I just finished updating the website software to DotNetNuke v5.4.4, and it went very smoothly (although I suspect Daegan got to witness the actual upgrade screen, which was probably a little surprising....).

I also have updates for the forum software (Active Forums) as well as the Active Social module that drives the entire social aspect of the website.  Those updates are a little trickier, so I am running a full backup of the website, both file structure and database, before I attempt them over the weekend.  If the site goes kablooey over the holiday weekend, that's what happened.

Wish me luck...