He comes from a once wealthy family with connections to the Rockefellers. His father was in the Kennedy administration, but Whit actually contributed to the American Spectator back in the 70s and 80s.
That was a very different era from the present, and I don't suppose he's especially conservative nowadays, but Stillman was definitely an exception in the film industry. More thoughtful than most movie people.
Wikipedia says his godfather was the man who coined the term WASP, and that's very appropriate if you know Whit Stillman's films. Wikipedia also has this gem:
From Wikipedia, the free encyclopedia
Not to be confused with Slim Whitman.
I started out liking that show but that smug ash hole Belzer (I know more about Iraq than the troops there because I read 20 newspapers a day) finally became too much to take.