The Rollercoaster Podcast

The Rollercoaster Podcast

Welcome to "The Rollercoaster," a podcast where host Tyler Hall interviews successful entrepreneurs, CEOs, business leaders, and startup founders about the highs and lows of startup life. Join Tyler as he gets real about the challenges and triumphs of building a business from the ground up, and learn how these successful leaders have navigated the rollercoaster ride of entrepreneurship. Whether you're a seasoned entrepreneur or just starting out on your business journey, "The Rollercoaster" has something for you. Tune in for valuable insights and practical tips on succeeding as a startup business leader.

Episodes

October 28, 2025 115 mins

What if your best friend pulled the trigger right in front of you and you couldn’t stop it? This isn’t a movie scene. It’s the moment that changed everything for Carlos Vasquez.


In this raw and unforgettable episode, I sit down with Peter Meyerhoff and Carlos Vasquez, two men who once ran California’s most dangerous prison yards as shot callers. What begins as a story of broken homes and lost fathers spirals into gang life, viol...

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What do you do when the person you love most takes their own life, and your child’s world collapses with them? This episode is a raw and emotional journey through grief, survival, and the unrelenting strength of a mother who refused to give up.


In this powerful conversation, I sit down with Tiffany Sumner, whose life changed forever on May 25th, 2020. That day, her former husband, battling depression, addiction, and undiagnosed ...

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In this episode of The Roller Coaster Podcast, I sit down with Peter Meyerhoff, a former high-ranking prison shot caller who once held power within one of the most feared groups behind bars, the Aryan Brotherhood. Peter gives a raw, unfiltered account of life inside the system, revealing the inner workings of prison hierarchy, the brutal politics of control, and how violence was used to maintain order.


He recounts in detail the ...

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What if the only way to truly live was to accept the things you fear most? In this raw and deeply personal episode, we unpack how radical acceptance can transform the pain of anxiety, addiction, and shame into peace, purpose, and power.


In this conversation with licensed therapist Rachael DeKoning, we explore the hidden connection between anxiety, addiction, and the fear of losing control. Rachael shares how her battle with alcoholi...

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“They tried to cancel me, but here’s what really happened…”


What does it take to be one of the most misunderstood men on reality TV and still come out stronger? In this raw, no-holds-barred conversation, I sit down with Clayton Echard, former NFL athlete and lead of The Bachelor, to talk about what it’s like to live under constant public judgment, face relentless criticism, and still choose to keep showing up as yourself.


Clayton ope...

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Nothing can prepare you for the moment you hear that your child has no pulse. In this deeply moving episode of the Roller Coaster Podcast, I sit down with Lindsay Taylor as she shares the most harrowing night of her life, the night her 17-year-old son, Alex, was airlifted to Phoenix Children’s Hospital and placed on a ventilator just weeks before his high school graduation.


Lindsay takes us inside the heartbreak of that night, t...

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November 26, 2023, changed everything for Johanna Magdaleno. In this deeply moving episode, Johanna takes us through the day that forever altered her family, the tragic car accident that claimed the life of her son, Junior, just miles from church. With raw honesty, she shares the last moments they spent together, the helplessness of seeing her husband and sons arrive on the scene, and the heartbreak of hearing the words every paren...

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What if your life changed in a single heartbeat?


In this episode of the Rollercoaster Podcast, I sit down with Brigham and Lauren Richardson to unpack one of the most powerful survival stories I’ve ever heard. A weekend dirt bike trip turned into a nightmare when Brigham lost control, fell 75 feet off a cliff in Moab, and nearly lost his life. What followed was a blur of surgeries, internal bleeding, shattered bones, depression, and...

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This episode shook me.


I sat down with John “Goob” Dorsey, fitness coach, content creator, and fearless internet watchdog, and what started as a conversation about the dangers of an unregulated substance called 7-OH (Seven-oh) quickly unraveled into something far darker.


John exposes a growing epidemic: a synthetic compound more addictive than morphine, sold legally at gas stations and smoke shops, destroying lives with zero conseque...

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In this episode of The Roller Coaster Podcast, I sat down with Billy McFarland, yes, that Billy, the mastermind behind the Fyre Festival. But this isn’t a story of excuses or spin. It’s an unfiltered, emotional conversation about ambition, delusion, and the high cost of chasing validation at any cost.


Billy opens up about the exact moment he lied to an investor, the deep regret that still keeps him awake at night, and what it felt l...

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What would you do if the love of your life was taken too soon?


In this deeply emotional episode, I sit down with Pete Rendina, a husband, father, and author whose world turned upside down when his wife, Kylie, passed away in April 2024 after a relentless battle with cancer. Pete flew in from Michigan to join me in person and share a story that broke me… and will likely break you too.


We talk about love, loss, and legacy. About raisin...

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In this very first episode of my You First series, we’re flipping the script on what it means to be a man in today’s world. I sit down with two incredible guests, Adam Allred and Travis Prince, to have an honest, unfiltered conversation about something men rarely talk about: self-care.


This isn’t about bubble baths and face masks (though there’s nothing wrong with those). This is about learning how to truly show up for ourselves, me...

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This is the hardest episode I’ve ever recorded.

Marc and Holly Cram sat down with me to share the unfiltered, gut-wrenching story of losing their 13-year-old son, Beckham, in a tragic drowning accident. Holly opens up about the very fear she’d carried for years, her child drowning, becoming her reality. We walk through the moment it happened, the chaos that followed, and the sacred, soul-shifting days that came next.
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Warning: This episode contains graphic discussions of child exploitation and abuse.

In this episode, I sit down with Paul Hutchinson, entrepreneur, undercover operative, and producer of The Sound of Freedom, for one of the most emotional and confronting conversations I’ve ever had. Paul opens up about the darkest corners of the world he’s entered to rescue children and the toll it’s taken on his life, his soul, and his hea...

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In this deeply personal episode, I sit down with my close friend Heston Moyers, someone I didn’t expect to become one of the most reliable, loyal, and transformative people in my life. What started as a rocky first impression turned into a brotherhood rooted in honesty, accountability, and unconditional support.

Heston opens up about surviving a life-altering car accident, his journey through self-doubt, and the pivotal mo...

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I sat down with Eric Johnson, and I don’t think I was fully prepared for what he would share. His story is one of brutal honesty, unimaginable loss, addiction, prison, and ultimately, redemption.

Eric takes us into the darkest corners of his past: witnessing a friend take his life, spiraling into meth addiction, and spending nearly a decade behind bars. He opens up about life inside solitary confinement, the trauma that ha...

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In this episode of The Roller Coaster Podcast, I sit down once again with my friend James Dykes, one of the few guests we’ve ever invited back. The first time James shared his story, it reached tens of millions of people across social media. But behind the viral numbers was a man who walked through unthinkable loss, the death of his wife, deep grief, and personal trauma, and still chose to show up with vulnerability and faith.
...

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This is one of the most powerful conversations I’ve ever had on the podcast.

My guest, Chris Williams, shares the heartbreaking story of losing his pregnant wife and two of his children in a tragic car crash caused by a drunk driver. In a moment that would shatter most of us, Chris did something extraordinary: he forgave the 17-year-old responsible. Not years later… but immediately.

In this episode, Chris walks us...

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In this deeply personal episode of the Rollercoaster Podcast, I sit down with Melissa Methven...a mother, breathwork facilitator, dental professional, and widow as she shares the raw and heartbreaking story of losing her husband Scott to suicide while on a family trip to Maui. What began as a vacation to fulfill a dying father’s wish quickly unraveled into Melissa’s worst nightmare.

Melissa opens up about the quiet signs o...

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I sat down with Jason Richardson, founder and CEO of Bad Birdie, the boldest brand in golf, to talk about what it really takes to build something that matters. From launching shirts out of his tiny LA apartment to turning heads with wild prints and a wild vision, Jason has built a golf brand that’s not just different, it’s redefining the entire culture.

In this episode, we go deep. Jason opens up about fatherhood, the emot...

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