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
I use Google Feed Reader, and subscribe to several dozen feeds and only read what I think are the most important to me.
My subscription list includes:
Read/Write Web
Techcrunch
TUAW (The Unofficial Apple Weblog)
A List Apart
many of the open source project "Planet" News aggregators: apache, centos, gnome, kde, etc.
Valleywag
Ars-Technica
Blackberry Cool
And most of the Google-related blogs
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