I bet we were at some of the same shows if you were doing First Ave/Fine Line/Turf Club/Uptown Bar in the '90s.
I’ll take Replacements at 7th Street Entry in early 1986. Westerberg did If Only You Were Lonely solo acoustic as an encore while getting pelted with beer bottles from off stage.
Most memorable (in hindsight) would be Stevie Ray Vaughan at Alpine Valley the night before the helicopter crash.
There’s quite a few worth watching besides what’s already been mentioned.