Film credit
Brad Pitt
Also referred to as Pitt
Stats
- Episodes featuring their films
- 9
- Movies in this archive
- 10
Rewatchables episodes featuring Brad Pitt’s films
Once Upon a Time in Hollywood
2019 film
Bill Simmons · Sean Fennessey · Chris Ryan
Aired February 6, 2020
Mentioned in discussions
Casting What-Ifs
Costner and Travolta for Lovell; Pitt and Kilmer for Swigert
In the discussion (8)
- Costner is reported as the original Lovell choice — Bill Simmons
- Hanks is said to have declined Jumanji — Bill Simmons
- Travolta requested Lovell and was declined; Premiere is cited for losing Gene to Harris as well — Bill Simmons
- Cusack, Swayze, Pesci and Moranis are listed online for Fred Haise, with Pesci and Moranis explicitly doubted — Bill Simmons
- Brad Pitt reportedly chose Seven over Swigert — Bill Simmons
- Kilmer is also reported to have declined Swigert — Bill Simmons
- Sinise reportedly chose Mattingly when offered his pick of roles — Bill Simmons
- The Grammer and Christopher Lloyd stories for Gene are explicitly disbelieved — Bill Simmons
Flex pick · Mina Kimes
In the discussion (3)
- Van’s Damn He Got It list has five ranks: Larenz Tate in Love Jones fifth, Gosling in Drive fourth, Will Smith in Hitch third, Brad Pitt in Legends of the Fall second and Billy Dee Williams in Lady Sings the Blues first. Other Pitt roles are alternatives, not his selected entry. — Bill Simmons
- Redford and Clooney are additional examples; a debate compares Clooney’s fame and film choices with Gosling’s, then discusses late-blooming actors. — Bill Simmons
- Van recalls his father admiring Billy Dee Williams; the hosts discuss men openly acknowledging other men’s attractiveness and remember Colt 45 ads. — Bill Simmons
Casting What-Ifs
Gary Oldman, Orlando Bloom, Brad Pitt, and Jennifer Aniston appear in a detailed casting history.
In the discussion (6)
- Gary Oldman was considered for Melvin Belli but physical resemblance was an issue. — Sean Fennessey
- Orlando Bloom was lined up as an alternative Graysmith. — Sean Fennessey
- Jennifer Aniston reportedly recommended Gyllenhaal and Ruffalo to Fincher. — Sean Fennessey
- Aniston declined the Chloë Sevigny role. — Sean Fennessey
- Fincher wanted Brad Pitt for Avery before Robert Downey Jr. — Bill Simmons
- The panel prefers Downey’s fast, nervy energy for Avery. — Sean Fennessey
Who Won the Movie?
Joseph Kosinski (two choices); Brad Pitt (one choice)
In the discussion (3)
- Joseph Kosinski receives the first explicit winner choice. — Van Lathan
- Joseph Kosinski receives a second explicit choice and agreement that the film matters more to his stature than to its established star. — Bill Simmons
- Brad Pitt receives a dissenting final winner choice because the film confirms his renewed leading-man standing. — Bill Simmons
Podcast choices
- Speaker not identified
- Joseph Kosinski
- Speaker not identified
- Joseph Kosinski
Recasting Couch
Harrison Ford, Daniel Day-Lewis, Russell Crowe, Brad Pitt, and several current actors are considered by decade.
In the discussion (6)
- Harrison Ford is selected for a 1982 version. — Bill Simmons
- Daniel DeLewis is selected for 1992. — Bill Simmons
- Russell Crowe is selected for 2002. — Bill Simmons
- Brad Pitt is selected for 2012 over Damon. — Bill Simmons
- Chris Pratt, Hemsworth, Austin Butler, Michael B. Jordan, Denzel, Ryan Gosling, and Glenn Powell are considered for a current or alternate version. — Bill Simmons
- A British Jeremiah is strongly rejected. — Bill Simmons
In the discussion (3)
- James Gandolfini reportedly declined Trupo and is judged an excellent hypothetical choice — Bill Simmons
- Ray Liotta is mentioned as an earlier Richie possibility — Chris Ryan
- Brad Pitt and Eddie Murphy are mentioned as having had some connection to development — Bill Simmons
Recasting Couch
Gwyneth Paltrow; Polo as sister; Brad Pitt; Seth Rogen or Seth Green; Fincher horror version
In the discussion (5)
- A Fincher horror version is imagined; Spielberg might introduce parental adultery, but the actual director is considered the right fit. — Kyle Brandt
- Gwyneth Paltrow as Pam, with her real mother already playing Dina, is favored; Polo could become the sister. — Kyle Brandt
- Brad Pitt as Kevin could exaggerate the ex-boyfriend’s intimidating perfection, while Owen Wilson’s performance remains admired. — Kyle Brandt
- Young Seth Rogen is proposed for Pam’s younger brother. — Bill Simmons
- Seth Green is the other younger-brother choice. — Bill Simmons
Frat Boy Number One Award for Most Unexpected A-List Cameo
Kevin Costner as Frat Boy Number One
In the discussion (3)
- Kevin Costner as Frat Boy Number One is the example for the newly named unexpected-cameo category. — Bill Simmons
- Brad Pitt in No Way Out is offered as another movie to which the category could have applied. — Bill Simmons
- The name is debated: dropping Costner makes it shorter, but keeping cameo helps listeners understand the award. — Bill Simmons
Recasting Couch
Adam Driver; Michael Mann; present-day Glen Powell; California retained
In the discussion (3)
- Michael Mann and Brad Pitt might create a bigger, more psychologically detailed film; California remains necessary for the gang context. — Chris Ryan
- Pablo Schreiber, younger Gerard Butler and Hemsworth are considered; Reynolds and Gyllenhaal are doubted, Gosling floated, and Adam Driver becomes the preferred pick. — Chris Ryan
- Present-day Glen Powell is an additional attractive option, though too young at the original release. — Bill Simmons
Who Won the Movie?
Brad Pitt, final agreement after Brangelina and Aniston alternatives
In the discussion (3)
- The concept of Brangelina is the opening selection, allowed as a joint choice despite the relationship’s eventual end. — Chris Ryan
- Aniston is selected for her enduring success and highly paid work on The Morning Show. — Bill Simmons
- Pitt is proposed because he escaped being cast as the villain and began an excellent career run; the closing response accepts him as the answer.
Podcast choices
- Speaker not identified
- Brad Pitt
In the discussion (2)
- Doug Liman’s publicist is the joke nomination.
- Jolie is the substantive choice, praised for doing more than Pitt’s familiar charming persona and compared to Kathleen Turner in The War of the Roses. — Bill Simmons
Sequel, Prequel, Limited Series, or All-Black Remake
All-Black cast; Glover–Erskine series; unrealized Pitt–Jolie sequel
In the discussion (3)
- An all-Black cast is welcomed as a possibility. — Bill Simmons
- The planned Amazon version with Donald Glover is discussed: Phoebe Waller-Bridge departed, and Maya Erskine is identified as her replacement after an initial claim of limbo. — Bill Simmons
- Jolie reportedly said in 2010 that she and Pitt wanted a sequel but could not find a story; a sequel is considered potentially good for their careers. — Bill Simmons
Films in the archive
F1
2025
Fight Club
1999
Inglourious Basterds
2009
Legends of the Fall
1994
Moneyball
2011
Mr. and Mrs. Smith
2005
Ocean's Twelve
2004
Once Upon a Time in Hollywood
2019
Se7en
1995
True Romance
1993





