You know what? If he wrote a 3 page blog post saying "why it would be good business for Apple if iTunes supported Android" (or whatever) I'd be more interested. But all we get are soundbites.
He doesn't really care about business. From memory he was originally very cautious about monetising the original apple. His perspective isn't "why this would be good business for apple", it's "why this would be cool for me".
I think that your criticism above is the heart of the matter. If Woz had deep thoughts he were relating that informed in a meaningful way, great.
Instead, he tends to spew out populist geek one-liners without any supporting rationale.
What's disappointing is the way that the tech culture picks it up as an appeal to authority or noteworthy opinion.