Your inner simulator is probably more accurate than your explicit models in domains where you have a rich experience base, such as social phenomena, and day-to-day physical phenomena.
Not true. At least not likely. If it were so, then most people would pick up soft skills in a rather automatic fashion without the need for too much conscious effort (actually, any conscious effort, since if the inner simulator is more accurate, your intuitions should lead you on the correct/correct-ish path. Ceterus Paribus, this should hold true for the majority of people (i would expect around more than 90%)
Also, I have a more general comment. A large part of the strategy advocatde here seems (to me) to be divided into rough categories: Keep trying stuff and keep reading stuff. You seem to indicate that learning hard facts should be discarded when you find them to be wrong, whereas learning soft skills involves some amount of reading "wrong ideas/facts/information". I get the feeling that you're keeping a double standard here. In the sense, that the timeline for learning a hard fact seems to be almost instantaneous while soft skills seem to be a little more long term (at least that's the sense I got from reading it, as if it was implied). To further illustrate this point, consider the following thought experiment:
You read in a book that gravity doesn't work on cell phones. You drop your phone and find it falls. You've learnt that gravity does in fact work.
You read that flattering people doesn't help. You avoid flattering people and then suddenly notice that your competitors who flattered their bosses/colleagues/friends have advanced their careers/social position.
See, what I'm getting at?
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Soft skills are hard. I'm extremely good at learning soft skills. I try as hard as I can to teach one whenever someone desires one, but they're damn near impossible to teach. I've thus far only been successful at teaching someone how to do something related, in a way that their mind can grasp and run with, so that a few years later they will have developed the soft skill "on their own" (At which point, they will be doing exactly as I said exactly how I told them to, and they will tell me about this cool new thing they figured out how to do, and question why I didn't ever tell them to do it that way).
So rather than teach how to learn soft skills, I'm going to describe a few of the most useful soft skills I have.
I personally think the conceptual base of Less Wrong is contrary to efficient soft skill development. However, I think the conceptual base of Less Wrong is a potentially good platform to use to begin soft skill development. The most efficient way I can think to do so is to learn to use the conceptual base of Less Wrong, then make the inference jump that everything you've learned from Less Wrong is uselessly inefficient. This is the pattern I see everywhere people strictly adhere to a conceptual base. It's almost always a good platform to expand further from, provided the expansion stops using the platform as soon as possible.