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I'll ask you to please file an inquiry ticket here and our rekordbox support team will be able to gather some additional information to assist you in resolving this issue.
Hello there,
I have been using Rekordbox's sync manager to sync my iTunes playlist with my USB stick but after restoring my computer and restoring my rekordbox and iTunes Library, I can't select "synchronize iTunes playlist" (Screenshot attached).
My ITunes XML is shared and I can access my iTunes Library in the rekordbox's side panel.
Now the only way I can actualise iTunes playlist to my sticks, I have to do it manually for each playlist (and I have a lot of them) …
Do you have an idea why rekordbox won't let me check this box ?
Thanks !
Antoine

I'll ask you to please file an inquiry ticket here and our rekordbox support team will be able to gather some additional information to assist you in resolving this issue.
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Have you verified that the iTunes XML file selected in the rekordbox preferences is correct?

Yes it is the right one, I can navigate my iTunes Library and it works well, the only that does not work with iTunes is the sync manager

Up
I've tried reinstalling rekordbox, reseting the parameters (deleting the rekordbox folder in %appdata% folder)
I still cannot tick this checkbox ...
I can manually export playlist but I can't use sync manager to update my playlists from iTunes
Any ideas ?