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Re:Ask HN: Who are the top UI designers on the web today? by richardburton on Thursday December 10, 2009 @05:23AM (#987647)
How about Ryan Singer at 37signals? Not only is he a great, functional designer but I think he's an awesome teacher, too.

http://37signals.com/papers/introtopatterns//index

Re:Ask HN: Who are the top UI designers on the web today? by unalone on Thursday December 10, 2009 @08:18AM (#987774)
My personal opinion is that he's very good, but not great. His designs work very well, but he never strikes me as ambitious or risk-taking in his work, which I feel is a must for great.