While I was trying to fix Bug 501163, I ran across this odd behaviour, and thought it was related to the changes I had made. But no, it's reproducible on trunk, as well as on 3.0b3, with new profiles. Steps to Reproduce: Go to Preferences » Attachments, make sure none of the items are selected, and click Content Type a couple of times, to see it change the sort order. Then, select one of the items, and click Content Type a couple more times. Expected Result: The sort order changes as it did the first time. Actual Result: The sort order didn't seem to change most of the time, but did change every now and then, when I clicked randomly. Thanks, Blake.