I am actually the opposite. I have had brittle setups in the past and I found myself trying less and less because the past was becoming more precious.
Now I destroy and recreate as often as feasible. Never go more than a 9 months w/o a rebuild.
Because something always breaks and then you are in a world of pain as in this XKCD about setting up dual-booting with BSD http://xkcd.com/349/