Sean Penn
Mentioned in 33 analyzed podcast episodes across 10 shows
Two-time Academy Award-winning actor currently in awards season consideration for his role in "One Battle After Another," where he's competing for Best Supporting Actor with significant industry backing and a BAFTA win. He is also noted for a 2015 meeting with drug lord El Chapo, which he documented in a Rolling Stone article and was subject to federal tracking by HSI agents.
Appears On
Episode Appearances
Unspooled · May 21, 2026
Top Secret! (with Ed Helms)
“Co-starred with Val Kilmer in off-Broadway play Slab Boys where Kilmer was discovered for Top Secret!”
Fly on the Wall with Dana Carvey and David Spade · May 18, 2026
Have Roasts Gone Too Far?
“Mentioned in anecdote about living in airstream in Malibu after house fire”
Unspooled · May 7, 2026
The Secret Life of Walter Mitty
“Played photographer Sean in the film; represents the idealized version of living authentically without digital distraction”
The Smoking Tire · Apr 28, 2026
Comedian Abbas Wahab
“Referenced for smoking at Oscars; discussed as example of privilege allowing rule-breaking at high status levels”
The Confused Breakfast · Apr 27, 2026
BRUNCH: F1, Noah Kahan, Carlito's Way, DTF STL, Zach Galifianakis and more
“Delivers praised performance in 'Carlito's Way' as character Scobie Banes”
Nashville's Morning News with Dan Mandis · Apr 15, 2026
Hour 2 of NMN, TN and Marijuana + Trump Critics
“Actor discussed for his role as Jeff Spicoli in Fast Times at Ridgemont High and current public persona”
PBS News Hour - Full Show · Apr 7, 2026
Patrick Radden Keefe on finding great stories
“Conducted the only major interview with El Chapo, which Keefe declined to ghostwrite memoir for”
Kinda Funny Gamescast: Video Game Podcast · Apr 3, 2026
The Best PS5 Games of All Time - Kinda Funny Gamescast
“Mentioned in context of Oscars presentation and Ukraine president meeting”
Kinda Funny Gamescast: Video Game Podcast · Apr 3, 2026
The Best PS5 Games of All Time - Kinda Funny Gamescast
“Referenced in context of Oscars presentation and Ukraine president meeting”
Unspooled · Apr 2, 2026
Team America: World Police
“Parodied in Team America; wrote lengthy response letter criticizing Parker and Stone for encouraging voter apathy; known for political activism”
SmartLess · Mar 30, 2026
"Elle Fanning"
“Starred in 'I Am Sam' where young Elle Fanning played her sister Dakota's younger version in flashback scenes”
Conan O’Brien Needs A Friend · Mar 30, 2026
Arsenio Hall
“Appeared on Hall's show during 1992 LA riots episode; brought unidentified guest that Paramount's lawyer restricted.”
The Bonfire with Big Jay Oakerson and Robert Kelly · Mar 19, 2026
Bog Monster
“Discussed in relation to past relationship with Madonna and personality traits”
Blank Check with Griffin & David · Mar 17, 2026
Critical Darlings: The 2026 Oscars Ceremony with Griffin Newman
“Won Best Supporting Actor for Sinners but did not attend ceremony; absent from all precursor events”
Juicy Scoop with Heather McDonald · Mar 17, 2026
Adrianne Curry Interview and Oscar’s Hits and Misses
“Won Oscar but was absent, reportedly in Ukraine doing humanitarian work”
Fly on the Wall with Dana Carvey and David Spade · Mar 16, 2026
We tried to go LIVE on YouTube to Talk Oscars
“Discussed for being in Ukraine instead of attending Oscars, representing cool detachment from awards”

Kermode & Mayo’s Take · Mar 16, 2026
Oscars Schmoscars 2026
“Won Best Supporting Actor for 'One Battle After Another' but wasn't present”

IndieWire: Screen Talk · Mar 13, 2026
Praise for "Project Hail Mary"; Predicting the Oscar Shorts; SXSW Preview
“Predicted Oscar winner for Best Actor, expected to win mainstream voter support”
Blank Check with Griffin & David · Mar 12, 2026
Critical Darlings: One Battle After Another And Oscar Predictions with David Sims
“Supporting Actor nominee for One Battle After Another; discussed as potential third Oscar winner”

Kermode & Mayo’s Take · Mar 9, 2026
Take Ultra preview - A look ahead to the Oscars
“Actor competing in Best Supporting Actor for 'One Battle After Another'”

IndieWire: Screen Talk · Mar 6, 2026
The Bride! Reactions + Oscars 2026: Can Sinners Upset One Battle After Another?
“Two-time Oscar winner competing in Supporting Actor category despite voter ambivalence”
Blank Check with Griffin & David · Mar 1, 2026
The Eleventh Annual Blank Check Awards with Joe Reid
“Actor in One Battle After Another, competing for Best Supporting Actor with strong industry support”

IndieWire: Screen Talk · Feb 27, 2026
Paramount Trumps Netflix in Warner Bros. Sale; BAFTA’s Complex Controversy; Anticipating the Actor Awards
“Won BAFTA for supporting actor, discussed as controversial figure for potential Oscar win”
The Hidden Third · Feb 4, 2026
Retired ICE Agent | The Hidden Third with Mariana van Zeller
“Actor who met with El Chapo in 2015 with actress Kate del Castillo; meeting tracked by HSI; published Rolling Stone article day after second capture”
Permission To Speak Freely · Feb 2, 2026
Episode 177 | "I Was a Good Sailor, I Promise" (Feat. Madison Farr)
“Actor nominated for 'One Battle After Another'; discussed regarding Oscar nomination categories”
The Matt Walsh Show · Jan 29, 2026
Friendly Fire: ICE. Ice. (And The Oscars) Baby.
“Actor in One Battle After Another portrayed as villain representing law enforcement and white supremacy”
Bad Friends · Jan 26, 2026
Bobby's Flu Game w/ Tom Segura
“Actor discussed for his performance in recent film 'At Eternity's Gate'; praised for exceptional acting ability”
The Joe Rogan Experience · Jan 14, 2026
#2438 - John Mellencamp
“Actor and friend who encouraged Mellencamp to pursue greatest hits tour despite initial reluctance”
Trash Taste Podcast · Dec 19, 2025
Our Favorite Things of 2025 | Trash Taste #287
“Actor in Killers of the Flower Moon, discussed as reason the film succeeds with intense character portrayal”
Giggly Squad · Dec 9, 2025
Giggling about sexting, scarves, and side parts
“Paired with Julia Roberts in Vanity Fair interview; hosts questioned pairing chemistry and relevance”
Trash Taste Podcast · Nov 28, 2025
You NEED to Stop Skipping Anime Movies | Trash Taste #284
“Actor mentioned as delivering terrifying performance in One Battle After Another film”
Unblinded with Sean Callagy · Nov 25, 2025
Charlie Sheen Unfiltered: Life Lessons from Fame, Failure & Redemption
“Childhood friend of Charlie Sheen; collaborated on Super 8 films during their youth in the Philippines”
Bad Friends · Oct 13, 2025
Yellow Peril & Cave Butter
“Mentioned as childhood friend of Charlie Sheen making films in Malibu”