Read Plato
Jesus, Plato, people who get it, people who understand that what we see is the world of shadows and strive to find the way to the sun.
Thrice, Rise Against, Yellowcard, Disturbed, LostProphets, Weezer, The Used, My Chemical Romance, The Offspring, Pearl Jam, Pink Floyd, Ataris, Everclear, AFI, NoFx, Lifehouse, Sublime, Chevelle, System of a Down, Alkaline Trio, A Perfect Circle, Tool, Led Zeppelin, Foo Fighters, Finch, 3 Doors Down, Radiohead, Rancid, Jimmy Eat World, 30 Seconds to Mars, Mozart
Good Will Hunting, Braveheart, The Patriot, Batman Begins, Nightmare Before Christmas, The Last Samurai, Monty Python and the Holy Grail, Dead Poet's Society, Fight Club, Requiem for a Dream (i know, not really an upbeat movie, but everyone needs to see it once)
South Park and Family Guy, I dont really watch that much else. In fact, I'm pretty sure TV is what causes the lack of depth in people today. More people need to throw out that big black cubic idol.
The Bible (of course) specifically Ecclesiastes and Romans, The Divine Conspiracy, Utopia, Meditations by Marcus Aurelius, Mere Christianity, Paradise Lost, The Republic, Love Your God With All Your Mind by J.P. Moreland, Symposium, The Consolation of Philosophy.
Yeshua, Martyrs.