I've said before I don't understand the notion that a show seems dated. All shows are dated. if they take place during a date, then they have been dated. it doesn't change the quality of the piece. to me, it makes it better because it allows me to see what the atmosphere of thought was back in the time that it was written. the only shows that aren't dated are the ones with universal themes that everyone can connect with, and the program says the time in which it takes place in is "today"
my ap english teacher would always rebuke us while reading "the canterbury tales" or "the prince" and would say that we are "applying a 20th century mind to a 17th century piece" or whenever said piece was written. I think that is true of the thoughts on here about shows. people need to research the time period the show takes place in, and the time period in which it was written to fully understand why and what is being said.
if you apply a 1960's mind to a 1960's piece, you will understand "How to Succeed"'s genius and why it won the pulitzer in the first place.
"I'm an American, Damnit!!! And if it's three things I don't believe in, it's quitting and math."