Two Types of People with Pat Sitkins

Alex Boylan: The Miles That Made Him

45 min · 25 de may de 2026
Portada del episodio Alex Boylan: The Miles That Made Him

Descripción

Alex Boylan has spent most of his life saying “yes” before he felt fully ready. From moving to Brazil alone at 15 years old… to winning The Amazing Race 2… to building a career producing travel television and creating The College Tour, Alex has consistently leaned into discomfort, curiosity, and opportunity. But this conversation goes way beyond television. Alex and Pat Sitkins discuss: * becoming comfortable being uncomfortable * taking the first rep before you feel ready * keeping your “backpack” light * perspective, travel, and gratitude * a look at Alex’s book The Miles That Make You: How to Make Life an Epic Journey * aging parents and becoming a father * why most people stop themselves too early * and how staying curious can completely change the trajectory of your life. One of the most thoughtful, grounded, personal, and hopeful episodes of Two Types of People so far. CHAPTERS * 00:00 — Welcome Alex Boylan * 02:15 — Comfortable vs Comfortable Being Uncomfortable * 05:40 — Why the First Rep Matters * 09:20 — Get Off Your Cell Phone and Look Up * 10:00 — Moving to Brazil at 15 Years Old * 12:00 — The Amazing Race Changed Everything * 15:15 — Why Some People Stay Stuck in One Era * 21:30 — Perspective, Aging Parents & Fatherhood * 24:00 — Keep Your Backpack Light * 28:00 — Rock Bottom, St. John & Starting Over * 31:00 — Building The College Tour QUOTABLE MOMENTS * “Those who are comfortable… and those who are comfortable being uncomfortable.” * “Get off your cell phone and look up.” * “You’re gonna suck at first.” * “Most of the rest of it is all in your own head.” * “Life’s amazing. This planet’s amazing.” * “Keep your backpack light.” About the Show Two Types of People is a bi-weekly podcast hosted by Bestselling Author, Agency CEO, and Executive Producer Pat Sitkins [https://www.instagram.com/patsitkins/] - exploring the patterns, decisions, and mindsets that shape high performers across business, sports, and culture. The show features conversations with contributors to the book Two Types of People: Insights from Top Performers to Help You Make Decisions, Act, and Grow and other leaders whose experiences bring the framework to life. The book is currently available for pre-order [https://adaptivejax.com/two-types-of-people/] at all major retailers.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com [https://pcm.adswizz.com] for information about our collection and use of personal data for advertising.

Comentarios

0

Sé la primera persona en comentar

¡Regístrate ahora y únete a la comunidad de Two Types of People with Pat Sitkins!

Prueba gratis

Empieza 7 días de prueba

$99 / mes después de la prueba. · Cancela cuando quieras.

  • Podcasts solo en Podimo
  • 20 horas de audiolibros al mes
  • Podcast gratuitos

Todos los episodios

18 episodios

episode Lorena Segura: The Permission to Pivot artwork

Lorena Segura: The Permission to Pivot

Lorena Segura has built a career by embracing new opportunities. An actress, television host, The Amazing Race competitor, and host of the Spanish-language editions of The College Tour, Lorena has spent her life proving that success doesn't always follow a straight line. In this episode of Two Types of People, she reflects on the tension between focus and exploration, what it means to reinvent yourself without losing yourself, and why some people are wired to dedicate their lives to one pursuit while others are called to experience many. Lorena also opens up about walking away from acting, the identity shift that followed, and how she's learned to stop viewing every pivot as failure. Along the way, we revisit The Amazing Race, discuss working with Alex Boylan on The College Tour, and explore one of the recurring themes emerging throughout this entire project: Sometimes growth isn't about holding on. Sometimes it's about letting go. IN THIS EPISODE * Competing on The Amazing Race * Bringing The College Tour to Spanish-speaking audiences * Ties to Ch. 1 contributor Alex Boylan * Hollywood, acting, and learning to pivot * Why curiosity has shaped her career * The identity crisis that follows reinvention * Letting go of fear and trusting the process * Her Hall of Fame Relic and the incredible Kobe Bryant story * Her Two Types of People answer * Her Walk-Up Song LORENA'S TWO TYPES OF PEOPLE Those who dedicate themselves to one pursuit... and those who are called to explore many. HALL OF FAME RELIC A football signed by Bill Belichick and thrown to her husband by Kobe Bryant. A one-of-one story that perfectly captures the unexpected connections that shape a life. WALK-UP SONG "Seven Nation Army" - The White Stripes About the Show Two Types of People is a bi-weekly podcast hosted by Bestselling Author, Agency CEO, and Executive Producer Pat Sitkins [https://www.instagram.com/patsitkins/] - exploring the patterns, decisions, and mindsets that shape high performers across business, sports, and culture. The show features conversations with contributors to the book Two Types of People: Insights from Top Performers to Help You Make Decisions, Act, and Grow and other leaders whose experiences bring the framework to life. The book is currently available for pre-order [https://adaptivejax.com/two-types-of-people/] at all major retailers.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com [https://pcm.adswizz.com] for information about our collection and use of personal data for advertising.

Ayer33 min
episode Brennan Swain: The Original Amazing Race Winner on Adventure, Discipline & Showing Up artwork

Brennan Swain: The Original Amazing Race Winner on Adventure, Discipline & Showing Up

A recent episode and Chapter One in "Two Types of People" introduces you to Alex Boylan. This conversation takes us to the original Amazing Race Season One finish line.  Brennan Swain is the winner of the very first season of The Amazing Race, a champion adventure racer, accomplished patent attorney, and one of Alex Boylan's closest friends for more than two decades. In this episode, Brennan shares what it was like helping launch one of the most successful reality television franchises in history, how adventure became a catalyst for growth, and why some of life's biggest opportunities begin with simply taking the first step. We also explore his Two Types of People answer: Those who are on time and those who are always late. A simple answer (and one of my top pet peeves) that opens the door to a much bigger conversation about habits, discipline, preparation, competitiveness, and the routines that shape our lives. Along the way, Brennan shares stories from Amazing Race, adventure racing around the world, climbing Kilimanjaro, his friendship with Alex Boylan, and the life lessons that continue to guide him 25 years after crossing the finish line. IN THIS EPISODE: • Winning the very first season of The Amazing Race • The importance of authenticity in life and reality television • Adventure, discomfort, and personal growth • Brennan's friendship with Alex Boylan • The habits that separate high performers • Why routine matters more than motivation • The famous "Hating Hat" relic • His walk-up song and the story behind it • Reflecting on 25 years of Amazing Race history • Those who are on time and those who are always late CONNECT WITH BRENNAN Instagram: @brennanswain About the Show Two Types of People is a bi-weekly podcast hosted by Bestselling Author, Agency CEO, and Executive Producer Pat Sitkins [https://www.instagram.com/patsitkins/] - exploring the patterns, decisions, and mindsets that shape high performers across business, sports, and culture. The show features conversations with contributors to the book Two Types of People: Insights from Top Performers to Help You Make Decisions, Act, and Grow and other leaders whose experiences bring the framework to life. The book is currently available for pre-order [https://adaptivejax.com/two-types-of-people/] at all major retailers.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com [https://pcm.adswizz.com] for information about our collection and use of personal data for advertising.

22 de jun de 202646 min
episode Jeff Schroeder: America's Favorite Houseguest on What Really Matters artwork

Jeff Schroeder: America's Favorite Houseguest on What Really Matters

Jeff Schroeder * America's Favorite Houseguest, Big Brother * Competitor, The Amazing Race & Around the World for Free * Television Host & Producer * Co-Host of TogetherMess with Jordan Lloyd   Before he became "America's Favorite" Houseguest on Big Brother, competed on The Amazing Race, went Around the World for Free, and built a career in television, Jeff Schroeder was just trying to figure out what came next. In this episode of Two Types of People, Jeff joins Pat Sitkins for a conversation about resilience, opportunity, mindset, and the moments that change the trajectory of a life. Jeff shares the unlikely path from bouncing to the next job to reality television, world travel, hosting opportunities, and eventually building a life and family alongside fellow Big Brother winner Jordan Lloyd. Along the way, he reflects on the lessons learned from Alex Boylan, the kindness he experienced traveling the world with no money in his pocket, the impact of losing his mother, and why he believes every success in his life started with a simple decision: believing he could. In This Episode * Winning America's Favorite Houseguest on Big Brother * Meeting his wife Jordan Lloyd on reality television * Competing on The Amazing Race * Going Around the World for Free and traveling the globe with no money * The life-changing kindness of strangers * Why mindset determines outcomes * Learning from failure instead of being defined by it * The mentor who helped change his life * Raising resilient kids in an increasingly difficult world * His Two Types of People answer * The relic that keeps him connected to family * His walk-up song and the story behind it * An unforgettable Alex Boylan (Ch. 1 contributor to the New Book!) story from India   Jeff Schroeder's Two Types of People People who think they can. People who think they can't. About the Show Two Types of People is a bi-weekly podcast hosted by Bestselling Author, Agency CEO, and Executive Producer Pat Sitkins [https://www.instagram.com/patsitkins/] - exploring the patterns, decisions, and mindsets that shape high performers across business, sports, and culture. The show features conversations with contributors to the book Two Types of People: Insights from Top Performers to Help You Make Decisions, Act, and Grow and other leaders whose experiences bring the framework to life. The book is currently available for pre-order [https://adaptivejax.com/two-types-of-people/] at all major retailers.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com [https://pcm.adswizz.com] for information about our collection and use of personal data for advertising.

15 de jun de 202634 min
episode Alex Boylan: The Miles That Made Him artwork

Alex Boylan: The Miles That Made Him

Alex Boylan has spent most of his life saying “yes” before he felt fully ready. From moving to Brazil alone at 15 years old… to winning The Amazing Race 2… to building a career producing travel television and creating The College Tour, Alex has consistently leaned into discomfort, curiosity, and opportunity. But this conversation goes way beyond television. Alex and Pat Sitkins discuss: * becoming comfortable being uncomfortable * taking the first rep before you feel ready * keeping your “backpack” light * perspective, travel, and gratitude * a look at Alex’s book The Miles That Make You: How to Make Life an Epic Journey * aging parents and becoming a father * why most people stop themselves too early * and how staying curious can completely change the trajectory of your life. One of the most thoughtful, grounded, personal, and hopeful episodes of Two Types of People so far. CHAPTERS * 00:00 — Welcome Alex Boylan * 02:15 — Comfortable vs Comfortable Being Uncomfortable * 05:40 — Why the First Rep Matters * 09:20 — Get Off Your Cell Phone and Look Up * 10:00 — Moving to Brazil at 15 Years Old * 12:00 — The Amazing Race Changed Everything * 15:15 — Why Some People Stay Stuck in One Era * 21:30 — Perspective, Aging Parents & Fatherhood * 24:00 — Keep Your Backpack Light * 28:00 — Rock Bottom, St. John & Starting Over * 31:00 — Building The College Tour QUOTABLE MOMENTS * “Those who are comfortable… and those who are comfortable being uncomfortable.” * “Get off your cell phone and look up.” * “You’re gonna suck at first.” * “Most of the rest of it is all in your own head.” * “Life’s amazing. This planet’s amazing.” * “Keep your backpack light.” About the Show Two Types of People is a bi-weekly podcast hosted by Bestselling Author, Agency CEO, and Executive Producer Pat Sitkins [https://www.instagram.com/patsitkins/] - exploring the patterns, decisions, and mindsets that shape high performers across business, sports, and culture. The show features conversations with contributors to the book Two Types of People: Insights from Top Performers to Help You Make Decisions, Act, and Grow and other leaders whose experiences bring the framework to life. The book is currently available for pre-order [https://adaptivejax.com/two-types-of-people/] at all major retailers.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com [https://pcm.adswizz.com] for information about our collection and use of personal data for advertising.

25 de may de 202645 min
episode Austin Tovey: Wired for More artwork

Austin Tovey: Wired for More

Austin Tovey isn’t asking for permission to live his life, and this episode has one overarching theme - taking ownership. Professional foilboarder, innovator, and waterman Austin Tovey joins Pat Sitkins to talk about the evolution of foiling, the freedom found in the ocean, and the mindset required to keep progressing when most people stop. From his early days with now fellow pro rider Noah Flegel, designing his own pro model board with Armstrong Foils to interactions with legends like Jerry Lopez and Mickey Munoz, Austin shares how discomfort, ownership, and obsession have shaped both his sport and his life. This episode dives into accountability, persistence, mental resilience, and the difference between people who embrace hard things… and people who spend their lives avoiding them. Streaming now on all platforms. Main Themes * Taking full ownership of your life * Embracing discomfort voluntarily * Constant progression vs stagnation * Nature as therapy and reset * Innovation in foiling and water sports * Learning from legends * Staying in the game long enough to break through Quotable Moments “There are no bad waves. Only poor equipment and a lousy attitude.” “Once it clicks and you get that bug… you’re locked in.” “You must persevere and keep pushing until you accomplish it.” “All my days are better now because of foil.” “Some people don’t want to look bad at something new.” Chapters 00:00 — The Pro Model Board & Building Something to Last 05:56 — Why Water Changes Everything 10:15 — Laird Hamilton, Noah Flegel, Jerry Lopez & Pushing the Sport Forward 17:57 — No Bad Waves, Just Bad Attitudes 23:10 — Full Ownership vs Blame 25:35 — Why Discomfort Matters 27:43 — Staying in the Game Long Enough to Break Through 31:38 — Austin’s Hype Song & Final Thoughts About the Show Two Types of People is a bi-weekly podcast hosted by Bestselling Author, Agency CEO, and Executive Producer Pat Sitkins [https://www.instagram.com/patsitkins/] - exploring the patterns, decisions, and mindsets that shape high performers across business, sports, and culture. The show features conversations with contributors to the book Two Types of People: Insights from Top Performers to Help You Make Decisions, Act, and Grow and other leaders whose experiences bring the framework to life. The book is currently available for pre-order [https://adaptivejax.com/two-types-of-people/] at all major retailers.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com [https://pcm.adswizz.com] for information about our collection and use of personal data for advertising.

12 de may de 202634 min