To the extent that we didn't notice anything strange about LW's figurehead having this OKCupid profile
Who's this we? You're imbuing the community with a hivemind it doesn't possess.
I'm sure that many LW readers, if they saw the profile, would have thought it weird, inept or off-putting. Others would see it neutrally as direct, to the point, and possibly effective. Others yet might find it awesome and intriguing. But nearly everyone, I'd wager, would see it as EY's private matter.
Look, RMS had a weird little personal ad on his website for a long time (might still be there as far as I know). I don't think it ever hurt the credibility of the organization he's figureheaded, the FSF. Some other things he's said and done probably did, by the way, but not the way he chose to seek romantic companionship.
I'm sure that many LW readers, if they saw the profile, would have thought it weird, inept or off-putting.
My own reaction was "Wow, that's definitely going to turn off most people... but not the people he would want to date, anyway."
The rationalist in question, of course, is our very own EY.
Quotes giving a reasonable sample of the spectrum of reactions:
Why is this important to consider?
LessWrong as a community is dedicated to trying to "raise the sanity waterline," and its most respected members in particular put a lot of resources into outreach, via CFAR, HPMoR, and maintaining this site. But a big factor in how people perceive our brand of rationality is about image. If we're serious about raising the sanity waterline, that means image management - or at least avoiding active image malpractice - is something we should enthusiastically embrace as a way to achieve our goals. [1]
This is also a valuable exercise in considering the outside view. Marginal Revolution is already a fairly WEIRD site, focused on abstract economic issues. If any major blog is likely to be sympathetic to our cultural quirks, this would be it. Yet a plurality of commenters reacted negatively.
To the extent that we didn't notice anything strange about LW's figurehead having this OKCupid profile, LW either failed at calibrating mainstream reaction, or failed at consequentialism and realizing the drag this would have on our other recruitment efforts. In our last discussion, there were only a few commenters raising concerns, and the consensus of the thread was that it was harmless and had no PR consequences worth noting.
As one commenter cogently put it,
I'd argue the same reasoning applies to the community at large, not just EY specifically.
[1] From Anna's excellent article: 5. I consciously attempt to welcome bad news, or at least not push it away. (Recent example from Eliezer: At a brainstorming session for future Singularity Summits, one issue raised was that we hadn't really been asking for money at previous ones. My brain was offering resistance, so I applied the "bad news is good news" pattern to rephrase this as, "This point doesn't change the fixed amount of money we raised in past years, so it is good news because it implies that we can fix the strategy and do better next year.")