PodcastsBusinessThe Rollercoaster Podcast

The Rollercoaster Podcast

Tyler Hall
The Rollercoaster Podcast
Latest episode

137 episodes

  • The Rollercoaster Podcast

    I Finally Took Radical Accountability And My Life Flipped Overnight

    03/2/2026 | 1h 6 mins.
    What if the thing that’s quietly wrecking your life… isn’t your job, your bank account, or your “lack of motivation”, but the fact you’re drifting and nobody’s coming to save you?

    In this episode of The Roller Coaster Podcast, I sit down with John Gafford for a conversation that hits different. We talk about the moment you realise your life is being lived on someone else’s terms… and what it actually takes to take back control.

    John opens up about leaving the “safe” W2 path, betting on himself with no safety net, and the brutal truth behind radical accountability, the kind that forces you to stop blaming the system and start steering the ship. But we also go deeper: why hustle culture breaks families, why men are lonelier than ever, and the simple check-in text that might save a life.

    If you’ve been feeling stuck, numb, or off course… this might be the wake-up call.

    Key Moments:
    0:00 Life Feels Off… But You Can’t Explain Why
    4:40 Fired From Safety, The Day I Bet On Myself
    8:00 “Nobody’s Coming to Save You” Reality Check
    12:15 You Didn’t Get Lucky, You Created This
    16:10 80% Done Is Better Than Perfect
    19:30 Stuck In Life? Start With Radical Honesty
    23:05 Build A Life You Can Actually See
    26:20 The Simple Plan To Escape Debt & Stress
    30:00 Turn Big Goals Into Daily Actions
    33:40 Why Some People Stay Broke On Purpose
    36:55 Stop Asking “What Do You Do?” Ask This Instead
    41:00 Cut Surface-Level People From Your Life
    43:20 Vegas, Status, And The Illusion Of Success
    47:40 Transformation Means Losing Old Habits
    51:00 Your Environment Is Quietly Controlling You
    55:00 Men Admitting “I Have No Friends”
    58:40 The Suicide Story That Shook Us Both
    1:02:10 How To Check In On Friends (Systematically)
    1:06:05 Radical Accountability Starts Here

    Guest Info:
    IG: @thejohngafford (https://www.instagram.com/thejohngafford/)
    YouTube: @EscapingtheDriftPodcast (https://www.youtube.com/@EscapingtheDriftPodcast)
  • The Rollercoaster Podcast

    I Drove to the Mountain to End My Life But Then This Happened

    27/1/2026 | 55 mins.
    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 house changed everything.

    Nick takes us inside the darkest night of his life, the divorce, the identity collapse, the silent suffering so many men hide, and the long road back through trauma healing, breathwork, purpose, and learning to love himself again.

    This isn’t just a survival story.
    It’s a wake-up call.

    If you’ve ever felt lost, numb, or ready to give up, this conversation is for you.

    Subscribe, share this with someone who needs it, and leave a comment below. You’re not alone.

    Key Moments:
    0:00 I Put the Gun to My Head
    3:07 Divorce, Heartbreak, and the Breaking Point
    6:30 “Dad, I Made You Cookies”
    9:00 When Losing My Identity Destroyed Me
    12:25 Why Men Bottle Pain Until They Explode
    15:28 Reading the Bible in a Week While Falling Apart
    19:08 Vowing Never to Hit Rock Bottom Again
    21:52 Loving Someone When You Can’t Love Yourself
    23:55 Breathwork Visions That Changed Everything
    27:32 The Oxygen Mask Rule That Rewired My Life
    30:46 Here’s How I Escaped Trauma
    33:13 The Real Reason Men Reach the Edge
    35:35 How Do You Find a Reason to Stay Alive?
    38:18 Meeting the Version of Myself I Abandoned
    41:07 The Bullet That Killed the Old Me
    43:25 Becoming a Man Who Needs No Validation
    45:50 Facing Fear Through Plant Medicine
    49:48 Why Human Connection Saves Lives
    52:06 Love, Empathy, and Healing Without Medication
  • The Rollercoaster Podcast

    The Hotel Call That Changed Our Lives Forever

    20/1/2026 | 47 mins.
    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 a recovering addict, hiding his addiction from everyone, and the devastating phone call that left her raising three young children alone. But this isn’t just a story about addiction and grief. It’s about breaking the stigma, telling the truth, and turning shame into purpose.

    If you’ve been touched by addiction, mental health struggles, loss, or single parenting, this conversation will stay with you.

    Listen now. Share this with someone who needs it. And subscribe for more stories that change lives.

    Key Moments:
    0:00 “I Knew Something Was Wrong”
    3:12 Married to a Recovering Addict
    6:05 The Phone Call That Confirmed My Fear
    9:02 “He’s Dead”, Hearing the Words
    12:10 Who He Was Beyond the Addiction
    15:08 Understanding the Mind of an Addict
    18:04 Explaining His Death to Our 5-Year-Old
    21:06 When Shame Turned Into Silence
    24:18 The Message That Changed Everything
    27:30 Why I Finally Told the Truth
    30:12 Did He Have a Reason to Keep Going?
    33:40 When the Past Blocks the Future
    36:10 “I Don’t Need More, I Need You”
    39:05 Speaking to Him After His Death
    42:18 A Message to Fathers Battling Addiction
    45:30 Watching My Son Look for His Dad

    Guest Info:
    IG: adrianasansam (https://www.instagram.com/adrianasansam/)
  • The Rollercoaster Podcast

    One Split Second And My Life Was Never The Same

    13/1/2026 | 44 mins.
    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, convinced his career was over. The injury didn’t just threaten his ability to play guitar, it forced him to confront deeper questions about purpose, faith, manhood, and how to provide for the family he always dreamed of building.

    We talk about the night everything changed, the fear of starting over, the anger he carried toward God, and how losing his “guitar hand” ultimately led him to build an entirely new life as a business owner and father.

    If you’ve ever had your plans ripped away, your identity shaken, or your faith tested, this conversation will hit home.

    Watch this episode to see how losing everything became the beginning of something bigger.

    Key Moments:
    0:00 The Day I Lost My Hand
    3:02 My Hand Was Hanging By Skin
    6:05 Life Flashing Before My Eyes
    9:10 “That’s His Guitar Hand”
    12:36 Waking Up, My Identity Was Gone
    15:32 I Couldn’t Be A Musician Anymore
    18:39 From Hospital Bed To Truck Driver
    21:30 Growing Up Without A Father
    24:23 Becoming The Man I Never Had
    26:50 The Night That Changed My Faith
    29:40 From Leaving Church To Returning
    33:03 Why God Took My Hand
    35:41 My Family Came Back To Church
    37:55 From Homeless To Business Owner
    40:14 Why Hawaii Heals The Soul
    42:49 My Message To Every Man Watching

    Guest Info:
    IG: @mahilive (https://www.instagram.com/mahilive/)
  • The Rollercoaster Podcast

    I Fought God to Save My Brother - Here’s What Happened

    06/1/2026 | 1h 2 mins.
    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 took his final breath, then returned home only to lose her beloved dog… and shortly after, face her father’s devastating stage four pancreatic cancer diagnosis.

    This conversation isn’t about tidy answers or surface-level faith. It’s about the brutal reality of grief, the anger we feel toward God, the moments we bargain, break, and beg and the quiet, unexpected ways healing and redemption can still emerge.

    Shayna opens up about caregiving, anticipatory grief, losing multiple loved ones, wrestling with faith, forgiveness, and what it truly means to surrender when control is gone. It’s honest, heartbreaking, and somehow still filled with hope.

    Watch this episode to understand grief on a deeper level and if you’ve ever lost someone, questioned your faith, or felt crushed by loss, this conversation will remind you that you’re not alone.

    Key Moments:
    0:00 The Call That Changed Everything
    3:14 “You Have One Week Left”
    6:07 When Hope And Reality Collided
    9:21 The Moment I Knew He Was Dying
    12:08 Singing Through Terminal Cancer
    15:02 Doctors Said It Was Impossible
    18:36 The Treatment That Shouldn’t Have Worked
    21:48 When I Began Fighting God
    24:31 “I’m Scared To Die”
    27:26 Choosing Faith Over Fear
    30:19 The Breath That Never Came Back
    33:08 Watching My Brother Take His Last Breath
    36:11 Grief Hits In Slow Motion
    39:04 The Silence That Broke Our Family
    42:12 Losing My Dog Right After Losing Him
    45:03 When Grief Turned Into Anger
    48:29 The Diagnosis That Came Next
    51:42 Stage Four Pancreatic Cancer
    54:56 “I Don’t Want To Fight Anymore”
    58:08 Learning To Let Go

    Guest Info:
    IG: @shay_weston_ (https://www.instagram.com/shay_weston_/)

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About 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.
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