That's because his audience is younger/dumber than that of any of the other skeptic channels, and he knows it, he's known this ever since the beginning even other youtubers know this i.e. Sargon, Armored Skeptic, and Shoe.
Each well known member of the anti-sjw group on youtube has a specific part to play, and a specific audience to appeal to, although it isn't to say that there's a lot of overlap. TJ's main role is to attract younger viewers, and to get them more in tune with the idea that social justice needs to be questioned. It doesn't really matter how good his argument is, it's meant to come across as being more of a fun and rewarding activity than anything else. Once those viewers get old enough to think for themselves, they start to look for better content, and inevitably come across the plethora of smarter skeptic channels on youtube,
It's kind of cool how it all works out.