I decided to buy a Denon Prime Go after years of using various controllers (where a PC has to be connected all the time) as I wanted to be free from needing to spend time on a laptop organizing my music.
The way in which is now works basically makes the benefits of a Prime controller as a standalone mostly worthless to me. If I wanted to have to prepare all my music, stick it on a USB then plug that in to the controller I may as well have gone with the industry incumbent.
To try to be constructive, this is how I suggest it should work.
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Any music added to a specific folder in Dropbox should be synced over the the local storage in the Go once network and power conditions allow.
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Any music arriving on the player via Dropbox should be analysed once it’s detected, ideally that would happen automatically but failing that a button to manually trigger the analysis would be OK.
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Once the music is analysed on the Go the meta data, wave-forms etc should be saved back to the Dropbox so that if you change device everything is ready to use just as you left it.