I used to read Joel's Joel on Software a lot. Also, Graham's . Another hidden jewel is the Elias Daler's blog.

Edit: I have to add Steve Corona's blog to the list. He's more on the motivation and guidance side. Everyone gonna hear and read stories about people getting straight out of their college with a six-figure job, working for SV startups. But the truth is, you're more likely to struggle, a lot, specially if you live outside of the developed world. Instead of success, Steve's story is of one who dropped out of the college at 19 and had to sleep in his car for while.