For me, that doesn't work either (the part while you are uploading, and where you can check mark the little square).
So every time I uploaded a layout. And the upload is finished, I see my layout. And at the bottom of the screen there are these things you can choose from:
Additional Info
Add to Favorites · Post a Comment · Report Photo · Print View · Receive Email Updates
Admin Options: Edit Photo
There I always click the: Receive Email Updates.
That works fine. And that's how I always do it.
I hope I explained it a bit clear