1. Is it wise to try this in one fell swoop? e.g. All 60GB at once?
2. If so, how long do you think this may take?
Just an observation, I was a bit baffled why *.XMP files were not being created for changes that I made to jpgs, but it seems that the *.XMPs are only created for changes made to *.CR2 files. Pressuming that alterations to JPGs are recorded somewhere in the LR DB. ??
If you do it all at one, I'd let it run overnight 
I personally would do it little by little... it seemed to choke the first couple times I tried just doing 13gb of images... so I just did it a couple GB at a time and went fine.
Alterations for .jpegs, are written in the database and/or your actual .jpg file (I'm not sure if it writes it in the jpeg by default, or only when you choose to create .xmps too?)
The idea is, I think, that Lightroom doesn't want to touch the proprietary .cr2 and risk corrupting it, so it puts it in sidecar file... .jpg is a pretty standard format, so it can write the data to it safely without making it unreadable by other applications.


