I don't think it is for levity that he positions himself on the other side of the fence.

He is too good at arguing...so I believe he *TRULY* believes his position.
This is technically the first real war of the Baby Boomers....and it brings out the lion in him....my brother has become the same way.
There is a *payback* in there somewhere for him....or else he wouldn't continue.
He may really feel he has become the voice of reason.
I do not remember what post it was, but I do know that he does delight in throwing facts your way...and proving a point...I can just see him throwing up his arms, like Kevin Spacey, in "American Beauty"...and stating..."I RULE"

He reminds me of Wylie Coyote,when he feels he has pulled a fast one over on the roadrunner...that smug "God, I am good"...look..