Rawls!

In the gay bar, Season 3 episode 10: 40 minutes 52 seconds in. Crazy. Also, during one of the Carcetti family scenes we get Billy Bragg and Wilco on the stereo. For a show that uses mostly in-show music rather than soundtrack sort of stuff, someone's got some pretty sweet taste. I'm thinking of the Palace poster and Iggy Pop in season 2 as well...