WATCH: Caitlyn Jenner brings up the gender question with a PGA TOUR official

Caitlyn Jenner wanted to make some history as she played in a charity event.

Skratch TV are performing the unenviable role of heading up the PGA TOUR’s progressive wing. This is a tricky task with pitfalls at every turn. How can Skratch execute this role without compromising the WASPy aspirations of golf’s most prominent Tour?

Caitlyn Jenner.

“What tees do I tee off on?” – @Caitlyn_Jenner pic.twitter.com/EuOWRy7rv3

— SkratchTV (@skratchTV) November 1, 2016

This was a very interesting minute of semi-awkward banter. I mean did someone ask Craig T. Nelson to be the devil’s advocate? I get that they’re mates and all but you can’t argue with this face…

@skratchTV @Caitlyn_Jenner pic.twitter.com/hcqaKVbp2J

— Tron Carter (@TronCarterNLU) November 1, 2016