When Dan is forced to ad-lib his 30-second piece, he makes up a piece of trivia about Tony Orlando being Greek. Afterwards, Casey asks him if it's true and Dan says, "How should I know?" Tony Orlando was, in fact, half-Greek. His father was Greek and his mother was Puerto Rican.
Dana compares Jeremy to Don Quixote then says that she's sure his love for Natalie has been "pure and chaste from afar". This is a line from "The Impossible Dream", a song from the musical "Man of La Mancha" which is based on the novel "Don Quixote".
Natalie does not mention her by name, but in 1990 sports reporter Lisa Olson was sexually assaulted in the Patriots locker room. Many people criticized and harassed her and eventually she did move to Australia.