I think the real tipping point for me was the day he had a press conference and started looking up at the sky and shouting that he was the chosen one. It seemed like he genuinely believed it and seriously expected god to come down from the heavens to praise him.
Yeah, remember when he thought it would be great to make fun of a disabled reporter in the 2016 campaign? That didn't hurt him, nor have the thousands of other things that would be disqualifying for anyone else.
Yes it's true that mainstream media has done a horrible job of handling his particular brand of terribleness, but it's not like the horrible things he said didn't hurt him. He lost in 2020, he's probably going to lose next month, he's lost in court multiple times, he's a convicted felon, the things he says do hurt him. But it takes a long time, of course because of bad reporting, but also because he was or is absurdly wealthy.