You have to understand, he's half-korean.
Tim has a keen ability to organize people (...initially) and to not immediately repulse people. He's amicable and inoffensive - it takes a knowledge of the subject matter to realize he's bullshitting 99% of the time. He needs to withdraw his ego and largely withdraw himself as a pundit, and focus on being managerial. This clashes with the brand he's made for himself, though, which is a real thinker.
He has almost nothing to say on the vast majority of topics, which is why it so often slots into one of his three or four fischer-price spin-n-play themes. It's the Dave Rubin disease, where a clueless but well-meaning guy initially gets some attention because he's getting interesting people on to talk about interesting things in long-form format, then he gets an ego, and then he realizes there's so many fucking dollar bills to be made if you just pander to idiots, and then he mistakes making money as having authoritative, insightful takes.