I wish I remembered who told me to rent The Life and Hard Times of Guy Terrifico so I could thank him or her. Very funny Canadian mockumentary about a fucked-up Canadian country singer, with Kris Kristofferson, Merle Haggard, Ronnie Hawkins, Levon Helm, and others appearing as themselves. Very well done.
And in the bonus material on the DVD, a long interview with Kristofferson telling true stories about real stuff, including the time he had Zal Yanovsky as his guitar player (which I never knew about), the night Steve Goodman brought Kristofferson and Paul Anka (!) to hear John Prine, etc.