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The Rollercoaster Podcast

The Rollercoaster Podcast

By: Tyler Hall
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About this listen

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.

Tyler Hall
Personal Development Personal Success
Episodes
  • I Lost My Mother at 17 and Then I Lost My Way...
    Feb 17 2026

    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

    Show More Show Less
    49 mins
  • Doctors Said It Was Our Marriage...The Truth Was Much Worse
    Feb 10 2026

    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/)

    Show More Show Less
    1 hr and 4 mins
  • I Drove to the Mountain to End My Life But Then This Happened
    Jan 27 2026

    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

    Show More Show Less
    56 mins
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