Personally I have always chosen the self learning path, only going to college to obtain the 'proof' for work requirements but have been very impressed with the recent MOOC offerings (e.g. Machine Learning, Model Thinking). The format is very flexible and works well for people who like the self learning path.
By the way, there is one benefit of a systematically fed knowledge -- it prevents you from getting into selection spiral, where you want to learn about something
This is a valid point, but each individual has different levels of understanding prior to starting, yet the content usually covers all grounding material meaning that many people end up with boring subjects.
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?