I have noticed that my lack of math skills put me at a great disadvantage. Telling people to go to khanacademy and do all the exams is a bit extreme, but maybe someone would be able to write a convincing post about how truly understanding math would help further understanding in general and lesswrong specifically.

Other than that i fully agree that we need a rewrite and re-ordering of the content to be more beginner friendly. I am willing to spend time helping out here but i do not know what to do.