Even if such a major player sells BTC via OTC, the crowd will still react negatively once they find out, making emotional trades and thereby triggering a panic sell-off in the short term.
If we compare recent sales, it seems to me that the market reacted more strongly to the announcement of the sale of 32 BTC than to the recent sale of 3,588 BTC.
Doesn't THAT show a genius in Saylor's move which played with the psychology of the market?

He probably knew that FEAR and PANIC would happen if he started selling, so he sold a "small amount" to make everyone adapted to the thought that he would sell, making the larger sell amount have lesser impact than the smaller amount.
And the fact that the market reacted more to him selling 32 bitcoins, then him buying 800k+ bitcoins, is the proof that the market is usually wrong. Him as a personal amount plus his company strategy owns 860k bitcoins roughly.
Considering we probably have roughly 17 million total, not 20 million (roughly 3 million estimated to be gone) that means this dude and his company alone has 5% of entire bitcoin in existence. To say that he is not a genius is a very very brave and silly thing to say.