The problem is that not everyone is an investor in normal society. For example, I'm in the UK, and most people don't invest cash into anything, never mind cryptocurrency. I am dumb enough to see if I can do it from $1000 a month into a wallet to beat estimates, but I will also manage that account because you need to manage it.
As someone stated, Saylor can happily buy whenever it's fine; it's not his money, but DCA is only easy if you understand the concept and understand you should also secure some gains.