Saylor is making negative public statements about crypto anarchists, but https://www.hope.com/resources still lists Soverign Individual, Murray Rothbard, and Hans Herman Hoppe. I know he's actually read these books because I've heard him talk about them.

I see three possible scenarios now. Listed in order of likelihood. 

1. He understands libertarian theory, but has become enamored with power and wants to join the high finance club. He's more interested in compromising with them than he is with a genuine renaissance. (Likely)

2. He's somehow compromised through blackmail or some other conflict of interest and has yet to be able to break free from that. (Possible)

3. He is an exremely talented actor as well as an investor and CEO. He didn't mean anything he said in his recent interviews and is playing coy for his advantage. (Very unlikely)  

 I believe it is a version of #1.

He is just a deceived sinner like the rest of us. 

The alure of fame and status is too great a temptation. 

All hubris is eventually humbled. 

 I feel it’s option 1. If he ascends in the TradFi circles then he can kick it with the ultra wealthy in the fiat system. And when fiat eventually collapses, he’s got so much Bitcoin that he’ll be fine on a Bitcoin standard. By playing both camps, he’s got the best of both worlds. 

 Thank you, this makes me even more paranoid crypto anarchist. 😄