Don and Betty attend a performance of the Broadway musical "Fiorello!" and at intermission, Don runs into Jim Hobart (head of the rival ad agency McCann Erickson) and his wife. Before Betty rejoins Don in the lobby, Don and the Hobarts all insult the musical, but then Betty approaches and obliviously praises it ("I like this show. Very gay songs"), which makes her seem unsophisticated and naive in front of the other three. Ironically, though, Betty actually has the more sophisticated and informed opinion of "Fiorello!," which turned out to be not only a critical and commercial hit but was also one of the very few musicals ever to win a Pulitzer Prize for Drama (as of 2021, there have still been only ten musicals that have ever won Pulitzers since the Drama prize was first given in 1918).
This episode won the 2008 Excellence in Production Design Award, an Emmy for Outstanding Hairstyling, and was nominated for an Emmy for Outstanding Art Direction (all three in the single-camera television series category).
This episode is directed by Paul Feig, who would later direct Jon Hamm in Bridesmaids.
Betty mentions model turned actress Suzy Parker when talking about her modeling days. Parker was one of the stars in The Best of Everything, a movie her and Don had seen and discussed in a previous episode.