Yeah, Michaels and HHH have both lost that 'rebellion flare' about them. However, I don't think HHH will be leaving the company in the near future, he started in 1995, so he is only around 12 years-old, company wise. Besides, he is married to the bosses' baby girl, so he will probably be around for a while.
Michaels on the other hand, I like the guy, HBK is an awesome competitor, but he needs to start thinking about his children and his wife. His younger years are behind him, and his heart is really the only thing getting him by at the moment. Besides, the guy started in the 80's so he is older than the Game is and it kind of shows. I respect the Future Hall of Famer, but I also realize that his family needs him.
Perhaps its time for him to cash in a favor; to really start thinking about one more title run, maybe a month and a half to two month reign of an off again, on again heel/face, just to please his fans, then give him a WrestleMania Title Match in which he wins, but retires due to such a successful career and hands the title over to a deserving predecessor. Michaels' thing always was giving 100% at 'Mania, so it would only be appropriate for him to pull off the 'underdog type' victory. Fitting end to his 20+ year career, I must say!