Good stories. I, too, was a caddie for two years at a country club and then a bus boy a year at another country club which was like the one you describe, but a major league club with members like Bobby Thompson who hit :the shot heard round the world” in 1954 and a lot of rich and famous. (One guy owned an airport, but we were instructed to do what he said — within reason — because he believed he owned the country club. (It was actually 51% owned by a mafia family.)
More can be said, but it was an education on many levels.