Playlist order occasionally reverses after sync

I keep my many playlists in a very specific order, typically by number so that the songs added most recently to the playlist at the top.  But every so often, the order of the playlist will get completely reversed on my phone and in iTunes after a sync.  It's easy to fix, but I usually don't notice it until I'm away from my computer and can't resync it to put it back in the proper order.  It's so annoying, but also strange that it only happens on occasion.  It's been doing this for quite a long time and hasn't been fixed through the various iOS or iTunes updates.  What could be causing this?

In iTunes select the playlist name and *Copy to play order* then sync.
Or you can just go set Settings -> Shuffle* to Songs on the iPod and play the playlist.

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