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Frank Sinatra

Also referred to as Sinatra

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Mentioned in discussions

Death Wish The Rewatchables
Death Wish

Casting What-Ifs

Jack Lemmon and Henry Fonda headline a large set of alternate casting possibilities.

In the discussion (3)
Approx. transcript time · 00:56:54Read transcript
Risky Business The Rewatchables
Risky Business

Casting What-Ifs

Hutton, Lowe and other Joel candidates; Pfeiffer for Lana; the Sinatra-as-Guido rumor doubted.

In the discussion (4)
Approx. transcript time · 01:11:32Read transcript
Coming to America The Rewatchables
Coming to America

What’s Aged the Best?

Mortimer and Randolph crossover; barbershop Joe Louis bit; Darryl and Soul Glo; "The royal penis is clean"; McDowell's versus McDonald's; Louie Anderson's cameo; Eddie's Jewish comedian makeup; engagement-announcement trope; the women in the cast; the Waldorf Astoria; Queens and New York as themselves

In the discussion (14)
Approx. transcript time · 00:57:14Read transcript
  • Mortimer and Randolph crossing over is mentioned again, along with the barbershop bit about Joe Louis's age and Frank Sinatra saying he was 137.
  • A barbershop take starts with Kobe being better than Jordan and escalates; the lines are sneaky funny and well written. — Van Lathan
  • As personal trauma, avoiding barbershops where the average age is 75 after bad shape-ups. — Wesley Morris
  • Darryl and Soul Glo helped end the Jheri curl, making it mainstream to mock; West Coast rap briefly kept curls and N.W.A was the last gasp.
  • The Soul Glo commercial is a tour de force that feels like real TV, one of the funniest, most devastating Black culture jokes. — Wesley Morris
  • "The royal penis is clean, your highness" always kills. — Bill Simmons
  • John Amos explaining the difference between McDowell's and McDonald's is enjoyed. — Bill Simmons
  • Louie Anderson's McDowell's monologue gained a second life through Kanye West's Gold Digger. — Bill Simmons
  • It was reportedly Landis's idea for Eddie to play the Jewish comedian, and visiting Paramount executives didn't recognize him in the makeup. — Bill Simmons
  • The 80s-90s trope of a father announcing his daughter's engagement to an annoying boyfriend without her knowing is a favorite gimmick. — Bill Simmons
  • Every Black woman in the movie has aged well, including Vanessa Bell Calloway, Garcelle Beauvais, Shari Headley and Madge Sinclair. — Wesley Morris
  • Jody Watley's sister, who went by Midori, plays one of the rose bearers. — Van Lathan
  • The Waldorf Astoria became the benchmark for an amazing hotel; the Plaza plays that role through Home Alone.
  • Queens and New York look like themselves, without the snow plowed for the king's arrival. — Wesley Morris
The Godfather Part III The Rewatchables
The Godfather Part III

Casting What-Ifs

Alec Baldwin as Vincent; Robert De Niro as Vincent; Frank Sinatra as Don Altobello; Joe Spinell as Willie Cicci

In the discussion (7)
Approx. transcript time · 01:01:20Read transcript
  • Alec Baldwin as Vincent seems true and may have been his before he dropped out, part of a strange late-80s run of decisions. — Bill Simmons
  • Nicolas Cage, a family member, could have been good.
  • From internet lists, Tom Cruise, Matt Dillon and Val Kilmer are not believed; Charlie Sheen maybe; Vincent Spano makes sense; Billy Zane is listed; a Luke Perry audition is doubted; where they landed was right. — Bill Simmons
  • De Niro wanting to play Vincent, with Pacino aged up, seems true; Coppola did think about it. — Bill Simmons
  • Sinatra for Altobello is carried into the what-ifs alongside the names mentioned for Vincent. — Bill Simmons
  • The actor who played Willie Cicci (transcribed "Joe Spinelli") was supposed to work for Zasa but died before the movie, so the character was written out. — Bill Simmons
  • Paramount approached Sly Stallone, Scorsese, Cimino and Warren Beatty over the years; in the early 80s Stallone was to write and direct with John Travolta, and there is an internet rumor that Eisner took a run at the script.
Die Hard The Rewatchables
Die Hard

Casting What-Ifs

Bruce Willis was chosen after an extraordinary list of stars; Sam Neill was considered for Hans Gruber, while Tom Berenger and Don Johnson are the panel’s plausible McClane alternatives.

In the discussion (6)
Approx. transcript time · 00:28:56Read transcript
Ocean's Eleven The Rewatchables
Ocean's Eleven

What’s Aged the Worst?

Brad Pitt's clothes, especially his ties; the film's Rat Pack-era view of Las Vegas rather than the pool-party era

In the discussion (3)
Approx. transcript time · 00:29:58Read transcript
  • Only Brad Pitt's suits and clothes, specifically his ties; everything else is for a character, and it is Brad Pitt; a collar joke gets no comment.
  • Asked what aged the worst, she picks that view of Las Vegas: it does not capture the pool party vibe advertised on billboards in LA for DJ Pauly D, and speaks to a Rat Pack Frank Sinatra vision rather than the 2018 version where you will see Wayne Rooney at the pool. — Juliet Litman
  • In Vegas in the last five years you can have both: avoid the pool excess at 2 a.m. and still have the version where you wear a suit and feel cool, so it has not expired, though the Bellagio is not as powerful as the movie makes it seem; a version made now would need a celebrity chef endorsement, given Pitt's eating, and maybe a Golden Knights game.
Displaying all 6 discussions