I am finding that for more popular questions (the ones bringing in new users with Me toos! and the popular question badges) the bump mentally reminds me that people are reading those often so I tend to pay attention more when they get bumped and I tend to give them a once over. (I check the popular question and answer badges since I am interested in what questions people read often)
What I've been doing personally is
making sure that I'm tagging questions with a version as often as it makes sense, basically any desktopish GUI related question because in 11.04 everything will be different.
Future proofing my answers so they won't be so out of date, usually in the form of not giving an answer but pointing to where that information might be available in the future.
Going through some of my older answers on a regular basis and seeing if they need to be updated. This likely won't scale forever, heh.
http://askubuntu.com/questions/greatest-hitshttps://askubuntu.com/questions/greatest-hits are our 1000 post popular questions, they should be reviewed regularly!