9. "Pete & Arlo was an early one for me as well" In response to In response to 5
I want to say around 1988... whole family went of course (except my little sister, who was into Rick Astley or some shit). Valley Forge Music Fair, actually - don't know if that was still around during your Philadelphia tie or if you would have made it there, but it was a nice little venue in the round. Perfect place for that show, certainly.
I also found out somehow about a 3-day workshop Pete was doing at a neighboring district's high school my senior year, so that was 1989. I got permission from the school (mine and the host school) to get out of class for the three days and go hear him talk about stuff. It was great, and since I didn't have to run back to class after the talks like the kids who weren't there by choice, I got to talk to him a bit afterward.