He seems to think that having a billionaire own the app is the winning strategy. That's A strategy, but wouldn't it be better if the billionaire owned an app that uses a protocol that he couldn't censor even if he wanted to?

Putting aside the fact that Jack is involved with Nostr, I'd still prefer to use a system where apps can be forked, etc. Having one massive honeypot vs hundreds of tiny ones doesn't seem like a winning strategy.