[craigsmansion]

> and his (lack of) understanding of the modern computing environment

How can you look at the "modern web" and claim that? It looks like he understands it perfectly well, even back in the day, but what can he do other than say it's not good for user freedom when faced with user-hostile corporations with literal billions at their disposal?

> refusing to use normal web browsers and insisting on having web pages e-mailed to him

That's silly. His workflow is obviously email based, which, given that he travels a lot and stays in places with possibly less than stellar connection, is perfectly practical. Get all your work on your device when you have a connection and work through them in batches until the next good connection.