Film credit
Matthew McConaughey
Also referred to as McConaughey, Makani, Moncane, Wakane
Stats
- Episodes featuring their films
- 5
- Movies in this archive
- 6
Rewatchables episodes featuring Matthew McConaughey’s films
The Wolf of Wall Street
2013 film
Sean Fennessey · Chris Ryan · Ryen Russillo
Aired December 3, 2019
Mentioned in discussions
Sequel, Prequel, Limited Series, or All-Black Remake
Eight follow-ups exist, including Two, The Next Generation, the Jessica Biel reboot, the Netflix film and the 2017 prequel Leatherface; a Curry Barker reboot is rumored
In the discussion (2)
- Eight films followed as sequels, prequels or remakes, including The Next Generation with Renee Zellweger and Matthew McConaughey, seen once and called entertaining; Two, also directed by Toby Hooper, is liked a lot, and Kim Henkel, who wrote the original, was involved with The Next Generation.
- There was a Jessica Biel reboot, a Netflix film about influencers killed by Leatherface that one participant enjoyed, and the 2017 DirecTV prequel Leatherface starring Stephen Dorff; Curry Barker is rumored to be rebooting it with Glenn Powell possibly involved, coming to Skydance.
In the discussion (5)
- Robert Downey Jr. is judged at Apex because Iron Man arrived the same year.
- Ben Stiller is considered but not affirmed.
- Vietnam War parody is judged at Apex here.
- Jack Black, Brandon T. Jackson, Jay Baruchel, Matthew McConaughey, and Bill Hader are considered without affirmative selections.
- Politically incorrect comedies are discussed, with Blazing Saddles remaining the leading historical example.
Casting What-Ifs
Keanu Reeves and other declined roles
In the discussion (3)
- Keanu Reeves was wanted for Tug while Ben Stiller would have played Rick Peck.
- Kevin Hart and Mos Def reportedly declined Alpa Chino for different concerns about the character. — Bill Simmons
- Tom Cruise vacated Rick Peck, Owen Wilson later left the role, and Matthew McConaughey ultimately joined. — Bill Simmons
The Stephen A. Smith Hottest Take Award
Platoon parody effect; two qualified reactions to the portrayal; two proposed role swaps and Craig's response
In the discussion (7)
- Tropic Thunder is said to affect later viewing of Platoon in the way Walk Hard affects music biographies because many shots closely parody Platoon. — Chris Ryan
- One answer says the blackface performance has never personally offended him, while emphasizing that blackface outside this satirical context is objectionable. — Van Lathan
- A separate qualification agrees that it had to be as good as it was to meet that bar.
- A second answer says he is not offended by the blackface at all, understands the joke, and can laugh at material like it. — Joel Anderson
- Matthew McConaughey is proposed for Tug because Ben Stiller's version feels too similar to his Zoolander mode, with Stiller moving to Rick Peck. — Bill Simmons
- Bill Hader is proposed for Jeff Portnoy because he would have brought fresher improvisation than the already-established Jack Black. — Bill Simmons
- McConaughey as Tug is explicitly endorsed when Craig is asked, but the Jack Black replacement is challenged because Black's physicality and Chris Farley-like energy enliven the jungle passages. — Craig Horlbeck
Who Won the Movie?
Al Pacino (two choices); Matthew McConaughey (two choices)
In the discussion (4)
- Pacino receives the first winner choice. — Bill Simmons
- McConaughey receives the second winner choice. — Bill Simmons
- McConaughey receives another choice, though the claim that this immediately changed his career is challenged; Pacino’s balance of broad comedy and a substantial character is praised. — Bill Simmons
- The invited producer chooses Pacino and says the performance turns an initially modest reaction into greater enjoyment on revisiting clips. — Chris Ryan
Podcast choices
- Speaker not identified
- Al Pacino
- Speaker not identified
- Matthew McConaughey
- Speaker not identified
- Matthew McConaughey
- Speaker not identified
- Al Pacino
What’s Aged the Best?
Stu Feiner inspiration; New York arrival; dialogue; physique; Russo casting; petty rival; slicked-back hair; Southie
In the discussion (12)
- The character’s reported basis in Stu Feiner is an aged-best choice, with the real personality’s continuing visibility noted. — Chris Ryan
- A newcomer’s arrival in New York has a Wizard of Oz quality; the toilet-mouth insult, family-dysfunction dialogue and Winged Foot difficulty are praised. — Chris Ryan
- McConaughey’s physique is an aged-best choice. — Bill Simmons
- Piven’s pettiness and Pacino’s pep talks hold up. — Bill Simmons
- Russo is believably Walter’s partner while also a possible match for the younger lead.
- Russo’s husband is corrected from director to screenwriter; the director’s style is considered appropriate.
- The three leads’ struggling hairlines are enjoyed, and Jerry Sykes resembles Ari Gold working for a phone hotline. — Chris Ryan
- Piven seems to have retained his Entourage character; Ari Gold would suit a money-related tout name. — Cousin Sal
- More Ari-style film appearances would be welcome, even at the expense of showing acting range. — Bill Simmons
- Slicked-back hair as a shorthand for a changed identity is praised through a Miami Vice comparison. — Bill Simmons
- Kevin Chapman and the character name Southie are praised. — Bill Simmons
- A green-screen Las Vegas location or mathematics laboratory for the psych-system presenter is a missed comic opportunity. — Bill Simmons
In the discussion (1)
- McConaughey receives both final choices for emerging as a major star. — Wesley Morris
Podcast choices
- Speaker not identified
- Matthew McConaughey
- Speaker not identified
- Matthew McConaughey
Just One Oscar
Samuel L. Jackson, supporting; McConaughey initially proposed
In the discussion (1)
- McConaughey is proposed first, then Jackson for supporting actor receives emphatic support. — Wesley Morris
Sequel, Prequel, Limited Series, or All-Black Remake
Prestige TV; A Time for Mercy adaptation reported in development
In the discussion (1)
- Prestige television is considered promising; the reported 2020 sequel novel A Time for Mercy and McConaughey’s attachment to an HBO adaptation supply the concrete possibility, with development status unknown. — Bill Simmons
Apex Mountain
Grisham’s mid-1990s adaptation boom; Nicky Katt villains, qualified
In the discussion (7)
- McConaughey’s later Dallas Buyers Club, True Detective, Magic Mike and Wolf of Wall Street period is preferred over this film. — Bill Simmons
- Jackson’s peak is placed around Jackie Brown the following year rather than here. — Bill Simmons
- Grisham is placed in this mid-1990s adaptation boom, with The Pelican Brief’s release corrected back to 1993. — Wesley Morris
- Bullock is judged not yet at her peak, with The Blind Side Oscar offered as a later milestone. — Wesley Morris
- Judd’s peak is assigned to Double Jeopardy. — Wesley Morris
- Nicky Katt villains receive a qualified affirmative choice over Dazed and Confused, based on the impact of a few minutes as an overt racist. — Bill Simmons
- The early-1960s green Porsche is rejected in favor of Dylan McKay’s longer television run. — Bill Simmons
Casting What-Ifs
Kilmer; Newman; Costner; Harrelson; Dern
In the discussion (5)
- Schumacher reportedly offered Jake to Kilmer during Batman Forever, but he declined; McConaughey’s lack of prior star baggage is considered an advantage. — Bill Simmons
- Newman reportedly declined Lucien because he found the message distasteful, a decision praised as good taste. — Wesley Morris
- Costner was considered for Jake but wanted complete control, which Grisham rejected. — Bill Simmons
- Harrelson wanted Jake but was reportedly vetoed by Grisham. — Bill Simmons
- Bruce Dern was reportedly the original judge choice before Patrick McGoohan. — Bill Simmons
What’s Aged the Best?
Mississippi atmosphere; cast presence; surnames; familiar character actors; lawyer’s office
In the discussion (8)
- The sweaty Mississippi atmosphere makes the setting physically palpable. — Bill Simmons
- Bullock and Judd’s screen presence and Kiefer’s committed villainy remain strengths. — Bill Simmons
- Platt’s prepared but spontaneous presence and playful chemistry with Bullock are praised. — Wesley Morris
- Attractive female characters addressed by surname, such as Roark, are nominated. — Bill Simmons
- Anthony Heald’s familiar smarmy-doctor persona makes his unreliability instantly recognizable from The Silence of the Lambs. — Wesley Morris
- John Diehl’s sympathetic Klansman role is recalled, while the idea that a Klansman can be a good guy is explicitly challenged. — Bill Simmons
- Research reportedly claims McConaughey began filming while dating Judd and subsequently dated Bullock for two years; the claim surprises the other participant and is not independently established. — Bill Simmons
- The old-fashioned lawyer’s office with a secretary announcing visitors and managing the day is a timeless movie device. — Wesley Morris
Films in the archive
A Time to Kill
1996
Dazed and Confused
1993
The Wolf of Wall Street
2013
Tropic Thunder
2008
Two for the Money
2005
U-571
2000


