No, you're right, this is not expected behavior. That being said, the icon reappears when you open the menu again. So it's not a huge bug.
Thanks for spotting it. We'll see if we can squeeze in a fix for the next release.
When you update wyBuild, wyUpdate will change the text of the menu item of "Check for updates" to "Cancel update checking", however when you leave it to change the text of the menu entry back to "Check for updates" (while you still have the menu opened) the small update icon will no longer be displayed and will disappear.
http://img821.imageshack.us/img821/9392/updateimgdisappears.png
I would assume this is not the expected behaviour?
No, you're right, this is not expected behavior. That being said, the icon reappears when you open the menu again. So it's not a huge bug.
Thanks for spotting it. We'll see if we can squeeze in a fix for the next release.