Come on over to Moving Up for your primary help and Q&A source.
"A wizard is never late, nor is he early. He arrives precisely when he means to."
I would call Bungie/343i customer support. Its a feature of the game that has been paid for, therefore it should work. By the way, you don't need bungie pro to upload to your file share, that only increases the 6 slots to 24 slots, and gives you 5 ungie render points (which reset every month if you have less than 5).