Everyone is looking at it too short term. Twitter isn’t going to disappear and he has shown a willingness to ride through rough economic times to reach his vision.

Social Media is how people interact with the world now, most info we receive is filtered through it in some form. In the last 10 or so years the idea that these platforms need tight moderation to control what and who is speaking on them has become ubiquitous. I think his main gamble is that the future of social media does not involve automated moderation and tight content restrictions, but a more open platform and he is gonna use twitter to play that bet out. It isn’t a horrible bet.