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Tom Waits

Huge fan here, from his work on Asylum all the way up to the Glitter and Doom live record. Diamonds On My Windshield, Step Right Up, and The Piano Has Been Drinking from the early years to Hoist That Rag in recent years. The Black Rider was a tough listen, though, but it was for a theater piece as were Blood Money and Alice, if I recall correctly.
 
IMO one the best. His early stuff is fantastic, some of his later stuff took a bit to grow on me, but I like just as well. If you can track it down, his VH1 story tellers program was amazing.

His movies are really worth watching, along with his Fishing with John episode. I'm starting to ramble now, he was on Letterman years back when Mule came out and did a great job on Chocolate Jesus.
 
The House Where Nobody Lives from Mule Variations iw one of the saddest things I've ever heard.

Govt. Mule does a great version of Goin' Out West.

I got into Tom with the early stuff and have followed him all the way. I admire artists that challenge themselves and their audience in the process.