Turns out, the upgrade went smoothly - the only issues were my own brain cramps. I had an older version of one parcel in place (which caused a bug in going to the archives), and that was about it. The server is now running on VW 7.6, and it seems noticeably snappier (and it's using fewer resources on the back end, always a good thing).

The main lesson I learned should have been obvious - don't upgrade a server while engaged in the plot of movie on TV :)