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Spoiler warning for most of these, as should be expected in this thread.
A couple other people already said it, but hands down for me is the suicide scene in The Royal Tenenbaums with Needle In the Hay playing in the background. Perfect.
Second is also from Royal Tenenbaums, the scene with Richie and Margot in the tent, when she asks if it was her fault and if he'd ever do it again. Damn i love that movie.
Rounding out the honorable mentions:
Fight Club - the revelation scene in the hotel room
Airplane! - all of it
Die Hard With A Vengeance - the scene when we first see Simon and learn what the hell is really going on with the dump trucks rolling in and tunneling into the safe
Bubba Ho-Tep - the long shot down the hallway with Elvis walking and JFK rolling in the wheelchair in slow motion ready to go out and kill themselves a mummy
Seven - what's in the box?
The Matrix: Reloaded - the long intercut scene with morpheus and the keymaker talking and planning while cutting between and showing the actions themselves
The Matrix: Reloaded - the opening fight scene during the meeting of the captains, best fight in the movie, followed by the smiths, introduced in ture wachowski fashion by showing them stepping on the broken glass
LA Confidential - "you knew this was a trap and you came here anyway?" "a lot of bad stuff happened here, seems like as good of a place as any for it to end" and the following showdown at the victory motel
Donnie Darko - the halloween party, also earlier stabbing frank in the eye, and while i'm at it the movie theater "why are you wearing that stupid man suit?"
Super Troopers - the meow game
Ok so that got just a little longer than I expected. And just to wrap up where I started, one more Royal Tenenbaums scene: Richie's meltdown on the tennis court.
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...And then I found $5!
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