I like to listen to many kinds of music, but lately I've been on a bit of a jam band jag. I've been listening to a lot of moe., Bela Fleck and the Flecktones (Victor Lemonte Wooten kicks ass), Grateful Dead, Umphrey's McGee, Gov't Mule - Warren Haynes in general, Medeski, Martin and Wood, String Cheese Incident, Yonder Mountain String Band (mind-blowing bluegrass). I've also been enjoying Derek Trucks and Robert Randolph, these young guys are future legends in my estimation.
Always in my CD mix is Miles, Coltrane, Monk, Wayne Shorter, Horace Silver and other bebop stuff - also John Scofield, Wynton Marsalis and Marcus Miller. I don't go long without a healthy dose of Latin Jazz (lately: Gonzalo Rubalcaba, Caribbean Jazz Project, Jesus Alemany - plenty more). Check out Avishai Cohen - great young jazz musician plays piano and bass. Also listening to some Charles Earland on the Hammond B3.
I'm on the staff at the Las Vegas Philharmonic as well so I get to see a fair amount of live classical and art music. Stuff I want to make more time for is George Clinton and P-Funk, Leo Kotke, Brian Wilson, Jorma Kaukonen, more Miles Davis, Steven Stills (his older stuff), Dwayne Allman, a cool gospel group - Ollabelle, the Campbell Brothers, David Grisman, and Kaki King, a very promising young acoustic guitarist, too many others to list.
Well, that's what's in the rotation lately - any other suggestions?