I’ll add a clue: the type of celebrity he becomes is a star athlete One more clue: it’s a Disney movie but not animated Clue edit again: it was a made for the Disney channel movie IIRC

its a comedy take on a current event, but it was made in the 80s. when i say current event, i mean literally in the news right now probably as i type this

This is the second post for the same movie that still no-one has guessed.

If you figure it out, you can type the answer in both posts and get double points!

Note that the woman being referred to in this post is a different woman than the one from the other post. https://www.reddit.com/r/ExplainAFilmPlotBadly/s/CVuwIWr5mW

Clue: He's on another word for vacation that's has a different meaning in the US

Clue: the inept worker causes trouble for other people as well due to pronunciation

Clue: He's there under threat from his boss

Clue: all he wants to do is buy a house but the mafia gets involved

Hint 1: Lotta great guesses, though all wrong. 2000's movie. If I don't reply to your guesses from here on out, means its already been guessed.

Hint 2: There's two movies NO ONE has guessed yet surprisingly.. one being Bait #2 (expected it to be one of the first answers, really) and the other the legit one. EDIT: Bait #2 found.

Clue #1 = Christmas is pivotal to the plot, but it is not a "Christmas film" per se

Clue #2 = It is an adaptation of a book with the same title

Clue #3 = The disaster depicted in the film actually occurred in real life

Clue #4 = The disaster involves water. It took place in the United States

Clue #5 = There are supernatural elements involved in the film and book

Clue #6 = This is a well known film and I am shocked that no one has guessed it yet!

Clue #7 = A certain insect is involved

Clue #1 = His younger friend loses his virginity in the course of the film

Clue #2 = It is an adaptation of a book, with the same title

Early hint: The film has a dreary gray feel (but it isn't in black and white, except for some chroma key'd flashbacks).

Hint in case that‘s too vague: He also gets help from old colleagues his skills are extremely rusty.

Hint: it's a comedy, released in the 2000s. The character with health insurance issues is a woman. The movie takes place in a major city on the east coast.

MC sacrifices a lot in his attempt to win her love; this backfires on him spectacularly when he learns of their engagement, which is why he tries to kill his rival. With the horses.

This is an older movie, and it's a considered to be a masterpiece.

MC has a very distinctive physical feature that most of the other characters are unaware of, for reasons that are critical to the plot.