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Not being forced to rush through everything make it a lot easier for me to learn math.

Thanks to Khan Academy, I now understand trigonometry in a much cooler and intuitive way.

However, I don't know if that mean I am beginning to transcend the mechanics/grammar of mathematics.

That, like mastery of music, language and art, takes persistence, time, practice, learning, error and experience - make the most of your time to devote yourself to furthering what you know. The expertise you seek will come to you.

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