Barry Oberholzer has interviewed everyone else from a helicopter. Now the tables are turned.

He's been a confidential informant for U.S. intelligence, a sanction buster moving $2 billion in Iranian deals, and a prisoner in two countries. He spent 97 days in solitary confinement. He was burned by the very governments he served. And he came back.

In this episode, Barry sits in the guest seat for the first time and tells his own story: the arrests, the prison time, the isolation, the betrayal, and the choice to rebuild.

From the cells of South Africa to the federal prison in Sheridan, Oregon, this is the full unfiltered account of what it took to survive and what it cost to come back.

"Comebacks are hard, but comebacks are doable."

The Flying Felon is the world's first podcast in the sky.

No scripts. No rules. Raw truth. Real redemption.

IN THIS EPISODE:

- The wire fraud case, the DOJ, and the plea deal

- Entering federal prison: Sheridan, Oregon and the Birdcage

- Race segregation, prison economics, and the phone raid

- 97 days in solitary confinement — and the first sunlight after- Unsent letters and surviving inhumane conditions

- Transfers, Victorville, and violence inside

- The Iran connection: sanction busting and $2 billion deals- "Just a chess piece": the U.S. government's double game

- South Africa: the bribe, the burn notice, and the second arrest- The old prison: the overdose plan and the family visit

- The Gulfstream extraction: DHS gets him out

- The tech startup con, the lawsuit, and why The Flying Felon exists

Follow The Flying Felon:

Instagram: @theflyingfelon

TikTok: @theflyingfelon

YouTube: @TheFlyingFelon

The Flying Felon is a conversation series about redemption, resilience, and real life. Filmed entirely in real helicopter flight. No studio. No scripts. No rules.

You've heard Barry Oberholzer interview some of the most famous people in the world while piloting a helicopter.

Millions of views. A celebrity podcast unlike anything on the internet.

But no one has ever known the real story behind the host.Until now.

Barry Oberholzer — helicopter pilot, celebrity podcast host, The Flying Felon — lived a double life for over a decade as a confidential informant working counterintelligence for some of the most powerful agencies in the world:

→ FBI Joint Terrorism Task Force (JTTF)

→ Homeland Security Investigations (DHS-HSI)

→ Defense Criminal Investigative Service (DOD-DCIS)

→ HM Revenue & Customs Intelligence (United Kingdom)

→ Belgium Customs Intelligence

He smuggled hundreds of millions of dollars in cigarettes, narcotics, and helicopters around the world.

This man knows high stakes. He's been arrested. Spent 97 days in solitary confinement. And was used as a government chess piece by the very agencies he served.

This is Barry's untold story. Never told publicly. Never on camera.

Until this episode.

The Flying Felon is the first interview series in the sky where the people you think you know finally tell the truth. Now, for the first time, the host tells his.

Find the full video experience on YT: Search "The Flying Felon" to watch. Otherwise, catch us next week for the full story on audio here!

Lamar Odom joins The Flying Felon in the sky over Los Angeles for a raw conversation about cocaine, brothels, God, basketball, and the second chance that changed his life.

He opens up about addiction, sobriety, Kobe Bryant, Khloe Kardashian, fatherhood, faith, and learning to rebuild after nearly losing everything.

From NBA championships and the Kardashian spotlight to survival, recovery, and winning after basketball, Lamar reflects on the losses that became lessons and the legacy he is still building beyond the headlines.

The Flying Felon is a conversation series about redemption, resilience, and real life. Filmed entirely in real helicopter flight. No studio. No scripts. No rules.

She lived the headlines. She carried the family. Then came the call that changed everything.

Savannah Chrisley has spent years fighting for the people she loves while the world watched, judged, and debated her family’s story in public. After Todd and Julie Chrisley went away, Savannah was forced into a role she never expected: daughter, protector, and the person trying to hold everything together.

In this episode of The Flying Felon, Savannah opens up about the emotional reality behind the Chrisley story, the family separation, the pressure of public judgment, and the moment her family’s life changed forever.

This isn’t just a reality TV story. This is a story about family, faith, pressure, public perception, and what it takes to keep going when everyone thinks they already know the truth.

DESCRIPTION:

Nikki Garcia (Nikki Bella of the Bella Twins) opens up about identity, motherhood, heartbreak, and what it really takes to come back after losing yourself.

Most people know Nikki as fearless. A WWE icon. A global brand. The woman who built an empire.

But thousands of feet in the air, a different side of her shows up.

In this episode of The Flying Felon, Nikki talks about the reality behind success as a woman, how motherhood changed her identity, and what it felt like to look in the mirror and not recognize herself anymore.

From being told her wrestling career was over after breaking her neck, to navigating a public divorce and rebuilding her life as a single mother, Nikki reflects on what it means to lose yourself… and find your way back.

She opens up about online hate, the pressure of living in the spotlight, faith, resilience, and why she believes everything changes when you finally start walking in your truth.

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:

> “that’s it. No more.” And being told her career was over after breaking her neck.

> “I just didn’t recognize myself anymore.” Losing her identity after motherhood and divorce.

> The mindset that brought her back to herself

> The truth about online hate and public perception> Faith, surrender, and rebuilding from rock bottom

RESOURCES + LINKS

Instagram: https://www.instagram.com/theflyingfelon 

YouTube: https://www.youtube.com/@theflyingfelon

CHAPTERS (timestamps):

00:00 Empowerment, Success & Being a Woman in WME

04:29 Introducing Nikki Garcia (Bella Twins, WWE Career)

07:42 What Defined Her Career & Breaking Barriers

10:38 Breaking Her Neck & Being Told “That’s It. No More.”

14:42 “I’m Not Gonna Give Up” and the Comeback Mindset

18:11 Losing Herself After Marriage & Motherhood

23:03 Being a Single Mom & Raising Her Son

25:44 Online Hate, Trolls & Public Judgment

33:50 Social Media, Energy & Protecting Her Peace

35:16 Faith, Divorce & Hitting Rock Bottom

39:12 Surrender, Signs & Finding Her Way Back

43:35 What She Still Wants + The Legacy She’ll Leave

51:02 The Flying Felon Bench Ride

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

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

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.

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 takeoff
• Arrivals, nerves, and first impressions
• A safety briefing that becomes something else
• Takeoff across 14 different lives
• Unfiltered conversations at altitude
• Faith, fame, social media, addiction, loss, prison, and rebuilding
• Bench rides, pull-ups, and pushing past fear

CHAPTERS: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  

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 fires
• Marriage under public pressure
• Honesty, beauty, and nearly dying after surgery
• Defining legacy beyond fame

CHAPTERS: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