My apologies to anyone who’s been waiting with bated breath for me to wrap up this series – is there any such person out there? I left off in early August, with my review of songs that failed to wriggle their way past Mariah Carey and/or Boyz II Men to reach the top of Billboard’s Hot 100 during the ’90s. Since then I’ve faced the same trepidation I had last year while surveying the Worst Number One Songs of the ’00s – namely, the fact that I feel less than eminently qualified to pass judgment on the Auto-Tune Era. Finally, though, as Woody Harrelson puts it so eloquently in Zombieland, I decided it was time to “nut up or shut up,” so here we are.

Fortunately, I’ve got the artist kicking off our countdown to push me forward, and remind me why I took up this six-part (so far) endeavor in the first place. As always, I’ll conclude with a list of some other #2s from the decade.

11. “Work It,” Missy “Misdemeanor” Elliott. I don’t particularly care for this track, but there are a couple reasons why it’s a perfect launching pad for this column. For one, it represents a key step in the evolution of hip-hop toward raunchy themes and racy lyrics. Because Missy was as nasty as the boyz of her era, she absolved the trend of any misogynist stigma, and it was a quick step from “Work It” to the strip-club hip-hop soul that’s become so prevalent lately. Not that there’s anything wrong with that, necessarily … though when even Jordin Sparks is singing about “the club,” maybe the moment is over, huh? Anyway, the other key accomplishment of “Work It” was its 10-week stay at #2 — tied with Foreigner’s “Waiting for a Girl Like You” (which we celebrated here) for the longest runner-up run in chart history. And here’s where we’ve gotta give Missy her props, because she’s got the stones to admit that only reaching #2 with her biggest hit kinda sucked. “I just wanted to die those ten weeks,” she said of being blocked by Eminem’s smash “Lose Yourself” through the winter of ’03. “I mean, it wasn’t cool.” (more…)