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Joe Rogan · 2025-03-28 · 2h 51m

Joe Rogan Experience #2296 - Big Jay Oakerson

Joe Rogan and comedian Big Jay Oakerson trade decades of standup war stories, celebrity whiffs, and rants about woke comedy, fame, and fighting.

Joe Rogan Experience #2296 - Big Jay Oakerson
The guest

Big Jay Oakerson — A veteran New York standup comedian known for his crowd work, the Legion of Skanks podcast, and Skankfest. He has performed for roughly 27 years and built his career through the comedy-club circuit rather than TV.

The gist

This is a loose, anecdote-driven conversation between two longtime standups rather than a topical interview. Big Jay and Joe reminisce about the 1990s sitcom-chasing era of comedy, the 'velvet prison' of writing gigs, and why staying on the road and in small clubs keeps a comic sharp. They riff at length on bombing, hecklers, and viral comedy meltdowns, and push back hard on the idea that comedy should exist to advance social justice. The back half turns to celebrity encounters (many of them awkward whiffs), child stars who never turn out normal, and a long string of fight and self-defense stories, including the dangers of street fights and the 'crazy need for justice' that fuels revenge movies. Throughout, both comics mock performative outrage, fake toughness, and the gap between how people remember confrontations and what actually happened.

Big reveals

  • Big Jay says he asked a club to take him off the schedule after a crowd turned on him for using the word 'Asian' and then 'retarded' to a heckler.
  • Joe recounts being discovered in Boston by his future manager during a guest spot he wasn't even supposed to do, which led to his move to New York.
  • Joe explains he never wanted to act; News Radio just happened, and he only stayed in LA because he was locked into an apartment lease.
  • Big Jay tells the story of whiffing a planned line on Jennifer Lopez on the Hustlers set, who responded 'Excuse me?' and rolled her eyes.
  • Both agree the Tom Brady roast was the 'final nail in the coffin of woke comedy.'
  • Big Jay says a diner couple he tried to stop from groping branded him transphobic; he insists he thought it was a straight couple and wouldn't have cared either way.
  • Joe admits to a road-rage knockout, then his girlfriend's 'what if you killed him?' reframed how he thinks about throwing punches.
  • Big Jay and Joe rip the Hannah Gadsby argument that comedy must move society forward, calling it the view of people 'who aren't funny.'

Things worth remembering

  • Black Rifle Coffee's energy drink is pitched with 200mg of naturally sourced caffeine, zero sugar, in flavors like Project Mango and Freedom Punch.
  • Columbia House peaked in 1994 at 15.1% of all CD sales with around 10 million members.
  • Joe's uncle was an artist who painted KISS album covers, and a young Joe met Ace Frehley with no makeup on at the office.
  • Greg Fitzsimmons kept doing standup through his writing gigs, so writers' strikes never threatened his touring income.
  • Joe recalls Chris Farley on the News Radio set near the end of his life, with skin 'like wet gray cardboard'; Farley died December 1997.
  • Big Jay marvels that Kimbo Slice had the courage to enter the UFC with almost no grappling against jiu-jitsu black belt Roy Nelson.
  • Mirko Cro Cop is credited as the first elite kickboxer to dominate in MMA, famous for body kicks that buried his shin into opponents' ribs.
  • Jennifer Lopez was reportedly 50 years old while filming Hustlers, a fact both find astonishing.
  • Joe's recurring life lesson: 'Just because it's hard to do doesn't mean it's good to do' (e.g. Everest's dead bodies).
  • Both conclude there is essentially no child star who comes out of early fame fully normal.

Recommended in this episode

Books, products and media the guest or host genuinely endorsed here — with the buy link.

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RecommendedMedia

Sisu

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“Did you ever see Sisu? No. I think it's my f It's next to John Wick. It's probably right up there with John Wick as my favorite revenge movie of all time.” — Big Jay Oakerson 01:53:25
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John Wick

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“It's next to John Wick. It's probably right up there with John Wick as my favorite revenge movie of all time.” — Big Jay Oakerson 01:53:25
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Them (Big Jay Oakerson crowd work special)

Big Jay Oakerson

“Can I plug uh please do my uh first half of double crowd work special uh them is currently out. Second half they is coming at 420” — Big Jay Oakerson 02:49:40
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Legion of Skanks

Big Jay Oakerson, Luis J. Gomez, Dave Smith

“And then Legion of Skanks, too. like what what Lewis and you guys and Dave what you guys have done is so interesting” — Joe Rogan 01:59:34
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Z-Rock

IFC (inferred)

“And I ended up sit on on a show for two years... It's called Z-Rock. It was a IFC show.” — Big Jay Oakerson 01:32:09
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