Not only the value of money (he really thought people would pay $20 a month for Blue?!); he doesn’t understand Twitter. He’s never been on the side of Twitter that used to joke “Twitter is free!” whenever funny stuff happened on the site. There are whole parts of Twitter he’s never seen, and he thinks his very narrow use case of Twitter is THE way Twitter is used.
When the running joke used to be “Twitter is free,” no one is going to want to pay for it.