Can you email a large playlist? (or any song or playlist)
Say if you downloaded Jazz 1300 (again) and then tried to email the playlist as though it was a "backup"
2700 shouldn't too many. I've got almost 4000.
When I generate a backup, if I choose to cancel it, it asks if I want to save the draft. Can you save the draft, check the draft folder, and send it from there?
Random thoughts
)BOB