That all depends on the friend and their attitude. Sometimes enough is enough and you can just tell when it’s time to not necessarily give up on someone but give them space. But honestly this is all relative. Some people (like me) want people around when I cry. I’m not ashamed by it whatsoever and really like it when people try and cheer me up and help me feel better. Others absolutely hate showing their vulnerable side to others. What I tend to stick to is being upfront and asking “what’s wrong?” rather than “is anything wrong?” If the reply is defensive, back off and give space. Pushing will only make things worse. Don’t feel like a bad friend for leaving your friend alone. Some people truly need to be left alone and you need to respect that. Just listen to the person, pay attention to their replies and whether they want to reveal what’s wrong or are really distancing themselves and body language if you’re around them. In other cases, the friend will come to you. Overall, the balance varies. Just be prepared to be there for the person and be patient.