In the words of The Great Sniper
@Bonzai, "There are records out there by artists that I would have a back up plan for, but tragically, not this one."
If you take out the "tragically," I'm reshuffling my order to prioritize those for which I don't have a related backup. As a result, I decided to move this one up, and I have now been informed the pick I moved in my mind to the 7th round will be sniped before that. Thanks again, Bonzai!
I mentioned earlier that my picks would become more personal as we went through the draft, and we've now hit probably the most important time of my life, musically. In 1997 I saw in the Chicago Tribune an article about a local band, and as I looked closely I saw that one of the leads was someone I'd dated in high school. Since I had been the dumper(?) rather than dumpee, I felt emboldened to track him down
in the phone book (Tasker, google it) and give him a call.
What followed was the most exciting five or so years of my life, from a creative and musical standpoint. Through him, I met basically everyone in the Chicago music scene (and dated a good portion of them). And through all of those people, I was exposed to music I'd never heard that absolutely exploded for me. Some of them made me mix tapes! (Tasker, google it.) Those mixtapes led me to, among others, Big Star (my third round pick) and Wilco (see below) and other bands that you just might see popping up in my future picks.
In 1998, Wilco had had only two records, but in Chicago they were hot. Due to Jeff Tweedy's [prior band], they were still considered "country rock"! But I loved them already and was soaking up everything they'd done. Then it was announced that a record was coming out that combined my current favorite band Wilco, and my college favorite artist Billy Bragg. And it was based on unrecorded lyrics from Woody Guthrie! Could there be anything more made for me?
Turns out, there couldn't. I loved every note of this record and continue to love it just as much today. Other than Jeff Buckley's Grace (thanks again, Bonzai!), there might not be a non-Beatles record I've listened to more in the ensuing 22 years.
6.xx - Billy Bragg & Wilco - Mermaid Avenue (1998)
I'm going to choose one led by Bragg and one by Wilco, with the bonus of Natalie Merchant on the former.
Way Over Yonder in the Minor Key
California Stars