It's actually hard to explain unless you've been paying attention, but I'll try.

If you would have been following Tucker for a long time you'll know he is/was a LOLbertarian/RINO for most of his life, he's also a coastal elite that unlike Trump have never actually connected with the Trump's base UNTIL Trump got a massive following, he saw Trump as a clown UNTIL he got elected and even after he's always taking little jabs at Trump trying to diminish him.

He's always immediately starts turning on Trump everytime the media runs a concerted campaign on Trump, even though he should know better than anyone else.

For example, the recent unrest shenanigans, it was clear the Dems were baiting Trump and he refused to fall for it, Trucker immediately started taking little jabs at Trump, insinuating lack of leadership, etc. (only he does it lowkey, otherwise he'll lose his audience) like Trump's base gives any fucks what happens in commie shitholes megacities.

What happened it's we found Trump was right AGAIN, and their tamper tantrums began to implode all around and Trump defused them slowly but steadily using the feds.

BTW it's not only me who saw this people like RazörFist and Styx on YouTube saw it clearly as well. And this it's just one example, it's always the same bullshit with him. There's also some similar characters on the 'dissident' right that are the same like Bannon, Cernovich, Cassandra Fairbanks, etc., just snakes.

Did Tucker went in a long rant praising Trump for how well he handed the situation and admit he was wrong, nope and he never does, he always sounding the alarms and playing it up for the panic addicted crowd because it fits his agenda.

Simply put, he's part of the old Republican establishment (which it's obvious if you look at his life) playing it up to the Trump base so eventually they can regain control of the party away from Trump.