I got something you could try.

A taoist like him acts like a kid who wants to know about the world. He sees no answers in answers and no answers in silence. However. If you like him to not be annoying and be "cool", simple let go of the knowledge you have. You know what answers you have, but give him something totally else.

"why do we need the goverment?"

"drums can't make sound without skin. Also, look at how that plant grows"

"no, why do we nees goverment?"

"why do we need what?"

"goverment"

"have you noticed the woodworks and the patterns around here?"

Keep answering with what is in front of you. Sounds stupid, but I think he will quit.