Mailbox won't go on sidebar to where dragged

I have my mailboxes numbered and titled, and in an order for me. Now, when I create a new mailbox, it either ends up near the top of the list or at the bottom. I drag it to where I want it, but it will not stay.

First thing that comes to mind is just go to your main library in iTunes and make sure there's a check mark in all of the boxes that appear to the left of each song title. If they're unchecked iTunes will stop after each song.
To fix this, go to the top toolbar in iTunes and select Edit>Select All>then right click on the selection and choose "Check All". This should replace your checkmarks.

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