If Gregorys initial demeanour towards Rick and Co. didnt mark him out as enough of a total asshat, he acted even more pr*ckish during his meeting with Nata err, Maggie. Casually calling Maggie by the name Natalie made Gregory look like even more of a pompous, arrogant ass, but things then get even more WTF as the head of The Hilltop proceeded to actually flirt with the pregnant wife of Glenn. Luckily, Maggie was wise to Gregorys BS and flatly called him out on it.