Server Version#: 1.29.2.6334
Player Version#: 4.87.2
Ever since switching to the first available 64bit version of Plex, auto-update has not been working. I have to resort to a manual install for every update instance.
Not sure if this is a known bug, or if there are any logs I can offer up.
Yes, that fixed it. I did a full clean uninstall of PMSService and reinstall. I rolled back to a previous version, and the auto-update worked this time.