FLYTclub

Barry Oberholzer

Welcome to The Club Above, where we like to change your perspective. 🚁☁️ This is what we like to call "above ordinary" access to the best of the best... the world champions, the GOAT athletes, the cultural icons, and the business elite. We're here to share unforgettable interviews, badass helicopters, and unreal experiences in a way you've never seen before. Want to be a part of our FLYTclub? Subscribe now. (Previously The Flying Felon.)

  1. Oct 6

    Tiffany Haddish Flies Over Her Past: “I Was Homeless… And Trying to Hide It”

    Tiffany Haddish was living in her car—and timing her arrival at comedy clubs so nobody would notice. Then Kevin Hart pulled up alongside her.Flying above Los Angeles with Barry Oberholzer, Tiffany revisits the neighborhoods that shaped her and opens up about homelessness, childhood trauma, and building a life she finally feels safe in.She shares the advice Kevin Hart gave her, how she found her way into stand-up, and why turning painful experiences into comedy became a way to heal.Plus: why she married herself, her honest thoughts on dating and celibacy, what winning an Emmy actually felt like, and the hilarious Will Smith phone call that landed her in Bad Boys: Ride or Die.From living in her car to flying over properties she owns, Tiffany’s story comes full circle—with plenty of laughter along the way.CHAPTERS00:00 Preview & Taking Her Friends to Africa01:48 Why Tiffany Married Herself07:16 Childhood Trauma & Turning Pain Into Comedy11:51 Homelessness, Kevin Hart & Finding Stand-Up16:30 Winning an Emmy & What Actually Matters21:41 Dating, Celibacy & Protecting Her Energy23:33 Flying Over LA, Buying Property & Returning to Africa34:49 Women in Comedy, Will Smith & Bad Boys47:37 Her Legacy & Building a Community Grocery StoreWhich part of Tiffany’s story stayed with you? Tell us in the comments.Subscribe to FlytClub for more conversations with extraordinary people above the clouds.Follow on Instagram: @flytclubofficial#TiffanyHaddish #FlytClub #KevinHart

  2. Sep 17

    The Birdman Flies Again: Tony Hawk on the 900 and Everything After

    New DraftKings Customers turn five bucks into two hundred in total bonuses, paid over 21 days. The Crown Is Yours! Sign up using https://dkng.co/flytclub or through my promo code FLYTCLUB. #DKPartner Tony Hawk joins us in the cockpit for this episode of FlytClub, and he covers a lot of ground between takeoff and landing. He talks about growing up famous before social media existed, getting harassed at high school for skating while quietly flying across the country to sign autographs on weekends, and buying his first house at 17 while driving a Civic. He walks through the 1991 collapse of skateboarding that forced him to sell his second house, live on instant noodles and Taco Bell, and take odd jobs editing videos and consulting on Hollywood shoots. Then comes the turnaround: pulling equity out of his house to start Birdhouse, the X Games era, and the Activision deal where he turned down a $500,000 royalty buyout on a game that has since generated over $1 billion. He breaks down the night he landed the 900 at X Games 1999, trick by trick, including the fall that told him it was possible. He also talks about burnout in the late 80s when he started to hate what he loved, the femur break three and a half years ago that became his hardest recovery, the failed denim company that taught him he does not have the Midas touch, and what it is like to watch his grandson stand on a skateboard for the first time. Follow Tony! Instagram: https://www.instagram.com/tonyhawk?st... FLYTclub is a conversation series in the air. Chapters 0:00 From Outsider to Professional Skater 0:31 Comparing Legends: Skateboarding and Beyond 2:07 The Evolution of Skateboarding Culture 4:20 The Reality of Teenage Celebrity 6:59 Financial Hardships and Odd Jobs 12:30 The Birth of Birdhouse 25:21 Recovery and Resilience in the Fifties GAMBLING PROBLEM? CALL 1-800-GAMBLER or 1-800-MY-RESET, 800-327-5050/visit gamblinghelplinema.org (MA). Call 888-789-7777/visit ccpg.org (CT), mdgamblinghelp.org (MD), 800-981-0023 (PR). Wagering offered by DK Sportsbook: 21+. Present in most states. (18+ DC/NH/PR/WY). Void in CAN. On behalf of Boot Hill Casino (KS). Pass-thru of per wager tax may apply in IL. Event Trading offered by DraftKings Predictions, CFTC-registered: 18+. Trading involves risk of loss. Market availability varies. General: 1 per new DraftKings customer. $5+ deposit req. Trade $5 get $200 Prediction Dollars (1-year expiry); or bet $5 get $200 in Bonus Bets (7-day expiry and stake removed from payout). Rewards issued in $50 increments every 7 days via click-to-claim for 21 days. Click-to-claims expire 7 days after issuance. Rewards are non-withdrawable. 7 days = 168hrs. Predictions offer void in NY. Terms: dkng.co/offer. Ends 9/20/26 at 11:59 PM ET. Sponsored by DK.

  3. Sep 14

    Salamanca Hitman: Breaking Bad Destroyed My Old Life

    New DraftKings Customers turn five bucks into two hundred in total bonuses, paid over 21 days. The Crown Is Yours! Sign up using https://dkng.co/flytclub or through my promo code FLYTCLUB.Luis Moncada came to Los Angeles from Honduras in 1991, spoke no English, and got pulled into a gang by the first person at school who showed him respect. Three prison terms and roughly ten stints in LA county jail later, he threw his phone numbers in a trash can, walked across the line into the free world, and never went back. He now works as an actor, best known for Breaking Bad and Better Call Saul, and speaks to kids about the life he left.We talk about the hole, why prison gives you nothing, the $500 that started his career, getting shot by police in 1996, marrying a federal parole officer, and the tattoo on his eyelid.📱Follow FLYTclub onhttps://www.instagram.com/flytclubofficialhttps://www.tiktok.com/@flytclubofficialFollow Luis!Instagram: https://www.instagram.com/luis_moncada/TikTok: https://www.tiktok.com/@luis.moncada__FLYTclub is a conversation series in the air.Chapters0:00 Intro1:03 Honduras to South Central9:17 Security on a movie set20:18 Shot by the cops28:04 Marrying a parole officer41:10 Breaking Bad49:42 The tattoo on his eyelid55:27 Bench RideGAMBLING PROBLEM? CALL 1-800-GAMBLER or 1-800-MY-RESET, 800-327-5050/visit gamblinghelplinema.org (MA).Call 888-789-7777/visit ccpg.org (CT), mdgamblinghelp.org (MD), 800-981-0023 (PR).Wagering offered by DK Sportsbook: 21+. Present in most states. (18+ DC/NH/PR/WY). Void in CAN. On behalf of Boot Hill Casino (KS). Pass-thru of per wager tax may apply in IL.Event Trading offered by DraftKings Predictions, CFTC-registered: 18+. Trading involves risk of loss. Market availability varies. General: 1 per new DraftKings customer. $5+ deposit req. Trade $5 get $200 Prediction Dollars (1-year expiry); or bet $5 get $200 in Bonus Bets (7-day expiry and stake removed from payout). Rewards issued in $50 increments every 7 days via click-to-claim for 21 days. Click-to-claims expire 7 days after issuance. Rewards are non-withdrawable. 7 days = 168hrs. Predictions offer void in NY. Terms: dkng.co/offer. Ends 9/20/26 at 11:59 PM ET. Sponsored by DK.

  4. Sep 2

    Chuck Liddell: The UFC Legend and the Conversation That Ended His Career

    Game Day is coming! Get in on the fun now! Sign up using http://dkng.co/flytclub or through my promo code FLYTCLUB.If one interview changed how you saw a fighter, imagine what the next one will do. Subscribe now so you don’t miss the next one.Chuck Liddell is a big part of the reason anyone knows what the UFC is. Light heavyweight champion, Hall of Famer, the mohawk, the head tattoo, the name Dana White still gives when he is asked who the greatest ever is. In this episode of FLYTclub, Chuck opens up in the sky about his dad walking out when he was three, working the door outside bars, the accounting degree he never used, Tito Ortiz, Dana White, the last training camp, and the version of him almost nobody writes about: the dad at every single game.Subscribe for more raw, unfiltered conversations in the air: @FlytClubOfficialFLYTclub is a conversation series in the air.Timestamps:00:00 Intro02:00 Career & Kids06:54 How Did Your Childhood Shape You09:29 Skill For Fighting & The UFC12:26 Was UFC Financially Viable?14:35 The Big Leagues15:18 Rivalry With Tito Ortiz?20:00 Channeling Energy Into Business21:25 How Do You Deal With Fans24:02 Physical Toll From UFC28:32 Identity Loss31:51 Suppressing Emotion32:55 Faith39:42 Bench RideGAMBLING PROBLEM? CALL 1-800-GAMBLER or 1-800-MY-RESET, 800-327-5050 / visit http://gamblinghelplinema.org/ (MA).Call 888-789-7777 / visit http://ccpg.org/ (CT), http://mdgamblinghelp.org/ (MD), 800-981-0023 (PR).Wagering offered by DK Sportsbook: 21+. Present in most states. (18+ DC/NH/PR/WY). Void in CAN. On behalf of Boothill Casino (KS). Pass-thru of per wager tax may apply in IL. Free sports pools available nationwide. Event Trading offered by DraftKings Predictions, CFTC-registered: 18+. Trading involves risk of loss. Market availability varies. Predictions offer void in NY. Eligibility and other restrictions apply. Offer reqs. and rewards vary. Restrictions apply.Terms:http://dkng.co/offerEnds 9/2/26 at 11:59 PM ET.Sponsored by DraftKings.

  5. Jun 25

    FLYTclub | Barry Oberholzer as Host, Spy, and Prisoner

    Barry Oberholzer spent a decade as a confidential informant and counterintelligence operative for the Joint Terrorism Task Force, DHS, DOD, and UK Customs. He busted sanctions for Iran with the US government's knowledge, was arrested in South Africa, extracted by Homeland Security, and then sent to federal prison in America. In this episode of FLYTclub, the man who usually asks the questions finally answers them.The headlines told one version of the story. This conversation goes deeper.This is the man who sits across from celebrities, athletes, and public figures every episode. The man they trust enough to open up to. Because Barry hasn't just studied resilience. He's lived it. He's walked through the real fire. He spent 97 days in solitary confinement. He lost everything. And he built himself back from nothing. That's why guests feel safe enough to tell the truth in his helicopter. He holds space without judgment because he's been judged by everyone.From sanction-busting helicopter deals with Iran to solitary confinement, from a DHS-orchestrated extraction to a wire fraud conviction that cost him everything, Barry reflects on the versions of himself that died in prison, and the one that walked out and learned to fly."I think there's versions of you that die in prison that you'll never be able to recover, which is good in good spots."This is FLYTclub: the world's first podcast in the sky.IN THIS EPISODE:- The story behind the headlines everyone thought they understood- Ten years as a confidential informant for the US government- Sanction busting for Iran with the US government's knowledge- Two arrests in South Africa and a DHS-orchestrated extraction- 97 days in solitary confinement and the mental toll of isolation- The wire fraud conspiracy charge and a 15-month federal sentence- "You are used as a pawn. They make you believe you're the star player, but you're not."- The catheter incident that pushed him to his breaking point- Unsent letters to family from inside solitary- How prison changed him and the versions of himself that died- Why he started The Flying Felon (now FLYTclub) and what flying means now- "The world can end and I'll be okay" what resilience really looks like🔔 Subscribe for more raw, unfiltered conversations in the air: @FLYTclubofficial📲 Follow FLYTclub on https://www.instagram.com/flytclubofficial and https://www.tiktok.com/@flytclubofficialFLYTclub 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.00:00 Introduction: The Charges, The Prison, The Untold Story00:38 The Legal Battle: Wire Fraud, the DOJ & the Plea Deal10:10 Entering Prison: Sheridan, Oregon & The Birdcage16:49 Life Inside: Race Segregation & Prison Economics20:48 The Phone Raid: Sent to "The Hole"23:22 97 Days in Solitary Confinement28:57 First Sunlight: Rec Time After 97 Days35:13 Unsent Letters & The Catheter Incident41:52 Conair, Victorville & Violence in Prison46:51 Release & The Flying Felon Origin Story51:16 The Iran Connection: Sanction Busting & $2 Billion Deals1:06:04 South Africa: The Bribe, the Leak & the Burn Notice1:13:56 Second Arrest & Surviving a South African Prison1:28:29 The Old Prison: The Overdose Escape Plan1:41:11 The Family Visit, Bail & The Brother's Ride Home1:46:53 The Gulfstream Escape: DHS Extraction from South Africa2:01:04 The Tech Con, the Lawsuit & Why The Flying Felon (now FLYTclub) Exists

  6. Jun 11 ·  Bonus

    The Man Behind FLYTclub. Spy, Smuggler, and Flying Felon | Barry Oberholzer's Untold Story

    The host of the most unique celebrity podcast has been hiding the most insane true story you've never heard. You've watched Barry Oberholzer interview some of the most famous people in the world while piloting a helicopter. Millions of views. A show unlike anything else. But no one has ever known the real story behind the host. That changes on June 25th. 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 (HMRC) Intelligence (United Kingdom) → Belgium Customs Intelligence He smuggled hundreds of millions of dollars in cigarettes, narcotics, and helicopters around the world. This is a man who 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 the true story podcast episode that blows the lid off everything. Barry's story has never been told publicly. Until now. 🔔 The full episode drops soon. Subscribe now so you don't miss it! @FLYTclubofficial FLYTclub 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. 0:00 - Who Is Barry Oberholzer? 0:40 - From Helicopters to Narcotics 1:20 - Arrested & Used as a Government Chess Piece 2:00 - 97 Days in Solitary Confinement 2:30 - The Flying Felon Is Born #TheFlyingFelon #BarryOberholzer #ConfidentialInformant #HelicopterPilot #CelebrityPodcast #TrueStoryPodcast #CelebrityInterviewPodcast #Smuggler #Resilience #YouTubePodcast #Spy #ComebackStory

Trailer

Ratings & Reviews

5
out of 5
7 Ratings

About

Welcome to The Club Above, where we like to change your perspective. 🚁☁️ This is what we like to call "above ordinary" access to the best of the best... the world champions, the GOAT athletes, the cultural icons, and the business elite. We're here to share unforgettable interviews, badass helicopters, and unreal experiences in a way you've never seen before. Want to be a part of our FLYTclub? Subscribe now. (Previously The Flying Felon.)