Dave Winer’s blog is full of insights, and definitely a feed you should have in your reader. Marco Arment even proposed a “theorem”: “On a long enough timescale, Dave Winer is usually proven right”.
I just love this, about respect:
I respect people who ship software that’s open to competition, and then write specs to show people how to compete with them.
It’s just like the web. People come back to places that send them away.