Playlist / change the play order ,,, Gen 2 15GB classic

I have most things mastered Ipod wise -ish , after 6 months "no !!! I can figure it out "
No luck with highlight drag & drop play lists up or down to change play order ???
I have applied a bandage to my forehead from beating it against the wall .
Thanks bandage head

I assume you want a custom sort order within a playlist, not sorted by Song, Artist, or Album.
With the playlist in view in iTunes, make sure that "Shuffle" is turned off. Then click on the left-most header (the empty box over the numbers in the left column). Once you click on that empty box you have unlocked the playlist and can then drag songs to any order you like (just make sure Shuffle is OFF).
When you're done, Option-click on the playlist name (right-click in Windows) and select "Copy to Play Order" to lock in the new sort order. If you auto-sync then you would re-sync the iPod. If you manually manage the iPod, you should be able to do this on the playlist on the iPod with it connected to iTunes.

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