I may be wrong but i think that even as Michael Saylor criticized Bitcoin as gambling, he may have secretly be holding bitcoins why trying to scare people away from investing.
Do you think bitcoin critics like Warren, Gates, Jamie Dimon (CEO of JPMorgan Chase) or Janet Yellen (US Treasury Secretary) are also secretly buying and holding bitcoin while they still criticize it? I don't think so.
What is the purpose of investing in bitcoin? It is profit, nothing more and that can be difficult for us. But for them, buying bitcoins or making profit is much easier. So there is no reason for them to hide, play the public criticism of bitcoin to keep people away and they buy it.
At the end of the day, bitcoin is about profit and it's important to us because we don't have many ways to make money, to become rich but for them, they have more ways than just bitcoin.
So I don't believe and don't like these hypothesis.