The Flying Felon

Barry Oberholzer

World’s first in-flight show. No scripts. No ground rules. Just raw truth.

Episodes

  1. Harry Jowsey on Quick Fame, Losing $250k Overnight & Life After Reality TV

    1 DAY AGO

    Harry Jowsey on Quick Fame, Losing $250k Overnight & Life After Reality TV

    DESCRIPTION: Harry Jowsey opens up about fame, grief, public mistakes, and what it really means to love in public. Most people know Harry as the chaos of reality TV. The heartbreaker. The viral moments. The headlines. But thousands of feet in the air, a different side of him shows up.In this episode of The Flying Felon, Harry talks about the reality behind overnight fame, how public mistakes shaped him, and why making people laugh became his way of coping with grief after losing his father. From getting kicked out of school twice in Australia to becoming one of the most recognizable faces in reality TV, Harry reflects on the strange journey of building a life in public. He opens up about online hate, the pressure of living under constant judgment, chasing acting dreams, and why he believes fame, followers, and attention are all rented. The Flying Felon is a conversation series about redemption, resilience, and real life. We give people the space to tell their story after the world has already decided who they are. Filmed entirely in real helicopter flight. No studio. No scripts. No rules. HIGHLIGHTS: - “It’s all controlled chaos.” - Growing up as the class clown who got kicked out of school twice - Why online hate used to affect him deeply- Losing his father and realizing he never processed the grief - Harry’s biggest misconception people have about him - The wild experience of doing an interview in a helicopter CHAPTERS: 00:00 “You are in an action movie.” 02:43 From Australian Farm Boy to Reality TV Fame 03:56 Becoming an Amplified Version of Himself 05:20 Quick Fame During COVID 08:27 Getting Kicked Out of School Twice 10:04 Public Mistakes, Accountability & Losing $250k 12:39 The Proudest Moment of His Success 14:02 Losing His Father & Processing Grief 16:05 Why He Got Into Entertainment 18:01 Acting, Movies & Life After Reality TV 28:38 The Biggest Misconception About Harry 41:48 The Legacy Harry Wants to Leave Behind RESOURCES + LINKS Instagram: https://www.instagram.com/theflyingfelon YouTube: https://www.youtube.com/@theflyingfelon

    48 min
  2. Blac Chyna on Sobriety, Quitting OnlyFans & Becoming Angela White | The Flying Felon

    27 FEB

    Blac Chyna on Sobriety, Quitting OnlyFans & Becoming Angela White | The Flying Felon

    DESCRIPTION: Blac Chyna opens up about sobriety, quitting OnlyFans, reversing surgeries, and becoming Angela White. Want to join the millions of others who have watched our show? Make sure to subscribe to our YouTube channel so you don’t miss any new stories of redemption, resilience, and truth at 1,000 feet. Blac Chyna joins us for one of the most honest conversations she’s ever had publicly. Filmed in the world’s first helicopter interview series, this episode captures the woman the world once knew as Blac Chyna, now Angela White, reflecting on sobriety, OnlyFans, illegal cosmetic procedures, public legal battles, faith, and motherhood. From being one of the biggest OnlyFans creators in the world to walking away from alcohol and getting baptized on her birthday, she opens up about what it really means to change your life in public. She speaks candidly about being a high-functioning alcoholic, reversing dangerous surgeries, scaring herself into sobriety, quitting OnlyFans at the top, and choosing discipline over chaos. The Flying Felon is the first interview series ever filmed entirely in real helicopter flight: no studio, no scripts, no rules. Topics include: high-functioning alcoholism, binge drinking and sobriety, reversing illegal injections, quitting OnlyFans, baptism and faith, Christian leadership school, motherhood without a nanny, co-parenting and healing, Blac Chyna vs Angela White, and redefining legacy. HIGHLIGHTS: > “As soon as the door closed… where’s the bottle?” > “I was a very high-functioning alcoholic.” > Reversing illegal cosmetic procedures > Quitting OnlyFans at the top > Getting baptized on her birthday > Motherhood without a nanny > “If you don’t like your story… you can literally change it.” RESOURCES + LINKS Instagram: https://www.instagram.com/theflyingfelon  YouTube: https://www.youtube.com/@theflyingfelon CHAPTERS: 00:00 Intro. “This is the dopest thing ever.” 03:27 1,181 Days Sober 04:21 From Dancer to Influence 09:40 Reversing Illegal Surgeries 11:10 Baptized on Her Birthday 12:29 Quitting OnlyFans at the Top 16:53 High-Functioning Alcoholic 17:18 “Where’s the Bottle?” 21:33 The Breaking Point 25:19 Christian Leadership School 29:25 Motherhood Without a Nanny 31:09 Co-Parenting + Healing with Family 38:03 Blac Chyna vs Angela White 40:52 What She Wants Her Legacy to Be 50:53 The Flying Felon Experience

    55 min
  3. Allen Iverson Interview on God, Sobriety, and the NBA | The Flying Felon

    13 FEB

    Allen Iverson Interview on God, Sobriety, and the NBA | The Flying Felon

    Allen Iverson takes off for one of the most revealing interviews of his life. Filmed in the world’s first helicopter interview series, this conversation captures the 11-time NBA All-Star, 2001 MVP, and Hall of Famer reflecting on faith, financial pressure, marriage, sobriety, and the identity battles that defined his career.From facing Michael Jordan as a young star to fighting to rebuild his marriage after divorce, Iverson opens up about the burden of trying to take care of everyone, the cost of never saying no, and the clarity that came when he chose sobriety.He speaks candidly about being labeled, misunderstood, and airbrushed out of his own identity during the NBA dress code era, and why protecting who you are matters more than protecting perception.The Flying Felon is the first interview series ever filmed entirely in real helicopter flight: no studio, no scripts, no rules.Topics include: faith and resilience, financial pressure and learning to say no, marriage, divorce, and reconciliation, sobriety and personal change, the NBA dress code controversy, facing Michael Jordan, fatherhood and raising five children, and being remembered for heart.HIGHLIGHTS:- First helicopter experience - Why he released Misunderstood at 50 - Fighting to win his wife back- Choosing sobriety and finding clarity- “They wanted my talent, not my identity.”- The loneliest season of his life- Why he believes he didn’t waste his gift- Living, laughing, lovingCHAPTERS:00:00 Hot mic moments + first helicopter flight05:17 Meet Allen Iverson06:08 Faith, resilience, and releasing his story12:22 Fame, labels, and media narratives16:01 Facing Michael Jordan16:50 Financial pressure and learning to say “no”19:44 Fatherhood and raising five kids22:27 Marriage, divorce, and rebuilding trust23:57 Sobriety and personal change29:32 Identity vs the NBA dress code era31:32 The loneliest chapter of his life33:20 Legacy, peace, and being remembered39:47 Post-flight reflectionsRESOURCES + LINKSInstagram: https://www.instagram.com/theflyingfelon YouTube: https://www.youtube.com/@theflyingfelonAllen Iverson’s Book: Misunderstood → https://amzn.to/4kBj45NWatch his documentary “ALLEN IV3RSON” on Amazon Prime.

    42 min
  4. Season Trailer | 14 Guests. 2 Helicopters. No ground rules. | The Flying Felon

    SEASON 1 TRAILER

    Season Trailer | 14 Guests. 2 Helicopters. No ground rules. | The Flying Felon

    A first look at The Flying Felon, told through moments from 14 flights with some of the world’s most iconic guests. Watch as famous athletes, artists, entertainers, and cultural figures speak candidly about fame, social media, growing up misunderstood, divorce, addiction, faith, loss, near-death moments, prison, rebuilding after devastation, and what it actually takes to survive in the public eye.Filmed entirely in real flight, The Flying Felon is the world’s first in-flight interview series, captured cinematically without studios or scripts.HIGHLIGHTS: Hot mic moments before takeoffArrivals, nerves, and first impressionsA safety briefing that becomes something elseTakeoff across 14 different livesUnfiltered conversations at altitudeFaith, fame, social media, addiction, loss, prison, and rebuildingBench rides, pull-ups, and pushing past fearCHAPTERS:00:00 Hot mic moments • Season One opens01:11 The tone begins to shift02:05 The Flying Felon02:22 Arrivals, trailer conversations and safety briefings03:03 Gearing up • entering the helicopter03:13 Takeoff (all guests)03:24 In the air • first reactions and conversations04:05 Conversations deepen • what this show really is07:49 Landing • bench rides and pushing the edgeRESOURCES + LINKSInstagram:   / theflyingfelon   YouTube:    / @theflyingfelon

    8 min
  5. Heidi Montag on Fame, Faith, and Losing Everything in the Palisades Fires | The Flying Felon

    8 FEB

    Heidi Montag on Fame, Faith, and Losing Everything in the Palisades Fires | The Flying Felon

    Heidi Montag opens up about fame, faith, public judgment, and the parts of her life most people never saw. From becoming one of the first reality TV stars to navigating criticism, loss, and rebuilding after the Palisades fires, Heidi reflects on identity, resilience, and what it means to keep going while the world is still watching.She speaks candidly about her marriage to Spencer Pratt, their shared Christian faith, the cost of being misunderstood in the public eye, and how belief, marriage, and conviction carried them through financial loss, public scrutiny, and starting over without disappearing.Topics include: reality TV, celebrity culture, marriage, Christian faith, public judgment, grief, resilience, and rebuilding after loss.HIGHLIGHTS: Fame before social media and losing control of your story Faith when the world turns against you Losing her home in the Palisades firesMarriage under public pressure Honesty, beauty, and nearly dying after surgery Defining legacy beyond fameCHAPTERS:00:00 Hot mic moments before takeoff01:18 Safety briefing and first flight nerves03:25 Fame before social media and losing control of the narrative09:05 Faith when the world turns against you11:10 Losing her home in the Palisades fires17:40 The fight for accountability23:05 Flying over the devastation and seeing the loss firsthand29:15 Why rebuilding feels impossible37:20 Music, marriage, and rising again after loss47:35 Plastic surgery, honesty, and nearly dying55:40 Defining legacy beyond fameRESOURCES + LINKSInstagram:   / theflyingfelon   YouTube:    / @theflyingfelon  Spencer Pratt’s New Book: The Guy You Loved to Hate: https://amzn.to/3Nws4wlAnd check out Heidi Montag’s new album coming soon!‪@HeidiMontagMusic‬

    1 hr

Trailer

About

World’s first in-flight show. No scripts. No ground rules. Just raw truth.

Information

  • Creator
    Barry Oberholzer
  • Years Active
    2025 - 2026
  • Episodes
    5
  • Rating
    Explicit
  • Copyright
    © Barry Oberholzer
  • Show Website
    The Flying Felon