He is also kind boring as you described. None of his positions are new. They're just the usual republican stuff we've been hearing since Nixon. Really.
"I'm not racist, but ghetto culture is bad"
"Israel is a democracy, we need to support it, see how the arabs flog people"
"guns don't kill people, people kill people"
"the democrats support identity politics, they're the real racists"
I find most debaters to be extremely boring. I understand the power of rhetoric, so they have their importance, but at least some come with original ideas. A guy like Noam Chomsky, I don't agree with his politics, but he brought new ideas to the table. On the right you have Pat Buchanan, also I don't care too much about his politics, but he was touting a very different line than the other conservatives at his time.
Listening to him feels a bit like listening to Richard Dawkins in the early 2000s, even if he was right, it was always the same stuff over and over. "we don't come from monkeys", "evolution is not random" etc. You only needed to listen to him once.
Although in his case it was because the other debaters were incredibly dumb.
Sam Harris is somewhat similar, but much more interesting than Shapiro.