I still think the worst headline was a middleweight fight between welterweight Nate Marquardt and light heavyweight James Te-Huna.
Nate was returning to 185 after a 3 fight losing streak at WW. He had 3 wins in his last 8 fights, with his 2 most recent losses being back to back 1st round KO's.
James Te-Huna was moving down after a 2 fight losing streak to reinvigorate his career. He had been submitted by Glover and just got knocked out by Shogun (who was fresh from being submitted by Sonnen, so it wasn't great times), both in the first round
Two guys off losing streaks with their last 4 combined fights being first round losses, 2 divisions away from each other, meeting in the middle to try and restart themselves. Only Te-Huna had a rank at #14 (but again, that was at LHW, and this was a MW fight).
Te-Huna would lose this fight, then extend his losing streak to 4 against Bosse before retiring. Marquardt was probably less lucky for winning, as he needed to fight 8 more times, winning only twice, before announcing he was done.... then fighting 2 more times after that anyway.