I'm no constitutional scholar like Ann Coulter, but given my good enough for a blogpost understanding of this I actually don't think it's insane to rule that the individual mandate is unconstitutional.
He might be. It's obviously pretty easy for us liberals to gripe about legislation that falls short of perfection, but the individual mandate looks uglier and uglier as time goes on. I know, from a policy standpoint, why health reform advocates thought it was needed -- to prevent healthy people from gaming the new system and staying out until they needed it to spend money. But it seems like the act, as passed, was designed to alienate as many voters as it made happy. If it goes down in judicial flames, it will be yet another generation (at least) before Democrats have a bite at this particular apple.