I heard of the Pursuit of Happiness on the Mickey Mouse Club, roughly a year or two before I got into SA and alternative rock.

I think Moe Berg (the singer in TPOH) doesn't live too far from where I live in Toronto. Back in 1998 when Dave & Dan did a duo gig here I saw Moe go back stage around sound check. A nice guy he is. Their first album Love Junk is excellent as well as the second. I'm glad you guys know of them.

For SA I'd have to pick Horse. The other obvious one for me would be Pearl Jam/No Code. That's leaves two others... perhaps Mazzy Star/So Tonight That I MIght See, and Mark Lanegan/Scraps at Midnight, or Whiskey for the Holy Ghost. Or Wilco/Yankee Hotel Foxtrot. Actually, Golden Smog Weird tales would be amazing.

just in the last couple of years I've seen:

Richard Thompson/Dream Attic
The Jayhawks/Hollywood Town Hall
Los Lobos/Kiko
Old 97s/Too Far To Care
The Who/Quadrophenia

Those last four make up quite a legendary combo too.