Love me some Shooter Jennings. I grew up listening to his old man, and still listen to ol' Waylon on a regular basis. The first time I saw Shooter, was back in 1982 when Waylon walked him out on stage and introduced his little 3 yr old son to the audience.
It was probably around this time frame (this is a picture from one of Shooter's other videos):
I think that Shooter's first two albums were his best, but he definitely has a number of good tracks littered throughout his discography.