The February 2006 issue of Sys Admin magazine features an article I wrote called Keeping FreeBSD Up to Date. This article represents my latest opinions on the matter, and where possible supersedes my previous work on the subject.
If you administer any Unix systems, or you want to know more about Unix, I highly recommend subscribing to Sys Admin. I don't know of another multi-Unix, multi-topic magazine like it. Every issue has at least one article on a subject I need to understand. In a world where magazine racks are dominated by Windows-centric rags, I like supporting Sys Admin!