This seems to happen very regularly to me on 14.04. I also saw it on previous versions. I think the relevant pieces are these: I have a laptop and an external monitor that is always connected. They are not the same size (# of pixels). I typically use two accounts. My regular account that pops up the update manager GUI and a guest session. It seems that when I leave the guest session open and the update manager is started in the other session (not displayed on any screen at the time), that is when I can't click on it to open the update manager GUI.
This seems to happen very regularly to me on 14.04. I also saw it on previous versions. I think the relevant pieces are these: I have a laptop and an external monitor that is always connected. They are not the same size (# of pixels). I typically use two accounts. My regular account that pops up the update manager GUI and a guest session. It seems that when I leave the guest session open and the update manager is started in the other session (not displayed on any screen at the time), that is when I can't click on it to open the update manager GUI.