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Had a chance to attend the Playboy Jazz Festival in (IIRC) 1989 and just couldn't get away from work commitments; that was the year Stevie Ray Vaughan and Double Trouble played. Later that season came the fatal helicopter crash.
I _did_ get to the next 10 or 11 straight, tho, and saw some amazing performers. I think everybody brings their A-Game to the Hollywood Bowl although Miles, being Miles, brought it about an hour late...

I went to see Slick Rick, he showed up 4 hours late, lip synced 2 songs and left.
I went to see Zappa, and Hall and Oates opened. Zappa was jaw-dropping. Hall and Oates were just as you might expect, big hair and not my cup of tea. But who knows, you might have enjoyed them.
Went to see Cheap Trick here...several years ago now, but still a couple decades after their hayday. Biggest waste of time ever. We were walking down 6th street after the show and heard a cover band doing I Want You To Want Me about 100 times better than they could do their own song.
Other waste of time like that was Molly Hatchet circa '96-'97 or so.