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

February 17, 2026 49 mins

What happens when the people meant to protect you become the ones you have to run from?


In this raw and deeply personal episode of the Rollercoaster Podcast, I sit down with Willie Wolfgramm to uncover a story of survival that most people wouldn’t make it out of. Willie takes us inside the darkest corners of his past: being thrown down stairs by a drunken stepfather, being chased through a field by a truck, and the crushing weight o...

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Nothing prepares you for the moment you realise the person you love is slowly disappearing, even though they’re still right in front of you.


In this episode, I sit down with Lindsay Kelly, a mother of six whose life changed when her husband’s undiagnosed progressive multiple sclerosis began showing up not just in his body, but in his mind. Rage. Memory loss. Personality changes. Doctors who couldn’t explain it. And years of bein...

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What happens when the gun fires… but you wake up anyway?


In this episode of The Roller Coaster Podcast, I sit down with Nick Rossborough, a former professional fighter who lost his identity, his marriage, and nearly his life. One night, alone on a mountain with a pistol in his hand, Nick made a decision he believed would end the pain. But something happened that shouldn’t be possible. And moments later, a small voice from inside his...

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What do you do when your worst fear comes true… and no one even knows the truth?


In this episode of The Roller Coaster Podcast, I sit down with Adriana Sansam, a mother whose life changed forever when her husband died alone in a hotel room from an accidental overdose. One moment he was on a work trip. The next, she was racing for answers, convinced something was wrong before anyone confirmed it.


Adriana opens up about loving ...

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What happens when the thing that defines you is taken away in a single moment?


On this episode of The Roller Coaster Podcast, I sit down with Mahi Crabbe, a former full-time musician who nearly lost his life in a brutal rock-crawling accident that crushed his hand and shattered his identity as an artist on November 3, 2018.


In a matter of seconds, Mahi went from touring and playing sold-out shows to lying in an ambulance, con...

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What happens when faith meets unimaginable loss and the miracle doesn’t come the way you prayed for it?


In this deeply raw episode of The Roller Coaster Podcast, I sit down with Shayna Weston, a woman whose life was shattered by a relentless sequence of grief that few could survive. In the span of a single year, Shayna walked beside her brother as he fought terminal cancer, held onto hope for a miracle, whispered goodbye as he t...

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What happens when suicide keeps showing up in your life… before you’re even old enough to understand it?


In this episode of The Rollercoaster Podcast, I sit down with Stanley Stark, a man whose life has been shaped by loss, silence, and hard truths most men never say out loud. From losing a close friend as a teenager to the devastating phone call that his own father had taken his life, Stanley opens up about how unprocessed grie...

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What do you do when the person you love becomes the person you fear most? In today’s episode, I sit down with Lyndsey Hackford, a woman whose story left me shaken, heartbroken, and in absolute awe of her strength.


For 18 years, Lyndsey lived inside an abusive marriage that slowly stole her voice, her identity, and nearly her life. What started as subtle manipulation spiraled into control, isolation, physical violence, and moment...

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What do you do when the pain gets so loud that you don’t want to be here anymore? What happens in the moment when life almost ends… and something pulls you back?


In this powerful episode of The Rollercoaster Podcast, I sit down with Wes Wright, who opens up about the day he attempted to take his own life and the split-second moment that changed everything. Wes walks us through the fear, exhaustion, and silent suffering that led him ...

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There are moments in life that split everything into “before” and “after.” And for Ben Longshore, it began with one sentence from his father: “Take care of your mom and sister.” Hours later, he learned there was no pulse.


In this raw and deeply human conversation, I sit down with my cousin Ben, someone I’ve known my entire life, as he opens up about the night his dad unexpectedly passed away, the weight of being 16 when everythi...

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What happens when your childhood is spent dodging bombs instead of playing outside?


What does survival do to the human spirit and how do you rebuild when everything familiar disappears overnight?


In this episode, I sit down with Dr. Guitta Harb, who escaped war in Lebanon as a young girl and was forced to grow up before she ever had the chance to be a child. From hiding in dark underground shelters to leaving her home at 2 am...

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What happens when the moment that should have destroyed you… becomes the moment God uses to save your life? This episode with Ruslan KD is one of the most intense, emotional, and faith-shifting conversations I’ve ever had.


Today, I sit down with Ruslan KD, creator, pastor, rapper, and one of the fastest-growing Christian voices online, to unpack a story that begins in a war-torn country, where a single detail from his childhood lite...

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What happens when the man you love becomes the one you fear? This is Jennifer DeTracy’s powerful story of surviving abuse, reclaiming her identity, and finding peace through forgiveness.


In this raw and emotional interview, Jennifer shares how her “Cinderella” love story turned into years of manipulation, control, and violence. From bruises she tried to hide to the night she finally escaped, she opens up about the pain, confusio...

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What do you do when your whole world disappears overnight? When a single phone call changes everything you thought you knew about life, faith, and purpose?


In this powerful episode, I sit down with Nathan DeTracy, a former IFBB Pro bodybuilder whose life was forever altered when he lost both parents in a tragic car accident at just 23 years old, only days before 9/11. What followed was a decade-long battle with grief, addiction, and...

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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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