He has accumulated enough so it those not really matter if he buy in the dip all not,
Well, it seems that it does matter but nor for the wrong reason. I wanted to share a video here:
MSTR Stock: Why Volatility Makes the Stock More Attractive, and How It Benefits Long-Term Holders!The guy has a heavy accent but he is easy to understand. I would say he is French maybe? Anyway, according to this analysis Saylor is trying to be unpredictable to keep his stock as the most volatile one. I don't know to what extent he's right, but he usually provides interesting analyses.