Ben in WI,

we have very similar tastes. i have not seen the Kill Bill movies, but all the other ones can stay. Big Lebowski is at the very top of my list. Napoleon Dynamite has already moved into the top 5.

I would add:

Lord of the Rings (favorite is Fellowship)

Raiders of the Lost Ark

Breaking Away

Groundhog Day

Field of Dreams

Shawshank Redemption

Office Space

Zoolander

Sideways

Star Wars original trilogy (fav is Empire)

Starship Troopers

Drunken Master II

Garden State