Fun Topic.
Overall #1 regardless of genre: Shawshank Redemption
Drama: Good Will Hunting
Sci-Fi: Star Wars
Action: Top Gun: Maverick
Spoof: Monty Python and the Holy Grail
Comedy: Dumb and Dumber
Teen Comedy: 10 Things I Hate About You
R rated Comedy: Superbad
Coming of Age: Boyhood
Horror: Alien
Mob: Godfather Part II
War: The Longest Day (This is one of the toughest of these categories...on any given day I could give a different answer here)
Historical Period: Master and Commander
Fantasy: Lord of the Rings - The Two Towers
Suspense/Thriller: Se7en
Crime: The Silence of the Lambs
Space: Interstellar
Dramedy: My Cousin Vinny
RomCom: Does Wedding Crashers count? I'll throw that in if it does. Otherwise I'll take Shakespeare in Love
Romance: About Time
Roadtrip: Little Miss Sunshine
Prison: American History X
Superhero: The Dark Knight
Film Noir/Neo-Noir: Blade Runner
Independent/Cult: Dazed and Confused
Western: El Dorado (John Wayne, James Caan)
Dark Comedy: Bernie
Animated: Toy Story
Music Biopic: Amadeus
Biopic: Catch Me If You Can
Musical: The Greatest Showman
Musical Comedy: School of Rock (Hope that counts)
Documentary: Man On Wire - Have the movie poster in my garage
Foreign: Seven Samurai
Christmas: Die Hard...if you're twisting my arm for a more traditional one, give me Home Alone