How to comfort others when they are hurt in their hearts?

Actually, you don't need to say anything to him. Language is really pale in many cases. Except for psychologists, it is difficult for ordinary people to untie the knot in others' hearts by talking.

I think as a friend, you should take him out more and meet more other friends. Going out to exercise, shopping, clubbing and singing can comfort him more than just chatting.

Second, tell him his sadness and let him know that there are many people suffering under the sun, and those who can't solve the problem are the most painful.