Accumulating bitcoin doesn't have any specific time, you are to buy whenever your discretionary income is available whether the price is high or on the dip. This is the best way in which you can pile up bitcoin little by little for your future just like the way Saylor is doing it. When you keep your bitcoin accumulation ongoing, it becomes a habit to you. You are always ready to but without having any business with the market.
We shouldn't be against those using strategy, Bitcoin investment is flexible in terms of capital and investment, there is no specified amount that can be bought at a time, just by having great income whatever strategy can be used. I believe that using two or more strategies in the long run can produce quality returns, no need of getting stuck in one particular strategy, during bull market season it is best to DCA then bear market can be approached in a lump sum approach, obviously we can't identify a perfect price as the dip price, so it is healthy to buy whenever is convenient and affordable.
Saylor is a large investor, he doesn't think twice buying whenever he wants considering his long term approach, it will be easier to be on high profits, comparing to small investors with average income that makes buying Bitcoin very low a big plus for them.