Please drastically increase (or just remove) the limit of how many items can be added to an individual playlist.
It's inconvenient and disruptive and in the end you can just create a second playlist (which you cannot control the order of, also unfortunate) with a similar name -- you still store the same number of records of playlist entries in the end, it shouldn't matter if they're in 1 larger playlist (tag) or many separate playlists created after each reaches the limit.