I don't recommend it if it's a holding company that was inherited from his parents because even though being in bitcoin is a good thing but don't involve any form of business to bitcoin let alone try to follow what Saylor did because in the end we don't know how your friend's company is running because what Saylor did was proportional to the stability of his company but what if your friend's company is not as good and stable as that because it will only make your friend bother himself in the end.
I agree that in the end bitcoin can be one of the good investment options but if you are too imposing just because you see rich people like Saylor who become bitcoin maximalists, in the end we will not be able to follow it especially if the company funds are not that much in cash flow.