May have told this story before. I've known Bruce since he played basketball at WT in the early 80s. He and my brother were running buddies. First time I met him, this tall dude kicks in the door of my brothers apartment playing air guitar to the Hoodoo Gurus, "Bittersweet". Anyway, in 2000 Bruce, Charlie and Jack Ingram were touring together (they made the live Unleashed album from that tour) so I met up with Bruce at the Birchmere in Alexandria, VA to have dinner and catch up. That was the first time I met Charlie. We were sitting at the bar and Bruce was looking through some pictures in my wallet of me kids. He showed them to Charlie. When I got my wallet back, all of my check cards and cash were gone. The look on his face was the best part. Then he just kind of shrugged and gave it all back to me.
When each guy was playing their set, the other two sat at the table with me. It was a really cool night, listening to two great songwriters talk about the other one while he was playing. They each had a band with them....some members were common between all 3. Listening to Jack talk about the musicianship of certain guys was really cool. At the end of night, I was having some cocktails with Mark Patterson who had been playing drums for Charlie. I've known Mark for a while since his time with Robert Earl Keen and told him what Jack said about him. He was deeply touched what Jack said about his drumming. Just a cool night.
After that night, I told a buddy of mine that Charlie was the guy you wanted planning your bachelor party and Bruce was the guy you wanted as your next door neighbor for life.