Issue navigator does not sort by more than one column

When viewing issues in the issue navigator, I should be able to click on any column and have it sort by that column.. then click on another column, and have the previous one be the secondary sort, and the just clicked one be the current sort - up to 3 levels.
I have seen this work ... but I cannot figure out why sometimes it works and sometimes it doesn't. When it doesn't work, I only get one sort (no secondary or tertiary sorts). Why would this functionality be intermittent? I haven't been able to find any pattern - with regards to which fields I'm sorting on, custom or not for example. Usually I am clicking on the default saved filter "Resolved" - not a personal or saved filter.
Even as I'm writing this I saw it flip from not working to working. All I did was edit the filter so that the Assigned user was populated (as current user) and it started giving me 3 sort levels again. (Normally all "Resolved" issues are assigned to me so I don't filter on that). Any ideas?

What's more... I clicked on the column headings (the same two) a few times until it generated an error (see attachment). It didn't recur, but I'm attaching the error to this issue anyway.