Spolsky has a lot of good things to say, but he does take it a little too far sometimes. His technical credibility took a major hit in my eyes when I heard about the mess that is Wasabi. Still, the way he runs his company is very innovative, and he has a lot of good things to say about enhancing productivity. Overall, I wouldn't say he's a great technical resource, but in terms of running a successful niche business, he's got some good ideas.
I think Wasabi is very misunderstood. Creating a meta language that "compiles" down to PHP or ASP makes a lot of sense. Don't we need every advantage we can get? If doing that speeds up his development cycle and helps him support both Linux and Windows customers, I wouldn't call that a mess.
It's his secret weapon to build his product both in ASP and PHP. I bet if you were him you'd say "go away customer, I only write my software in Rails/LISP/Haskell".