I'm kind of a new fan. His new CD is very good. Looking forward to seeing him perform live this Friday.
As much as I love his own stuff, his true genius comes out when he is playing for other folks. You really should check out his work with Emmylou Harris. I would suggest the live record, Spyboy, for a good overview of what he can do with his various instruments.
Also, the "duet" record with Julie is very good.