It feels so obvious to me that the CEO of such a high-profile org should at the very least quickly check public-facing social media posts against someone sensible, if not laundering them all through the experts at their org. But somehow they keep making these mistakes over and over again.
These CEOs aren't doing anything different in these situations - they're being themselves and doing what they did to get their position. Other people generally don't call them out on their BS because it's an uphill battle fighting overtly charismatic people, and it's much easier to accept their flaws for the benefit of riding their coattails to the top
This is why they can't differentiate between upsides/downsides - people let them get away with things that other people can't, and to them it is all the same
Hell, we recently elected a President almost entirely because he was the biggest asshole in the room.