Hello Derek,
No need to sign out / sign in in your case, since looking at the screen shot I see the “Premium” indicator in the title bar.
Thank you for reporting this! That’s actually a bug, but not quite the way it appears. Right now the button is somewhat unintuitively a synonym for selecting and right-clicking files in the recent files list and selecting “key share”. So, it will actually become enabled if you select a file or two in the recent files list. We’ll be fixing this shortly!
Your second issue “now way to add files” I don’t quite understand, is it related to the key sharing issue? If so, the intention is for files to be selected first, then the key sharing applied, so there is no ‘add files’ in the key sharing dialog. If I’ve misunderstood, please explain more!