The issue I am dealing with at the moment appears to be similar to this:
Manage Map Cache Tile: Errors at 10.2.2
When I left "Update cache automatically" ticked while overwriting the service, I can then see my CPUs work harder. Once the CPU load drops again (caching has finished) and I preview the service, some tiles were obviously missing (HTML Error 404).
I then tried to re-create the tiles using Manage Map Cache Tile tool but it errors out saying:
Output failure, error string = Error moving bundle
Failed to cache extent:...
and then it repeats for each process (i.e. each CPU that worked on it).
Filip.