The point I was making in my initial reply was in response to the trivialization of what someone else cares about ("sad enough to cry over productivity software"). That to me is by definition judgmental.
I don't believe there is a universal list of things that is OK to care deeply enough to cry about. There are plenty of things you would cry about that I would not, but I can understand why you would care deeply about those things. Or maybe you are of the opinion that crying isn't allowed at all. Which is also an opinion.