When someone states that he heard that Rick was up for the Steve McQueen part in the great WWII flick The Great Escape, we’re treated to an actual scene from the film, with Rick appearing as Hilts instead of the King of Cool.
He says he was up for McQueen's part in The Great Escape (1963).
There are flashbacks, including an amusing and possibly embellished vignette to a run-in Cliff had with Bruce Lee (Mike Moh); an alt-reality scene from The Great Escape starring Rick in the Steve McQueen role; a narrator who pops up startlingly to give a clarification early on, then disappears again until the end; one- or two-scene appearances by a cavalcade of actors — Kurt Russell, Timothy Olyphant, Luke Perry, Bruce Dern, Michael Madsen, Damian Lewis, Dakota Fanning, Rumer Willis, Scoot McNairy, Margaret Qualley, etc., etc. — some based on real people, some not.
One of the things that ...Hollywood does best is to invisibly drift into flashbacks and fantasies, virtually none of which are clearly marked out: only Rick's daydreams about the time when he was in contention for Steve McQueen's role in The Great Escape for about ten seconds are obviously marked out as separate from the overall flow of images, and that's primarily because the digital witchery used to place DiCaprio into the 1963 film isn't quite ready for prime time.
Reference-spotters, in particular, will have a field day, and Tarantino has a lot of fun with film and TV history, inventing his own Rick Dalton-starring movies with real-life equivalents, as well as using some flawless effects work to insert DiCaprio into real-life films and movies such as The Great Escape or an episode of The FBI. (It's worth pointing out that there's a wealth of trivia related to each of these moments, such as the fact that Dalton was at least partly based on Burt Reynolds, who DiCaprio replaces in the FBI episode).
Tarantino and his editor Fred Raskin, along with the help of cinematographer Robert Richardson’s 35mm photography, coolly craft a film that takes numerous tangents to show admiration for works like The Great Escape (1963), C.C. and Company (1970), and FBI (which ran from 1965 to 1974) without ever feeling superfluous, despite a daunting 161-minute run time.