Aha, mastery is the question, isn't it? I have no full answer for that.
Does the OP really mean mastery or setting one on the path to mastery? Perhaps a series of MOOC-like college courses would be more appropriate to gradually introduce and incrementally advance one's demonstrated understanding of LW content over time (and multiple courses).
Perhaps a parallel for the syllabus and starting point of a MOOC style would be Coursera's Critical Thinking or How To Argue courses.
Compared to many of the people reading this, I've not participated extensively on LessWrong. In fact, I created my account only about a week ago. That said, I have read many LessWrong articles by contributors such as Eliezer, Jonah, Yvain, Gwern, and many others (if I missed you, my apologies). I wouldn't say it was a huge transformative experience. But I have probably learned a bit more from LessWrong than I learned sitting in on a class by Nobel Prize-winning economist Gary Becker on human capital (without formally registering for the class or doing the coursework). I've learned more of value from LessWrong than all the MIT OpenCourseWare lectures I've consumed. There are a few online experiences, such as reading EconLog, that have been more educational for me than LessWrong, but I can count these on the fingers of one hand.
Some of my friends have claimed that reading LessWrong systematically (and perhaps participating in the comments and attempting to write posts) would generate more value for an undergraduate than a typical core college class (with the possible exception of technical classes specific to the person's major or area of specialization). I'm curious about whether readers agree with this assessment. Do you feel, for instance, that LessWrong provided you with more valuable human capital than your introductory general chemistry sequence? What about comparing LessWrong with an undergraduate "intro to philosophy" class? Or an undergraduate intro class on the history of economic thought? At what percentile would you rank LessWrong relative to your college classes?
A second related question is whether there's a possibility of building a college course -- or college-like course, perhaps a MOOC -- specifically revolving around mastery of the content in LessWrong (perhaps starting with the Sequences). Would such a college course be possible to design in principle? How would such a college course compare with core requirements for undergraduates today?