One issue that has been discussed here before is whether Less Wrong is causing readers and participants to behave more rationally or is primarily a time-sink. I recently encountered an example that seemed worth pointing out to the community that suggested mixed results. The entry for Less Wrong on RationalkWiki says " In the outside world, the ugly manifests itself as LessWrong acolytes, minds freshly blown, metastasising to other sites, bringing the Good News for Modern Rationalists, without clearing their local jargon cache." RationalWiki has a variety of issues that I'm not going to discuss in detail here (such as a healthy of dose of motivated cognition pervading the entire project and having serious mind-killing problems) but this sentence should be a cause for concern. What they are essentially talking about is LWians not realizing (or not internalizing) that there's a serious problem of inferential distance between people who are familiar with many of the ideas here and people who are not. Since inferential distance is an issue that has been discussed here a lot, this suggests that some people who have read a lot here are not applying the lessons even when they are consciously talking about material related to those lessons. Of course, there's no easy way to tell how representative a sample this is, how common it is, and given RW's inclination to list every possible thing they don't like about something, no matter how small, this may not be a serious issue at all. But it did seem to be serious enough to point out here.
But what should that outside feedback have looked like? People talking about what they used Wikipedia for? I'm sure there was plenty of that on blogs. A committee of experts coming over and giving advice?
I can't really imagine what kind of "outside feedback" would have changed Wikipedia's trajectory - I don't see what would have increased the "group rationality" of Wikipedia editors that they didn't already have. Academics involved? check. People thinking hard about how to organize that thing? check. New people coming in with a new perspective? check.
Now, Wikipedia's history could have varied with some internal changes - say policies on handling disputes, on anonymous editors, a clearer vision of Wikipedia "not as a scratch pad but as the final product", etc. - but none of those seem more likely to be introduced by "outside feedback".
Yeah, the idea of what I might be asking for is somewhat inchoate. I think I'm still shocked at Wikipedia getting a lot of outside feedback at all - actually becoming famous, then going beyond that to an assumed part of life. What? How on earth?
To bring it back to on-topicality, where is LessWrong now? It's gaining participants slowly. What's the aim? "Refine the art of human rationality." How would that scale if readership doubled tomorrow? What would happen if LW got famous? How could that occur? What function would the site have?