I never could bring myself to ask if they were ok with being down for 2 weeks if they needed to re-install. Say, in a case where they had an intrusion and didn't trust their backups...
Really, though, nowadays compiling everything, even compiling things for optimal performance, doesn't take that long. Your production machines shouldn't have web browsers, and without the C++ garbage behemoths on it, compilation takes like half an hour on most machines.
I'm not a Gentoo user, but it's kind of silly to act like it makes recovering substantially harder than any other distribution.
For similar reasons (stability), I always go for the current stable (although I've a couple machines on oldoldstable, because it takes a while to upgrade...).
i would assume that testing should be rock solid.