In the video clip, the guy explains he's not paying to go 18 blocks. He's paying because the one-way streets force him to go south one block, charging the $9, before he can go anywhere north. That is understandably annoying.
It is annoying and expensive, but owning and regularly using a car in the densest part of the densest city in the country should be annoying and expensive. If he likes driving so much he should move somewhere else or pay the cost of his driving to the city, and considering he lives on the upper east side he can probably afford it.
I don't really disagree.
I can just see how it's annoying for him, because the roads force him to drive one block in the wrong direction, and then charge him for it. I wouldn't be surprised if he made that $9 back in the time it took him to drive around the block. But it would still be annoying.