Kramerjp | Answers

Edward Norton’s character does that in The Score (2001). Just a guess.

It could be California Girls (1985). He dreams the whole thing. https://www.imdb.com/title/tt0088875/

It’s an episode of the Masters of Horror tv series(2005-07), called “Chocolate”. It stars Henry Thomas.

The Woman (2011)?

Pressure (2015)

Angel of Mine (2019)?

Wristcutters: A Love Story(2006)?

Except for the accident part, that sounds a lot like the movie Ernest Saves Christmas

Polly (1989) It was a Wonderful World of Disney remake of Pollyanna. Stars Keshia Knight Pulliam and Phylicia Rashad.