Thank you to everyone who followed along with this list, it was really fun, and took a lot longer than I thought it would.
I will probably make a revised Top 50 in a year or so, and there are already movies that I would add and remove from this list.
Now here is my full list for anyone who wants to rate/compare it:
1. Fight Club
(in my top 10, excellent choice and totally agree with your summary!)
2. Reservoir Dogs
(in my top 10)
3. Pulp Fiction
(in my top 100)
4. Raging Bull
5. Citizen Kane
(in my top 100)
6. Fargo
(in my top 100)
7. Monty Python and the Holy Grail (haven't seen)
8. Casablanca
(in my top 100)
9. Dr Stangelove
10. North by Northwest (haven't seen)
11. Modern Times (haven't seen)
12. Singin' in the Rain (haven't seen)
13. The Shawshank Redemption
14. Whiplash
(in my top 100)
15. Memento
16. One Flew Over the Cuckoos Nest
17. Shaun of the Dead
(been awhile since I saw it in full)
18. 12 Angry Men
(in my top 100)
19. The Usual Suspects
(in my top 100)
20. Taxi Driver
(in my top 100)
21. The Road Warrior
22. Kill Bill Vol. 1 and 2 1st one
2nd one
23. The Big Lebowski
24. Being John Malkovich
25. Eternal Sunshine of the Spotless Mind (haven't seen)
26. Dear Zachary: A Letter to a Son About His Father (haven't seen)
27. Jurassic Park
28. American Beauty
29. Donnie Darko
(in my top 100)
30. The Graduate
31. Back to the Future Part II (haven't seen)
32. Back to the Future (been too long since I've seen in full)
33. The Bridge on the River Kwai
(in my top 100)
34. In Bruges (haven't seen)
35. Pinocchio
(in my top 100)
36. Rear Window (been too long since I've seen)
37. Adaptation. (haven't seen)
38. The Day the Earth Stood Still (haven't seen)
39. Star Wars (episode 4 in my top 100) as a series:
40. Raiders of the Lost Ark
41. Toy Story
42. Léon: The Professional
43. Butch Cassidy and the Sundance Kid
(in my top 100)
44. Chinatown
45. The Departed
(in my top 100)
46. The Deer Hunter
47. The Maltese Falcon
48. Groundhog Day (haven't seen)
49. Ed Wood (only saw parts of)
50. Little Miss Sunshine (haven't seen)