Hi CHartman, sorry for all the problems you are having.
Check that Apple Mail on your Mac computer is set to the default Mail app:
Mail>Preferences>General....Default mail reader .... Mail.
Once this is done, Clicking Mac editor>Playlist to device (or Song to device) should open Mail and insert the song code into the body of your email. If you can use an email address from your ISP (not gmail) and able to pick this up on your iOS device then the code should stay intact. This might mean you have to set up a new account in Mail (Preferences>Accounts so they send from the ISP (or your alternate email address) and set up Mail in your iOS device to collect email from there.
(But try gmail/hotmail first as they could work ok.)
Please let us know if you are still having problems.
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