Cop Land is solid. There is also LA Confidential, which is pretty good. I saw Infernal Affairs way before Departed, so I was a little biased, but I get its appeal.
My top three goes:
Adaptation
Unforgiven
Rebecca
Then on the outsiders to round out a top 5:
Donnie Darko
Yojimbo
In my opinion nothing touches Adaptation, Kaufman hands down gets the best movie ever with this one. It is called Adaption and Kaufman wrote himself into the actual movie as a person trying to write the actual adaptation he wrote himself into. In addition, it is also skirting biological adaptation in its content. I usual hate Nicholas Cage in movies post mid-nineties, but he owns his role and then you have Chris Cooper. Side note, I can usually always watch American History X as well as The Hustler, Cool Hand Luke, and a Cat on the Hot Tin Roof. And anything Kubric. Well I am gonna make a free thought list now:
In Bruges
Zombieland
Apocalypse Now
Breach
Children of Men
Clockwork Orange
Collateral
Deliverance
Eastern Promises
Fight Club
A Few Good Men
Fighter
Gleaming the Cube (guilty pleasure)
Lolita
The Machinist
There Will Be Blood
Memento
Notes on a scandal
Mystic River
One flew over the cuckoo's nest
Perfume
Rocky
Shawshank
Anything Akira Kurosawa
Transpotting
Let me in
Rosemary's Baby
Shining
12 Monkeys
2001
Bladerunner
Event horizon
Dark City
Interstellar
Fifth Element
Looper
Edge of Tomorrow (surprisingly decent)
Preditor
Stargate
THx 1138
Pi
Zodiac
Seven
Princess Bride
The Hunt for Red October
Anything Terminator
Army of Darkness
Ring
Anything Alien plus Prometheus
Planet of the Apes
Silence of the Lambs
A scanner Darkly (pretty funny at points)
Strawdogs (obvious the original)
Strangers on a train
Ravenous
Votes for saddest movies Elephant Man or The Road. I only watch The Road once and swore I wouldn't watch it again, and I did. But now I have kids so it was even sadder since my girls call me "papa". That and I am a big Cormac McCarthy fan and read the book right after living in a city with marshal law.
I would probably give all of the above movies 5 stars with a couple of 4 stars.
Now for shows, I loved the first season of True Detective and also the Deadwood series, with no close 3rd. Though, I guess it would probably be Arrested Development of Breaking Bad. Though I will say, there is just some near great TV shows anymore: Rectify, Leftovers, Halt and Catch Fire, etc.
Well I gotta go before on start thinking too hard about the ones I missed, and end up with my top 100 movies.