This is just confirmation bias. Page credits "part of that training of not following rules and orders, and being self-motivated, questioning what’s going on in the world, doing things a little bit differently." As a Montessori kid myself, I could see myself having differing opinions depending on how the future turned out.

Successful: go back and credit Montessori for making me a rebellious, curious nonconformist.

Unsuccessful: go back and partially blame Montessori for those same values, that make navigating this world of rules and structures difficult.

PG's writings would make me think that he leans more towards the Montessori side of things, and probably a lot of HNers are the same. I'm glad jsavimbi spoke about his need for strong discipline.