When you are worth few hundred million to a billion dollars. The only rate limiting condition is the time you have left, and the window of opportunity. From his

When you are worth few hundred million to a billion dollars. The only rate limiting condition is the time you have left, and the window of opportunity. From his perspective (and correctly) there isn't any point in bootstrapping. Medium is not the first such example, you also have Path (where sadly one of the co-founder was not as rich), Quora, and as a counter example Uber.