Uploading a gem directory twice will create duplicates in the web ui. Is it simple enough to ignore duplicate versions?
What do you mean by this? Do you mean that you do a 'stickler push ...' and that push a gem, and then you push the same gem again and it now shows up 2x in the ui?
Can you do a console capture to show what you are doing? If you need to send it to me in a private message that's fine.