PodcastsBusinessThe Rollercoaster Podcast

The Rollercoaster Podcast

Tyler Hall
The Rollercoaster Podcast
Latest episode

139 episodes

  • The Rollercoaster Podcast

    I Lost My Mother at 17 and Then I Lost My Way...

    17/2/2026 | 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 of a culture that told him showing emotion was a fatal weakness.

    We dive deep into the day he lost his mother to cancer at 17 and the decade-long spiral into addiction and homelessness that followed. This conversation is about childhood abuse, grief, the cycle of trauma, and the miracle of finding a path forward when you’ve hit absolute rock bottom.

    If you’ve ever felt like you weren’t enough, Willie’s transformation is your wake-up call.

    Watch now and share this with someone who needs to feel less alone.

    Key Moments:
    0:00 I Watched Him Beat My Mother
    4:05 The Beliefs I Had to Unlearn
    6:40 My Earliest Memory of Abuse
    9:04 Running Away to Survive Another Day
    11:08 Chased Down by a Truck in a Field
    13:59 Contemplating the Road to End the Pain
    18:51 Breaking the Cycle with My Own Kids
    21:29 How Childhood Trauma Shows Up in Marriage
    24:58 Meeting Wayne: What a Real Man Looks Like
    28:45 Moving in While My Mom Fought Stage 4 Cancer
    32:36 Your Mom Passed Away This Morning
    34:54 Walking into a House That Felt Cold
    38:09 Just Keep Moving. Don't Show Emotion.
    42:49 The Spiral into Drugs and Alcohol
    46:03 Finally Loving the Man in the Mirror

    Guest Info:
    IG: @willie.wolfgramm (https://www.instagram.com/willie.wolfgramm/)
    LinkedIn: https://www.linkedin.com/in/willie-wolfgramm-a95127a4
  • The Rollercoaster Podcast

    Doctors Said It Was Our Marriage...The Truth Was Much Worse

    10/2/2026 | 1h 4 mins.
    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 being told it was “just a marriage problem.”

    Lindsay takes us inside the breaking point, the night she said she was done, the hospital room where everything finally made sense, and the quiet moment at home when she realised she had become a full-time caregiver overnight.

    This conversation is about invisible illness, caregiver burnout, faith, resilience, and what it really means to stay when walking away would be easier.

    If you’ve ever felt alone in your marriage, your faith, or your fight, this episode will sit with you.

    Watch now and share this with someone who needs to feel less alone.

    Key Moments:
    0:00 When My Husband Suddenly Wasn’t Himself
    3:12 The First Sign Something Was Seriously Wrong
    6:01 Walking On Eggshells Inside Our Own Home
    9:07 The Moment I Thought About Leaving
    12:55 Doctors Couldn’t Explain His Rage
    16:24 The Hospital Call That Changed Everything
    19:58 “Your Husband Has A Broken Brain”
    23:41 When MS Explained The Personality Shift
    27:18 Becoming A Full-Time Caregiver Overnight
    30:47 The Day I Realised I Was Completely Alone
    34:26 When Faith Was The Only Thing Left
    38:02 Two Years Of Crying Every Single Day
    41:55 What Caregiver Burnout Really Looks Like
    45:36 Why Assisted Living Saved Our Family
    49:12 The Reality Of Loving Someone With MS
    52:58 Why I Started Sharing This Online
    56:21 The Messages That Proved I Wasn’t Alone
    59:44 “Alone Doesn’t Have To Mean Lonely”

    Guest Info:
    IG: @lewkelly06 (https://www.instagram.com/lewkelly06/)
  • 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/)

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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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