Simon's writing style seems a little strange to me for what its worth...
There are few others who have worked with with him and described their impressions of how he worked. Those might be more readable, but Hamming's lecture/paper is hard to beat in my opinion.
http://web.cs.dal.ca/~eem/gradResources/HerbertSimon.pdf http://www.isle.org/~langley/papers/has.essay.pdf
I attempted to summarize the three papers and incorporate a few other things a while ago, inspired in part by a post by Cal Newport of StudyHacks on the methods of Feynman and a few others. Incidentally, Cal has colloborated in the past with the author of the Holistic Learning ebook in the OP.
Cal's post: http://calnewport.com/blog/2012/06/18/impact-algorithms-strategies-remarkable-people-use-to-accomplish-remarkable-things/ My summary of Simon's Methods: https://sites.google.com/site/wattsd/simplesimon
The summary is still rough and incomplete, so the sources might be more interesting/useful.
Yes, I got a very strange vibe reading that Simon paper, as funny as parts of it (like the concluding advice on how to make good use of your friends) were, and as seminal a figure as he has been in AI and related fields.
After thinking about it, I think the issue is that Simon is coming from the Good Old Fashioned AI point of view of messing around with random Lisp code without any kind of principled background such as statistical models, and this leads to a kind of subtle semantic drift on all sorts of points and vocabulary - a kind of Uncanny Valley effect. Just similar enough to disturb one.
This ebook is kind of dopey, but it's one of the few resources I've seen where someone who's reasonably good at learning stuff tries to dissect and communicate the mental mechanisms they use for learning:
http://www.scotthyoung.com/blog/Programs/HolisticLearningEBook.pdf
Here's a quick summary.
The author sells various information & coaching products in this vein, but as far as I can tell the ebook I linked to is the only free one: http://www.scotthyoung.com/lmslvidcourse/2.html. (If anyone pays for any of these, they should summarize them (to understand them better) and post the summaries to LW ;].) I'm definitely interested in hearing about other resources people know of on the mechanics of learning.
Someone once told me that if you're a grad student studying under a Nobel laureate, you're much more likely to later win the Nobel yourself. (I just searched the internet for evidence regarding this claim and couldn't find any, so I'm now less confident in it.) This claim suggests that doing good research is learnable.
The person who told me this thought these research skills couldn't be described with words, and could only be transmitted through actual research partnerships. I think it's more likely that they can be described with words, but no Nobel laureate has bothered to sit down and write a book called "How I Do Research". (Please leave a comment if you know of a book like this!)
Even if your fluid intelligence is static and difficult to improve, that doesn't prevent you from improving the mental algorithms and habits you use to accomplish tasks.