I think the best way to learn from others is to pay them (the nominally successful ones) money to hit you with a stick until/unless you demonstrate mastery of the skill or information set they are attempting to impart to you. Obviously, most people in our society agree with me.
brute doesn't believe there's a "success trait" or "success skill" that can be learned, or "failure traits" that can be avoided. success at A is completely different than success at B, and success for person A might work completely different from success for person B.
I think this is true if the task at hand involves any level of complexity. For instance, the solution path to "achieve financial independence" might look quite different for a 22 year old Sri-Lankan male INTJ with some high-level technology skills and a desire to travel the world than a 51 year old American female ENTP with some entrepreneurial experience and the desire to create a permaculture. What I like about Jacob's book is it offers more theory than instruction, so lends itself to infinite solution paths (webs?)
It is funny how we sometimes feel more qualified or compelled to offer advice in realms in which we have failed and then succeeded rather than realms in which we never had any difficulty. However, this may be due to the altruistic desire to spare others pain we have suffered being stronger than the desire to spare others pain we have avoided. Like Akratic, I have no clue how to advise anybody how to drink moderately or beat a gambling addiction beyond saying some likely incredibly unhelpful things like "Prefer lucid thinking" or "Learn math", but I would really like to help others to avoid being stuck in a miserable marriage or hauling around too much excess blubber. For better or worse, I think most of my success following failure in life was due to it wasn't a priority, and then it became a priority. And I don't think just telling yourself that something "should" be a priority is enough to turn the trick. Change has to occur first.
Also, I think something like "you will find your Guru when you are ready" is quite true. I was working as the inventory manager of a large bookstore, and I opened a box of books that included a book on the topic of how to sell books on the internet. I followed the instructions step-by-step, and I was successful supporting myself with my own little business for a number of years, and I was much happier than I had been working for somebody else. It was that easy.