Earlier quoted context omitted.
This is more of typical "find some way to make everyone who takes any action into a hypocrite". First of all, just because Chomsky believes something doesn't mean he has to practice it if no one else is. What would it benefit the world for him to be poor? I have some strong Anarchistic beliefs (i.e. the immorality of one man ruling another, not the smash-things-up kind) but I do literally nothing (outside of talking)…
Look, I'm not saying you're a bad guy or that working within the system for change is illegitimate. My point is this: smoking while convincing others that smoking is bad makes you worse off but others better off. That's a failure of will. But piling up millions in a trust while arguing that other rich people should be punitively taxed makes Chomsky better off but others worse off. That's hypocrisy.
He's in the same situation as Warren Buffet: both condemn/ridicule the current system and both do what ever is available to them within the current system.