1. he doesn't argue in good faith - intentionally or not
2. he finds things difficult to understand which leads to too many non-sequiturs and weak arguments.
After attempting to have a serious conversation with him, I came to a realization:
Arguing with dude is like dunking on a Little Tikes basketball hoop.
I mean, you could do it...but why?
If anything, winning doesn't feel good...it feels kinda sad. Get that kid off the court.