A couple of less known or perhaps less considered sites:
Raganwald: a developer in Canada who routinely has deep insights into software development issues
Skrenta: a super smart guy with obviously deep expertise
Paul Buchheit: every so offers great insights Ted Dzubia: he's the guy from Uncovd, known for ripping tech companies based on deep technology expertise
Umair Haque: maybe the best analyst on the economic impact of technology
Fake Steve Jobs: despite the satire, frequently offers great analysis of technology trends and because he is a satirist, he is free to say things other people would not dare to say
FYI, if you like Coding Horror, Joel Spoelsky (of Joel on Software fame) and Jeff Atwood (coding horror) have a new podcast called Stack Overflow which is fun. They are launching a site called stackoverflow.com sometime that they intend to be like, the ultimate developer wikipedia/experts exchange type site.
Coding Horror on twitter is really interesting too as Jeff is a voracious web reader and posts all kinds of interesting (albeit often, useless!) links
Hah! I played silly arcade games and hung out with the founder of Tech E Blog for a few hours one night in 2007 while I was visiting a mutual friend in Orange County. Really nice guy.
Daniel Leuck said:
I read TechCrunch every morning. Its the WSJ of the web world.