Here are my thoughts on the "Why don't rationalists win?" thing.

Epistemic

I think it's pretty clear that rationality helps people do a better job of being... less wrong :D

But seriously, I think that rationality does lead to very notable improvements in your ability to have correct beliefs about how the world works. And it helps you to calibrate your confidence. These abilities are useful. And I think rationality deserves credit for being useful in this area.

I'm not really elaborating here because I assume that this is something that we agree on.

However, I should note that rationalists aren't really making new and innovative discoveries (the non-superstar ones anyway), and that this may increase the "why don't rationalists win?" thing. I think that a big reason for this lack of progress is because a) we think about really really really difficult things! And b) we beat around the bush a lot. Big topics are often brought up, but I rarely see people say, "Ok, this is a huge topic so in order to make progress, we're going to have to sit down for many hours and be deliberate about this. But I think we could do it!". Instead, these conversations seem to be just people having fun, procrastinating, and never investing enough time to make real progress.

Altruistic

I also think that rationality is doing a great job in helping people to do a better job at being altruistic. Another thing that:

• I'm going to assume that we mostly agree on, and thus not really elaborate.
• I think deserves to be noted and given credit.
• Is useful.

For people with altruistic goals, rationality is helping them to achieve their goals. And I think it's doing a really good job at this. But I also think that it doesn't quite feel like the gains being made here are so big. I think that a major reason for this is because the gains are so:

1. High level.
2. Likely to be realized far in the future.
3. Are the sort of thing that you don't personally experience (think: buying a poor person lunch vs. donating money to people in Africa).

But we all know that (1), (2), and (3) don't actually make the gains smaller, it just makes them feel smaller. I get the impression that the fact that the gains feel smaller results in an unjustified increase in the "rationalists don't win" feeling.

Success

I get the impression that lack of success plays a big role in the "why don't rationalists win?" thing.

I guess an operational definition of success for this section could be "professional, financial, personal goals, being awesome...". 

I don't know much about this, but I would think and hope that rationality helps people to be notably more successful than they otherwise would be. I don't think rationality is at the point yet where it could make everyone millionaires (metaphorically and/or literally). But I think that a) it could get there, and b) we shouldn't trivialize the fact that it does (I'm assuming) make people notably more successful than they otherwise would be.

But still, I think that there are a lot of other factors that determine success, and given their difficulty/rarity, even with rationality in your toolbox, you won't achieve that much success without these things.

1. Plain old hard work. I'm a huge believer in working smart, but I also think that given a pretty low and relatively sufficient level of smartness in your work, it's mostly a matter of how hard you work. You may ask yourself, "Take someone who studies really hard, but is lacking big time when it comes to rationality - wouldn't they not be successful?". I think an important (and sad) point to make is that at this point in history, you could be very successful with domain specific knowledge, but no rationality. And so people who work really hard but don't have an ounce of rationality often end up being very good at what they do, and very successful. I think we'll reach a point where things progress enough and rationality does in fact become necessary (the people with domain specific knowledge but no rationality will fail).
2. Aptitude/starting early. I'm not sure the extent to which aptitude is actually a thing. I sense that a big part of it is simply how early on you started. When your brain was at that "sponge-stage". Regardless, aptitude/starting early seems to be pretty important. Someone who works hard but started too late will certainly be at a disadvantage.
3. Opportunity. In one sense, not much will help you if you have to work 3 jobs to survive (you won't have much time for self-improvement or other necessary investments of time). In another sense, there's the idea that "you are who you surround yourself with". So people who are fortunate enough to grow up around other smart and hard working people will have had the opportunity to be socially pressured into doing the same. I think this is very underrated, but also very overcommable. In another sense, some people are extremely fortunate and are born into a situation where they have a lot of money and connections.
4. Ambition/confidence. Example: imagine a web developer who has rationality + (1) + (2) + (3) but doesn't have (4). He'll probably end up being a good web developer. But he might not end up being a great web developer. The reason for that is because he might not have the ambition or confidence to think to pursue certain skills. He may think, "that stuff is for truly smart people, I'm just not one of those people". And he may not have the confidence to pursue the goal of being a great software engineer (more general and wide-ranging). He may not have the confidence to learn C and other stuff. Note that there's a difference between not having the confidence to try, and not having the confidence to even think to try. I think that the latter is a lot more common, and blends into "ambition territory". On that note, this hypothetical person may not think to pursue innovative ideas, or get into UX, or start a startup and do something bigger.

Happiness

I get the impression that lack of happiness plays a big role in the "why don't rationalists win?" thing.

Luke talked about the correlates of happiness in How to Be Happy:

Factors that don't correlate much with happiness include: age,⁷ gender,⁸ parenthood,⁹ intelligence,¹⁰ physical attractiveness,¹¹ and money¹² (as long as you're above the poverty line). Factors that correlate moderately with happiness include: health,¹³ social activity,¹⁴ and religiosity.¹⁵ Factors that correlate strongly with happiness include: genetics,¹⁶ love and relationship satisfaction,¹⁷ and work satisfaction.¹⁸

One thing I want to note is that genetics seem to play a huge role, and that plus the HORRIBLE hedonic adaptation thing makes me think that we don't actually have that much control over our happiness.

Moving forward... and this is what motivated me to write this article... the big determinants of happiness seem like things that are sort of outside rationality's sphere of influence. I don't believe that, and it kills me to say it, but I thought it'd make more sense to say it first and then amend it (a writing technique I'm playing around with and am optimistic about). What I really believe is:

• Things like social and romantic relationships are tremendously important factors in one's happiness. So is work satisfaction (in brief: autonomy, mastery and purpose).
• These are things that you could certainly get without rationality. Non-rationalists, have set a somewhat high bar for us to beat.
• Rationality certainly COULD do wonders in this area.
• But the art hasn't progressed to this point yet. Doing so would be difficult. People have been trying to figure out the secrets of happiness for 1000s of years, and though I think we've made some progress, we still have a long way to go.
• Currently, I'm afraid that rationality might be acting as a memetic immune disorder. There's a huge focus on our flaws and how to mitigate them, and this leads to a lot of mental energy being spent thinking about "bad" things. I think (and don't know where the sources are) that a positive/optimistic outlook plays a huge role in happiness. "Focusing on the good." Rationality seems to focus a lot on "the bad". Rationality also seems to make people feel unproductive and wrong for not spending enough time focusing on and fixing this "bad", and I fear that this is overblown and leads to unnecessary unhappiness. At the same time, focusing on "the bad" is important: if you want to fix something, you have to spend a lot of time thinking about it. Personally, I struggle with this, and I'm not sure where the equilibrium point really is.

Social

Socially, LessWrong seems to be a rather large success to me. My understanding is that it started off with Eliezer and Robin just blogging... and now there are thousands of people having meet-ups across the globe. That amazes me. I can't think of any examples of something similar.

Furthermore, the social connections LW has helped create seem pretty valuable to me. There seem to be a lot of us who are incredibly unsatisfied with normal social interaction, or sometimes just plain old don't fit in. But LW has brought us together, and that seems incredible and very valuable to me. So it's not just "it helps you meet some cool people". It's "it's taken people who were previously empty, and has made them fulfilled".

Still though, I think there's a lot more that could be done. Rationalist dating website?* Rationalist pen pals (something that encourages the development of deeper 1-on-1 relationships)? A more general place that "encourages people to let their guard down and confide in each other"? Personal mentorship? This is venturing into a different area, but perhaps there could be some sort of professional networking?

*As someone who constantly thinks about startups, I'm liking the idea of "dating website for social group X that has a hard time relating to the rest of society". It could start off with X = 1, and expand, and the parent business could run all of it.

Failure?

So, are we a failure? Is everything moot because "rationalists don't win"?

I don't think so. I think that rationality has had a lot of impressive successes so far. And I think that it has

A LOT

of potential (did I forget any other indicators of visual weight there? it wouldn't let me add color). But it certainly hasn't made us super humans. I get an impression that because rationality has so much promise, we hold it to a crazy high standard and sometimes lose sight of the great things it provides. And then there's also the fact that it's only, what, a few decades old?

(Sorry for the bits of straw manning throughout the post. I do think that it lead to more effective communication at times, but I also don't think it was optimal by any means.)