Left CC and my laptop running while I slept-- woke up in the morning to find that CC had managed to sync and find most of what was on my device, taking an hour or more to do so. The only titles I had to manually match to my library were (and in this case usually are) anthology ePubs made by the FFDL plugin. Got fed up of manually matching some 300+ titles and took the faster way out by deleting what didn't match to the library and resending to device.
Interestingly, calibre 1.0 seems to be able to display whether matches between device and library are by UUID or author; quite useful that. Synced more books over, updated some, overall things have behaved themselves so far. I'll probably be running CC and syncing to calibre again later in the evening; we'll see how my device and calibre install react to an on-device library of 8944 books as of the moment.
I'd attach the log here directly but it's too large to do so, so it's in my
Dropbox.
@chaley, for future reference: would you rather have the raw logs as-is, or would you rather I try and redact some of the stuff that's not looking useful to CC debugging? I tend to leave calibre open most of the day and the logs can get really big, as you can see.