I am unable to put myup-to-date library onto the Walkman. I plug it in, both my computer and MediaMonkey recognize that there's a device and an SD card plugged in, but then MediaMonkey just scans it for ages and sometimes crashes. I've gotten to the sync point a couple times, but it never ends, even if I leave my computer on and plugged in overnight.
Here is one of the error messages I've gotten:

I've restarted my computer, the program, and the Walkman. I've tried updating software. I've tried plugging the Walkman into different USB ports. I searched the forum for similar issues, finding very little.
I'm not the most technical person, so it's very possible that there's a simple fix I'm missing. I'm hoping that's the case.
Any suggestions or help will be immensely appreciated! Thank you!
(Also, sorry if I made any errors in posting this, especially with the screenshot.)