Venkatesh Rao (who is amazing because he literally constantly challenges our definitions of everything):

http://www.quora.com/Venkatesh-Rao/Quora-Portfolio-Year-1

http://www.quora.com/Venkatesh-Rao

http://www.ribbonfarm.com/be-slightly-evil/

http://www.ribbonfarm.com

Gregory Rader:

http://www.quora.com/Gregory-Rader

http://onthespiral.com/

Daniel Lemire:

http://www.quora.com/Daniel-Lemire and http://lemire.me/blog/ are also super-super-super interesting

==

I tried doing google searches of site:lesswrong.com + their names (or websites), but ended up with little. I'd like to see what LessWrong thinks of Rao in particular. I have NEVER seen posts that were as amazingly insightful as his. It's worth it just to sacrifice a day just to see all his amazing posts. The others were also amazing and really make you think about everything.

==

E.g. with Rao, you have

My favorites: 

http://www.quora.com/What-are-the-benefits-to-obtaining-a-PhD-in-the-field-of-Education/answer/Venkatesh-Rao?srid=0WH

http://www.ribbonfarm.com/2010/05/19/intellectual-gluttony/

http://www.ribbonfarm.com/2011/04/07/extroverts-introverts-aspies-and-codies

http://www.quora.com/What-careers-or-industries-are-the-most-meritocratic/answer/Venkatesh-Rao?srid=0WH

http://www.ribbonfarm.com/2008/09/11/how-to-measure-information-work

http://www.quora.com/What-are-some-tips-for-advanced-writers/answer/Venkatesh-Rao

http://www.quora.com/Children/Why-do-some-humans-not-want-children/answer/Venkatesh-Rao

http://www.quora.com/What-is-the-best-way-to-motivate-oneself-to-finish-a-PhD/answer/Venkatesh-Rao

http://www.quora.com/History/What-is-the-most-important-human-decision-ever-made/answer/Venkatesh-Rao

http://www.quora.com/Is-the-following-follower-model-the-new-standard-of-social-connection/answer/Venkatesh-Rao

http://www.quora.com/What-discipline-specific-principles-help-reframe-activities-so-as-to-provide-useful-insights-and-or-improvement

1. "Premature optimization is the root of all evil" -- Knuth, computer science
2. Never design a law with the worst case in mind -- law/legislation

Rader:

http://onthespiral.com/stop-wasting-time-and-effort-developing-fragile-capabilities

http://onthespiral.com/unifying-value-universe

http://onthespiral.com/principles-disruptive-learning-environments

Lemire:

http://lemire.me/blog/archives/2010/08/16/working-long-hours-is-stupid

http://www.daniel-lemire.com/blog/archives/2010/02/08/trading-latency-for-quality-in-research

http://www.daniel-lemire.com/blog/archives/2009/09/14/how-things-change-cheaters-are-innovators

http://www.daniel-lemire.com/blog/archives/2008/08/19/the-secret-to-intellectual-productivity/

http://www.daniel-lemire.com/blog/archives/2010/01/13/the-fundamental-properties-of-computing/

http://www.daniel-lemire.com/blog/archives/2007/12/05/formal-definitions-are-less-useful-than-you-think/

http://www.daniel-lemire.com/blog/archives/2007/11/19/directed-research-is-useless/

http://lemire.me/blog/archives/2006/08/09/big-schools-are-not-longer-giving-researchers-an-edge/

http://lemire.me/blog/archives/2011/06/23/probabilities-are-unnecessary-mathematical-artifacts

http://lemire.me/blog/archives/2011/06/14/the-language-interpreters-are-the-new-machines

http://www.daniel-lemire.com/blog/archives/2009/08/01/why-i-hardly-ever-blog-about-my-ongoing-research/

http://lemire.me/blog/archives/2011/06/08/is-wikipedia-anti-intellectual

http://www.daniel-lemire.com/blog/archives/2008/06/05/why-pure-theory-is-wasteful

http://lemire.me/blog/archives/2011/06/06/why-i-still-program