Eventually he won't be able to do this, or if he's not around the company won't be able to do this, as no one will want fiat. At that point, they won't be able to do anything but hold their bitcoin like Smaug. I don't know what they endgame is there.
Discussion
Saylor has said he's taking his seeds to the grave, as for the company it will turn into a larger multi national MHO
I would be interested to know what his personal stack is. When the US Gubment eminent domains his company into the US strategic stack, he will be the wealthiest man on the planet in that way alone.
Great... What happened to the guy with the cowboy hat who new money will fix everything?
It won't be possible forever. At the moment his business isn't holding building. Otherwise MSTR would be the same as an ETF. At the moment his business is selling volatility. I don't understand it fully, but checkmate explained it pretty well below. When he can no longer do this, he may pivot into lending or something else. I'm sure he's already considering it.