My first real concert, no just the little all ages gigs with local Regina bands (which I was going to in like grade 5 or 6), was Green Day in November or December of 1995. The Riverdales opened. Best time I’d ever had in my life up until that point.
Never saw Phish, so I guess I can’t really answer, but the first Phish song I ever heard (outside of DWD on Bevis and Butthead), was Prince Caspian from the 4/16/99 Phil show. The last Phish song I heard was Gumbo, last night. Good times.

: The Curtain