show/pages/newsletter-signup

André Abreu is a Portuguese-born domestic elite cyclist and the founder of Oak, a bike company he runs out of his garage in Boise, Idaho. But his real story isn't carbon frames. It's about a man who spent years chasing certainty and proving people wrong, and is finally learning that letting go takes its own kind of discipline.

We talk about the $250K fixie shop in Tempe that ran out of money by the time he was 21 and nearly broke his relationship with his dad, the camper van he built to live in Iceland and never drove, meeting his wife on Instagram and getting locked down together two weeks later, the two years he let her carry them while he chased a YouTube-and-sponsorship pro dream, deconstructing and rebuilding his faith, and why he's at peace with Oak's first bikes arriving months late.

This is a conversation about humility, the kind that usually shows up after you've hit the floor, and what changes when a four-hour ride becomes a two-hour ride and that's okay.

André IG: https://www.instagram.com/oakracing/

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Robbie Deckard is a pro triathlete and longtime coach who has spent years chasing aero gains, first to keep up with Rudy von Berg on training rides and now through his company, Freaky Fast. But this conversation isn’t really about watts. It’s about what happens when a garage obsession turns into a real business, and the person behind it has to grow up with it.

We talk about molding his first monobar from heat-moldable plastic and watching Canyon release almost the same design a week later, teaching himself CAD from a $16 online course at 3 a.m., the 50-plus prototypes behind his first product, reinvesting every dollar while racing toward break-even, why a single broken part makes him want to “punch a wall and cry,” giving away aero advice he probably should charge for, and still chasing Kona and a sub-8 Ironman after a four-month Achilles injury.

This is a conversation about building something you’d want to buy yourself, and learning to care deeply without letting every setback become a verdict on who you are.

Robbie’s IG: https://www.instagram.com/robbie_deckard/

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