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I disagree with a fair amount of Saylors "philosophy" as well, but I think thats the great thing about Bitcoin. Ultimately the shared incentive system is what binds us.
Whether or not he intentionally wants to hasten the destruction of the fiat system, that is the long-term net result.
To that end, the most pressing danger of fiat money games is that paper bitcoin winds up being rehypothecated. However, this is a case where Saylor has huge vested interest to not permit that. If all his fiat purchases are not resulting in higher bitcoin prices then he fails.