It is a no win situation so there is no "right" answer. I have anxiety, so, in my experience, the aftermath of reporting things without enough hard evidence has caused me sleepless nights on more than one ocassion. If I was your friend, I would stay away from him rather than try to soothe him. Since he hates on so many things, the easiest thing for him to hate on in the future would be whoever he is interacting with....