ITunes Match: syncing smart playlists that reference other playlists

ITunes tells me I cannot sync a smart playlist that references another playlist, but combining playlists is how I like to shuffle my music. I especially like creating individual playlists with "last played is not in the last" and "limit to" and then combining them. Do I need more cleverly designed rules, or is IMatch not for me? Advice?

I have certainly been disappointed that smart playlists won't live update on the Iphone, but at least I could still combine playlists into "superplaylists."

Imatch won't allow this, and by that I mean, these superplaylists sync to the Iphone through a direct sync (with IMatch turned off), but as soon as I turn Imatch on again, they disappear.

I think the best option you have is to recreate your super playlists as a single more complex playlist.

When you are editing a smart playlist you can option click the '+' button (turns into '...' while you are holding option) and this creates a subgroup that can a condition of it's own.

This playlist picks music based on rating and last played choosing higher rated tracks more often:

One technique I used in some playlists was to put NSFW tracks in a playlist and then build other playlists to exclude NSFW tracks. Putting tracks in a playlist is an easy way to add additional information about them without having to edit the ID3 tags. That doesn't work with these more complex smart playlists.

You will have to put additional information like that into the ID3 fields. You can use the comments block for this, but I don't like to do that because I like to be able to add this kind of flag to multiple tracks at once and I can't do that as I may be losing comments already entered. Genre works if you're willing to use that instead. Any field will work; as I don't have tracks that use grouping I used that for my own NSFW tags.

One slightly more complex place to put these kinds of tags is the 'Category' field. iTunes keeps a category field but doesn't show that field in the editing UI so it's normally not used for anything. Doug's Applescripts offers a script that will let you edit this field. (script and instructions)

Weird, but I have found a way to nest smartplaylists. If you try to add the other playlist as a criteria pressing the +, the list won't sync with iTunes Match. BUT if you just add the criteria pressing the "..." button it will (!)