I have a client who is willing to pay money to see this happen.
The problem is that currently you have to select images one-at-time to upload images using the WordPress iOS app. Try uploading a 50-image album like that.
I know that iOS isn't all that great at allowing people to select multiple images. However in the Cameral Roll, you can hit "Edit" and then select multiple.
All that needs to happen is that after selecting the images, when you click the "Share Via" button, the WordPress app shows up in the list of apps to share with (currently facebook, iCloud and Instagram show up).
This already works on Android, and I don't think I'm the only one begging to see it on iOS.
Oh and, there is a cash prize being put on the table.