Rich's Top 100

1. Christmas Vacation
2. The Matrix
3. Fight Club
4. Snatch
5. The Incredibles
6. Iron Man
7. Die Hard
8. Trading Places
9. Home Alone
10. Unbreakable
11. Rounders
12. Ocean's Eleven
13. Lord of the Rings: The Two Towers
14. Sling Blade
15. White Christmas
16. Skyfall
17. Out of Sight
18. Nacho Libre
19. A Christmas Story
20. Fast Times at Ridgemont High
21. American Graffiti
22. Carlito's Way
23. Bourne Identity
24. Planes Trains, and Automobiles
25. Big
26. The Apartment
27. Cast Away
28. Batman (1989)
29. Batman Begins
30. Logan
31. Deadpool
32. Shawshank Redemption
33. Aliens
34. Anchorman
35. The Lord of the Rings: The Two Towers
36. Star Wars: Episode IV - A New Hope
37. The Blues Brothers
38. The Usual Suspects
39. Leon: The Professional
40. Raiders of the Lost Ark
41. It Might Get Loud
42. Whiplash
43. Braveheart
44. Good Will Hunting
45. Up 
46. Ponyo
47. Lock, Stock and Two Smoking Barrels
48. The Wolf of Wall Street
49. Gran Torino
50. Office Space
51. Caddyshack
52. The Big Lebowski
53. There Will Be Blood
54. The Bourne Ultimatum
55. Coming to America
56. The Wrestler
57. Schindler's List
58. The Dark Night
59. Ratatouille
60. Big Hero 6
61. The Terminator
62. Ted
63. Casino Royale (2006)
64. Lethal Weapon
65. Predator
66. True Lies
67. The Bourne Supremacy
68. Kick-Ass
69. 300
70. Love Actually
71. The Avengers
72. Edge of Tomorrow
73. X-Men: Days of Future Past
74. Spider-Man (2002)
75. Goon
76. The Transporter
77. The Departed
78. Sin City
79. Safe House
80. Get the Gringo
81. Open Range
82. Tropic Thunder
83. Zoolander
84. Back to the Future
85. A Muppet Christmas Carol
86. Lost in Translation
87. Silver Linings Playbook
88. The Breakfast Club
89. Kiss Kiss Bang Bang
90. Joe Dirt
91. The Game
92. The Adjustment Bureau
93. Jersey Boys
94. Point Break (1991)
95. Payback
96. Heat
97. The Warriors
98. Gattaca
99. The Fifth Element
100. Raising Arizona