Factual error: When the new secretary is being shown around the office, the cover is slipped off an IBM Selectric typewriter. She is told not to be afraid of the new technology, it was made easy enough for a woman to use. The episode takes place in March 1960 (a calendar is shown) and the IBM Selectric wasn't introduced until 1961.
Factual error: The ad team is trying to come up with a new campaign for Lucky Strike cigarettes, since all health claims must be removed. With a stroke of genius, the slogan "It's toasted" is created and approved. "It's toasted" was the ad campaign that debuted in 1917. In the early 60s, it was "Lucky Strike separates the men from the boys, but not from the girls".