The site was down most of the day, because I started the update and then got called away to help move a piano (more on that next time). In the end I didn't want to let the site stay down any longer this weekend so I settled for just updating the input box used for composing new posts. I was hoping it would fix some issues composing from IE8 or Chrome. It didn't, and that means it's not worth further downtime at the moment to press on with the update. I can wait for the next release.
I was also able to put the server's file shares back online over the internet. Needless to say I don't own the copyright for all of these files, so they aren't publicly available. Anyone who wants access should contact me for instructions.