Difficult Task, but I try. Though I still have many Films on my "to-watch" list here are my Top 100. I tried to list them at least a bit in an order, but they all are basically on par.
1. Requiem for a Dream (Darren Aronofsky, 2000)
2. Pulp Fiction (Quentin Tarantino, 1994)
3. Love Exposure (Sion Sono, 2009)
4. Sin City (Robert Rodriguez, 2005)
5. Do the Right Thing (Spike Lee, 1989)
6. The Diving Bell & The Butterfly (Julian Schnabel, 2007)
7. A Clockwork Orange (Stanley Kubrick, 1971)
8. The Big Lebowski (Joel & Ethan Coen, 1998)
9. Fight Club (David Fincher, 1999)
10. Taxi Driver (Martin Scorsese, 1976)
11. The Godfather (Francis Ford Coppola, 1972)
12. The Godfather II (Francis Ford Coppola, 1974)
13. Dogville (Lars Von Trier, 2003)
14. Dazed & Confused (Richard Linklater, 1993)
15. Enter the Void (Gaspar Noé, 2010)
16. City of God (Fernando Meirelles, 2002)
17. The Tree of Life (Terrence Malick, 2011)
18. The Shawshank Redemption (Frank Darabont, 1994)
19. Oldboy (Chan-Wook Park, 2003)
20. Gegen die Wand (Fatih Akin, 2004)
21. Irreversible (Gaspar Noé, 2002)
22. Eraserhead (David Lynch, 1977)
23. The Lord of the Rings: The Fellowship of the Ring (Peter Jackson, 2001)
24. Carlito's Way (Brian DePalma, 1993)
25. Barry Lyndon (Stanley Kubrick, 1975)
26. The Fisher King (Terry Gilliam, 1991)
27. Sweeney Todd (Tim Burton, 2007)
28. Paranoid Park (Gus Van Sant, 2007)
29. No Country for Old Men (Joel & Ethan Coen, 2007)
30. Garden State (Zach Braff, 2004)
31. Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb (Stanley Kubrick, 1964)
32. Iwanovo Detstwo (Andrej Tarkovskij, 1962)
33. Elephant (Gus Van Sant, 2003)
34. O Brother, where art though? (Joel & Ethan Coen, 2000)
35. Goodfellas (Martin Scorsese, 1990)
36. Léon - The Professional (Luc Besson, 1994)
37. Breaking the Waves (Lars Von Trier, 1996)
38. Snatch (Guy Ritchie, 2000)
39. Gruz 200 (Alexej Balabanow, 2007)
40. M (Fritz Lang, 1931)
41. The Usual Suspects (Bryan Singer, 1995)
42. Jackie Brown (Quentin Tarantino, 1997)
43. Life is Beautiful (Roberto Benigni, 1997)
44. Fish Tank (Andrea Arnold, 2010)
45. Klass (Ilmaar Raag, 2007)
46. Clockers (Spike Lee, 1995)
47. Kill Bill: Volume 1 (Quentin Tarantino, 2003)
48. Kill Bill: Volume 2 (Quentin Tarantino, 2004)
49. The Prestige (Christopher Nolan, 2006)
50. Paris, je t'aime (Various Directors, 2006)
51. Lock, Stock and Two Smoking Barrels (Guy Ritchie, 1998)
52. Black Swan (Darren Aronofsky, 2010)
53. True Romance (Tony Scott, 1993)
54. The Great Dictator (Charles Chaplin, 1940)
55. The Dark Knight (Christopher Nolan, 2008)
56. Dancer in the Dark (Lars Von Trier, 2000)
57. Schindler's List (Steven Spielberg, 1993)
58. Se7en (David Fincher, 1995)
59. American History X (Tony Kaye, 1998)
60. Shutter Island (Martin Scorsese, 2010)
61. Malcolm X (Spike Lee, 1992)
62. 19 (Kazushi Watanabe, 2000)
63. The Last Temptation of Christ (Martin Scorsese, 1988)
64. 9 Rota (Fyodor Bondarchuk, 2005)
65. Lilja 4-ever (Lukas Moodyson, 2002)
66. Das Leben der Anderen (Florian Henckel von Donnersmarck, 2006)
67. Space Jam (Joe Pytka, 1996)
68. Training Day (Antoine Fuqua, 2001)
69. Children of Men (Alfonso Cuaron, 2006)
70. The Departed (Martin Scorsese, 2006)
71. Lucky Number Slevin (Paul McGuigan, 2006)
72. The Shining (Stanley Kubrick, 1980)
73. The Thin Red Line (Terrence Malick, 1998)
74. Brothers (Jim Sheridan, 2009)
75. Gladiator (Ridley Scott, 2000)
76. La Haine (Matthieu Kassovitz, 1995)
77. Matrix (Andy & Larry Wachowski, 1999)
78. Matrix Reloaded (Andy & Larry Wachowski, 2003)
79. There Will Be Blood (Paul Thomas Anderson, 2007)
80. I'm a Cyborg, but that's Ok (Chan-Wook Park, 2006)
81. Juno (Jason Reitman, 2007)
82. Boogie Nights (Paul Thomas Anderson, 1997)
83. Antichrist (Lars Von Trier, 2009)
84. Before Sunrise (Richard Linklater, 1995)
85. Before Sunset (Richard Linklater, 2004)
86. Apocalypto (Mel Gibson, 2006)
87. Strings (Anders Ronnow-Klarlund, 2004)
88. Magnolia (Paul Thomas Anderson, 1999)
89. Phone Booth (Joel Schumacher, 2002)
90. Big Fish (Tim Burton, 2003)
91. Inglourious Basterds (Quentin Tarantino, 2009)
92. Seul Contre Tous (Gaspar Noé, 1998)
93. Night on Earth (Jim Jarmush, 1991)
94. Kung Fu Hustle (Stephen Chow, 2004)
95. Thirst (Chan-Wook Park, 2009)
96. Scream (Wes Craven, 1996)
97. The New World (Terrence Malick, 2005)
98. Little Miss Sunshine (Jonathan Dayton, 2006)
99. Layer Cake (Matthew Vaughn, 2004)
100. Inception (Christopher Nolan, 2010)
Stats:
Regions:
USA - 65
Asia - 5
Europe & Other - 30
Top Directors:
Quentin Tarantino - 5 Films
Martin Scorsese - 5 Films
Lars Von Trier - 4 Films
Stanley Kubrick - 4 Films
Christopher Nolan - 3 Films
Coen Brothers - 3 Films
Chan-Wook Park - 3 Films
Spike Lee - 3 Films
Paul Thomas Anderson - 3 Films
Gaspar Noé - 3 Films
Terrence Malick - 3 Films
Richard Linklater - 3 Films
Darren Aronofsky - 2 Films
David Fincher - 2 Films
Tim Burton - 2 Films
Guy Ritchie - 2 Films
Gus Van Sant - 2 Films
Francis Ford Coppola - 2 Films
Wachowski Brothers - 2 Films
Films by Decade:
30's - 1 Film
40's - 1 Film
60's - 2 Films
70's - 6 Films
80's - 3 Films
90's - 30 Films
00's - 51 Films
10's - 6 Films