Cant add songs to playlist

just got a new ipod, transfered songs from old ipod to laptop, put songs onto new ipod.  Now the problem....i cant add songs to a playlist, the arrow doesnt give me the add to option and i cant drag them.....i have multiple devices , ipad, 2 iphones and now this ipod....itunes says downloading song x to match, what the heck is that and why is it taking so long?  do i have a library conflict or something?  i constantly struggle with syncing and manually manage this and that and all these songs will be deleted and synced with this library, etc....you get the picture.....can anybody give me the crash course of apple products 101? i never had any problems when i just had an ipod years ago but when we got multiple devices and accounts and cloud everything has become much more difficult.

What sort of Playlist?
You can only drag songs into regular Playlists, but not into Smart Playlists. In the picture below, the highlighted Playlists with the "musical note on paper" are regular Playlists, into which you can add songs:
The Playlists with a "cog wheel" beside them are Smart Playlists. Songs are added to these lists according to the rules you set for that list. You cannot drag songs into them and if you try, you will see the red circle with the slash.
Is this the problem?

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