All good points.The problem with Aniston is that she never really took any risks, she's primarily a rom-com actress which is a position that has a very short shelf life. Cameron Diaz is in the same boat currently.
If she doesn't start doing these kinds of roles to broaden her repertoire she won't have many more opportunities.
Maybe her management are trying to do for Aniston what Sandra Bullock has managed to do... I find Bullock very likeable but I wouldn't call her the best actress however after Gravity and a few of her other recent roles she's managed to reinvigorate her career to a degree.
The impression I've got from Jen (like we've sat down and discussed it, lol) is that she decided to get into acting, had an amazing stroke of luck with Friends, was able to branch over successfully into movies in a way the others never did. She seems to be living exactly the life she wants, is very rich, has managed to get to the point where she has very little compromises to make and enjoys her work. I'm not sure if I was in that position how much of a rush I'd be in to change that. She does different things, the haircare venture and smart water and she's involved in a number of charities so maybe that's where her change of routine and challenges come from