I know this is a long time after to reply, but what I did was set up Intelligent Playlists for each of my "My Tags", and also created one My Tag called "Active" that determined whether the track should be included in the playlist or not, so I've got at least three criteria in each Intelligent Playlist, for example:
My Tag contains "Active"
My Tag contains "Progressive" AND
Rating > 0
This enforces me to rate all my tracks (which is a good thing), and also lets me turn tracks "on" or "off", and lets those intelligent playlists easily export as regular playlists to my USB stick.
Now I no longer have to worry about setting up playlists - they do it themselves based on My Tag. Hope this helps - even if it is quite a bit late. :)