Use the syncmanager to sync direct from itunes-Rekordbox-Device, that is what you are looking for. And make sure iTunes is NOT managing your media, or Rekordbox. How can I import songs in Rekordbox? Importing music and tracks in Rekordbox you can do in a couple of different ways.I this video I'm gonna show how to impo.
Itunes Rekordbox Catalina
Rekordbox Itunes Library File
Info.
Download Music For Rekordbox
My iTunes Library does not display.
The iTunes Library may not be always created when using iTunes12.2 and later.
From iTunes, Preferences > Advanced, tick the box of “Share iTunes Library XML with other applications” to enable this function. (Mac: [iTunes] > [Preferences])
Then, please reboot both iTunes and rekordbox after shutting them down.
If the playlist folders are not properly shown, please update rekordbox to Ver. 3.2.2 or later to solve the issue.
The iTunes Library file may not be specified properly. To designate the proper iTunes Library xml file, go to [Preferences] > [Advanced] > [Database] and select the xml file for the iTunes Library.
With rekordbox settings files transferred from a different computer, the iTunes Library file may be changed from iTunesMusicLibrary.xml to iTunesLibrary.xml.
If this is the case with your file, change the above setting to iTunesLibrary.xml.
https://rekordbox.com/en/support/faq/trouble-shooting/#faq-q325