I don't think the philosophy -can- be learned, not by normal people.

There aren't many normal people on LW. Many people here care about truth enough to leave Christianity at the cost of their family thinking badly about them. That doesn't mean that reputation doesn't matter, but it's worthwhile to understand where you make which trades. It's worth to be clear about who you want to impress and who you don't care to impress.

That the road you go to becoming antifragile.

As far as changing things that run deep, I have spent enough time with NLP trained people to know that those can be changed. Most people in the local NLP community in Berlin manage the relevant personality change. NLP doesn't to everything but as far as I observe it can change this parameter pretty reliably

That is... situationally, good advice. There's considerable complexity to when it would be good advice, however, and misapplied or poorly implemented

Yes, that's why it's useless to simple tell people to "be specific" the way you do above.

I wouldn't give that advice to somebody who needed it.

Actually you did give the advice to "be specific" which is what the complaint is about.

It is, to some extent, ivory tower thinking, in something the same way instructions on how to replace a doorframe are ivory tower thinking.

When taking advice on how to replace a doorframe I would seek it from people who actually have had experience with replacing doorframes and not from people who haven't. Guildelines on doorframe replacement by ivory tower folks are suboptimal.