[malisa]

Partially figured it out...

I shut down OF and re-started it and the grouped version now behaves as expected.

And upon further inspection, I figured out what is going on with the ungrouped one, but it's not what I'd expect and has generated another question.

When ungrouped, it's sorting alphabetically by context name. But the reason that this wasn't readily discernible is that it's sorting on the entire name ie: "Home Kitchen" not just the "Kitchen" that's visible with the context column showing.

Is an alphabetical sorting what should be expected here?

And my real follow up question:

Is there a way to get Home Kitchen to show up in the context column instead of just Kitchen?

ETA: Remembered how to get the whole Context to show up (setting in Preferences) follow up-follow up question:

Is there a way to have the whole context show up, but not the whole project/folder path?