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Given that this will surely become an issue when this site goes public, I figured it be better to answer this now.

At what point can we regard a user as being no more than a trouble-maker (lots of controversial questions and/or answers) and not a legitimate user with good/contentious questions?

Also, how would we deal with such people?

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    1) On the testimony of two or three witnesses. 2) Stone them. – Shog9 Aug 24 '11 at 3:10
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    Thanks for the question. The advice offered here seems sound, but experience has shown it to be far more effective to cite specific example of problematic behavior as they occur so we are not left speculating and speaking in generalities. I have wasted more time speculating (incorrectly) about how people will behave before it actually happens than I care to admit. – Robert Cartaino Aug 24 '11 at 23:06
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    @Shog9: the upvotes for your comment show that this community has sufficient (I hope) amounts of humor :D – Jürgen A. Erhard Aug 28 '11 at 4:56
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    This is a site about the most global controversy in history. Why would controversial questions automatically be from trouble makers? – Tyler Gillies Aug 28 '11 at 10:22
  • @Tyler: I was thinking more like questions that were meant to cause controversy for the sake of controversy. If you look at the questions and answers currently on the site, you'll see that there aren't that many truly controversial questions/answers where a lot of people are upvoting and downvoting. – El'endia Starman Aug 28 '11 at 17:42
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The same way we do on every site.

As users, you do have power over the problem (should one arise):

  • Vote early, vote often Both down and up votes help those not yet in the thick of things see what the community deems acceptable and unacceptable. Additionally, it helps the most-positively-contributing members rise in reputation (while holding back those with dubious records) so that they can do more to make/keep the site great.

  • Flag the trolls, don't feed them Rather than arguing with a troublemaker (which only encourages them), just use the "flag" link to let mods know that a question/comment/answer requires their attention. This way the problem is dealt with, and the troublemaker's behavior isn't reinforced.

  • Vote to close The longer a bad question hangs around, the more emotionally attached its proponents get, and the more resistant they are to fixing it. When you see a question that meets the close criteria, vote to close immediately -- it can always be re-opened if/when it is fixed.

  • Teach newbies the ropes Once new users are able to find this site, their early experiences will shape how they see the community, as well as if and how they will participate in it. If you notice that an apparent troublemaker is a newbie, take the time to leave explanatory comments regarding edits, votes to close, and so on, as politely as possible. The better you treat your newbies, the stronger the contingent of positive, sane, active contributors to this site will be.

  • Focus on the content, not the person behind it The best way to get people to take direction with regard to learning the format and behaving properly is to have an environment where people don't take reactions to their content personally. If your community bickers about every down-vote, or whines about who's chatty comments were/weren't scrubbed, you create an environment where users take every suggestion as a personal affront, and nobody wants to improve. Both in giving and receiving criticism, be as gracious and generous as possible, and you'll find that everyone is more inclined to improve their posting habits and help others do so, too.

  • Lead by example The absolute best way to make this site better, and defend it against an influx of garbage, is to be even more exacting in your standards on your own posts than you are on others'. If a significant minority of the posts to a site are above par, the overall site standards tend to slowly creep up closer to that example.

If things get really out of control, there are moderators and the Community Team here to help.

We have Top Sekrit Mod Toolz (TM) that are available to diamond mods and those with enough reputation that help us keep track of ongoing problems.

If someone appears to be cluelessly abusive we try to educate them, if that fails (or they were apparently purposely abusing the site) we move on to timed suspensions. If there's a problem that mods need help with, or if a user needs help understanding the process or wants a second opinion, they (mods, user, random guy down the street) can contact the Community Team (community -AT- stackexchange -DOT- com) with any concerns, and we'll turn our very experienced eyes (and possibly brains and/or magic wands) on to the problem.

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    I love "Top Sekrit Mod Toolz" - TSMT. – user32 Aug 24 '11 at 8:25
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The moderators* keep an eye on various user activity, notably: closed questions, lengthy argumentative comment threads, and flags. If a user consistently demonstrates an inability to "play well with others", we'll take 'em aside and have a little chat...

Users who persistently post poor-quality content, pick fights with others, engage in trolling / excessive self-promotion / etc. will usually find themselves suspended from the site for increasingly lengthy periods of time.

*Right now, the moderators are SE employees; a bit after the site hits public beta, it'll be users in good standing chosen by SE employees. If you have folks you think would make good moderators, start a nomination post here on Meta and suggest them...

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