Any person who advocates conservatism in Washington DC will be inundated by a flood of leftist slander against him from the Democrats and the media, he will be sabotaged by commies in the permanent government, he will be sued across the country for his every move with each case heard before a commie judge, and he will be utterly abandoned by his own party. No one can withstand all of that without an exceptionally brash, tough, resilient, and self-confident attitude.
I don't have any problem with someone who is tough, resilient, and self-confident, but that's not really what we're talking about. It's the "brash" part of it that is the issue. The first definition google gave me for "brash" was:
"self-assertive in a rude, noisy, or overbearing way.",
....which pretty much encapsulates what I see as the issue/problem. You can be tough, resilient, etc., without being an ill-disciplined loudmouth. You mentioned DeSantis, and he's an example of a guy who never picks an unnecessary fight, but fights all the ones that are necessary in a very disciplined manner. He's really good at that.
Part of what makes him so good at that is that he's actually sufficiently immersed in the details that he always knows more than the person attacking him. The problem I have with some of the "MAGA" attitude -- at least as I perceive it -- is that it is almost averse to someone who speaks well. And I get that to some extent -- it's a well-earned distrust of slick-talking elitists, and you get that with a lot of populist movements.
But dammit, I want my guy to be able to outsmart/outargue them without name-calling, etc.. Fight the fights that must be fought without alienating swing voters just because you think it is funny. And a lot of time, that's what's going on. Some of the MAGA types just want to high-five each other over creative insults without noticing that they're alienating voters we need to convince if we're going to win elections.