For anyone that's following this, I ended up winning the Biggest Loser Challenge here at work. I hit the scale for the final weigh-in at 259.1, which was a 43.5 pound loss and worked out to 14.375% of my starting weight. This was just enough to win out over a guy who lost 27 lbs (13%). If I hadn't hit the steam room hard and sweated off 7 pounds, I wouldn't have made it. After the contest was over, I rehydrated back to 266 and I've managed to maintain that for the 2 weeks since. I'm still watching my carbs, but not being super-crazy strict about it. Now that Thanksgiving is over, I'm going to get back into the gym to try to drop 2 pounds a week or so.
On another note, work is weird. A coworker and my boss both quit within a 2 week period and now we're kinda floating in limbo. I'm just going to keep doing what I've been doing and hammer out my projects. I'll worry about leadership after the new year.