I went from a waiter to startup owner and then acquirer, then working for Google. No formal education, no "real job" till Google, really. I'm not sure even when I was a waiter I had this...laissez-faire? naive?...sense of how corporate computing worked.
That aside, the whole argument stands on "well, other bad things can happen more easily!", which we agree is true, but also, it isn't an argument against it.
From a Chesterson's Fence view, one man's numbskull insistence on not using AWS that must only be due to pointy-haired boss syndrome, is another's valiant self-hosting-that-saved-7 figures. Hard to say from the bleachers, especially with OP making neither claim.