Books: "Civil Disobedience" by Thoreau, "Brave New World" by
Huxley, "1984" I hope you know who wrote that one, "Never Let Me
Go" by Kazuo Ishiguro, "The Forgotten Man" by Amity Shlaes, "The
Mind of the Market" by Micheal Shermer, "Anatomy of the State" by
Murray Rothbard, all things Shakespeare.
Movies: City of God, I am Cuba, Once Upon a Time in the West, Annie
Hall, Fargo, The Wrestler, The Lives of Others, Goodfellas,
Children of Men, The New World, Into the Wild, Citizen Kane.
Basically anything by Kubrick, the Coen Brothers, Paul Thomas
Anderson, Woody Allen, Terrence Malick, etc. That was just to name
a few, you cannot ask that kind of question to a filmmaker and not
get a long winded answer.
Television: South Park, The Simpsons, the McFarlane trio, Star Trek
TOS, TNG and DS9 and Penn and Teller's Bullshit which the world is
much poorer for having lost.
Music: Johnny Cash, REM (older stuff), Joy Division (New Order too
but they lost something when Ian died), Radiohead, Muse, Death Cab,
The Beatles, Jeff Buckley, Tom Petty, The Rolling Stones, Styx
('Come Sail Away' has become my go to karaoke song), Bob Dylan,
Damian Rice, Blind Melon ('No Rain' is my happy song), Pearl Jam,
Led Zeppelin and many others.