Tim Stone asked: New users often are not accustomed to the Stack Exchange system, and sometimes struggle to present themselves properly, either in the way they use the site or their attitude. How willing are you to work with "problematic" users, and at what point do you decide that someone isn't worth the effort?
KitFox answered: I am very willing to work with new users to help them learn the ropes. If they continue to struggle, I would continue to help. I would only give up on a user if they became abusive and caused an issue on the site for other community members. Then I would involve the other mods for help in dealing with the situation.
simchona answered: I've found that there are some "problematic" users like our new troll, who I have taken aside in a private chat (along with Mahnax) in order to try to help them use the site better. This happened after this troll had posted porn, spam, and exact duplicates of his own question under multiple sock puppets. I am willing to go quite far in helping new users, but I stop at the point where they continue to go forward with bad behaviors.
J.R. answered: I think there's a difference between new users and "problematic" users. Users don't become problematic until after they've been guided, and subsequently spurned the correction. I'd be very patient with new users, but, eventually a line can be crossed.
Evan Carroll answered: There is no such thing as someone "that is not worth the effort." The platform should modified so that it is self-correcting. All people are worth the effort they're willing to put forward, and shy of that all social problems can be handled with technology.
Evan Carroll continued: So in essence, I'd advocate for welcoming everyone to the site: unban and expire all suspensions. And, find a way to mitigate any social problems through technological tools that don't involve limiting the ability to participate.
Matt Эллен answered: For new users I'd try to push them in the right direction. I would explain that closing a question isn't a mark against them and that down votes aren't punishment. They need to understand that there is every chance to adapt to the system in place here, and get a lot from the site.
Matt Эллен continued: For problem users it depends on the nature of the problem and the user. If the problem is just a misunderstanding then most issues can be resolved in meta or chat, quite amicably. Obviously there will be problem users who are detrimental to the site and they will be dealt with the same way they are dealt with now.
kiamlaluno answered: I am willing to help new users, but I cannot say when they are not worth anymore being helped; that depends from each singular case. If somebody doesn't show any willingness of being helped, the limit is probably very low; vice versa, if the user is willing to be helped, but there is a language barrier, then the limit is probably higher.
Marthaª answered: It really depends, both on the user (how willing they seem to be to adjust their interactions) and on me (how busy I am at the moment). On a good day, I make sure to post a helpful comment on any question I vote to close, and if I see a good question underneath the crud, I will ruthlessly edit it into shape. But if the user starts getting personal, I will drop him like a hot potato and let community votes take care of it.