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13 Going on 30 The Rewatchables September 29, 2026

Reported backups Gwyneth Paltrow, Hilary Swank and Renee Zellweger; Paul Rudd and Sam Rockwell for Matt

In the discussion (4)

Approx. transcript time · 01:33:38Read transcript

Paltrow, Swank and Zellweger were reportedly backups if Garner couldn't do it; neither participant thinks they work, though mid-90s Zellweger might. — Juliet Litman
Young Jenna looks like Hilary Swank; Paltrow and Ruffalo later made a flight attendant movie that was not good. — Juliet Litman
The casting director reportedly said Paul Rudd and Sam Rockwell were next if Ruffalo turned it down; Rudd could work. — Bill Simmons
Test audiences reportedly hated the original young Matt and young Jenna, who were reshot with different actors. — Bill Simmons

Unforgiven The Rewatchables August 1, 2022

River or Joaquin Phoenix; DiCaprio; young Cruise; tentative Gooding or Wahlberg

In the discussion (13)

Approx. transcript time · 00:32:27Read transcript

The Kid’s cowardice and lack of heroic scenes are defended as difficult material for a young star. — Chris Ryan
The Kid’s admission of never killing anyone is singled out as a major performance opportunity. — Sean Fennessey
River Phoenix is proposed as the Schofield Kid. — Sean Fennessey
Leonardo DiCaprio is another possibility, compared with his later Quick and the Dead appearance. — Sean Fennessey
An early1980s Tom Cruise is imagined as a strong Kid. — Bill Simmons
River Phoenix is reaffirmed as a Schofield Kid alternative. — Bill Simmons
Joaquin Phoenix is a Schofield Kid alternative. — Bill Simmons
DiCaprio is reaffirmed as a Schofield Kid alternative. — Bill Simmons
Keanu Reeves is considered a poor fit despite affection for him. — Bill Simmons
Cuba Gooding Jr. is proposed, with concern the timing may be early. — Bill Simmons
Kiefer Sutherland is rejected as too old. — Bill Simmons
Mark Wahlberg is proposed for the brash, dishonest energy, though perhaps two years early. — Sean Fennessey
Sam Rockwell is considered too young. — Sean Fennessey

Dead Poets Society The Rewatchables June 12, 2019

Dustin Hoffman, Mel Gibson, and Liam Neeson were earlier John Keating possibilities; River Phoenix wanted Neil, Sam Rockwell auditioned for Charlie, and Lara Flynn Boyle’s role was removed.

In the discussion (7)

Approx. transcript time · 01:04:32Read transcript

Dustin Hoffman was intended to play Keating and make the film his directing debut. — Bill Simmons
Mel Gibson was attached while the observed Jeff Kanoe was directing, before cost and creative changes moved the project elsewhere. — Bill Simmons
The observed Liam Mason reportedly had the role before Robin Williams and Peter Weir joined.
Peter Weir took the film while Gérard Depardieu’s availability delayed Green Card. — Bill Simmons
Her role was reportedly edited out, and she was told not to attend the premiere. — Bill Simmons
River Phoenix wanted to play Neil, but the role went to Robert Sean Leonard. — Bill Simmons
Sam Rockwell reportedly auditioned for Charlie. — Mallory Rubin

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2008