With all due respect (read: none), if they are the one speaking about their own troubles, their judgment about their own personal situation does trump your own.

Further, human relationships being boiled down to “whose judgment trumps whose” exposes your entire argument for its purpose: which is to allow you to dominate others and tell them they are “wrong” for feeling ways. Exactly the thing you are complaining of happening to you. Conversations are not attempts to dominate one another, and your view of conversations as an argument to be “won” reveals why no one likes your company.