1. Carlin was the greatest ever. My GF and I stumbled across a special from 1990 the other night, every single bit is hilarious, relevant, and topical today. Dude hated Boomers 30 years before it was cool.
2. Pryor was a (relatively) close second.
3. Bill Hicks was also great, it just saddens me that he lived just long to see Dennis Leary steal his act whilst he was busy dying.
4. Steven Wright might be the best I've ever actually seen in person, truly original.
Dark horse pick at #5: Eddie Pepitone. He's a bit far out there, and probably not everybody's cup of tea, but he's really, really funny.