During the end song, Homer can be seen dancing along but not singing; this was because the producers forgot to record Dan Castellaneta.
Homer turns down the first nanny thinking she's a man in drag, and says he has seen Mrs. Doubtfire (1993). Interestingly, in a crucial scene in Mary Poppins (1964), many of the prospective nannies in the large queue were played by men in drag.
In 2014, writers for the series picked "Reservoir Cats" from this episode as one of their nine favorite "Itchy & Scratchy" episodes of all time.
The part of Shary Bobbins was written with the intent of having Julie Andrews parody herself as Mary Poppins (1964). But Andrews was on Broadway at the time and was unavailable. The voice is provided by cast regular Maggie Roswell (the voice of Maude Flanders, Helen Lovejoy, Luann Van Houten, Elizabeth Hoover, etc.).
Quentin Tarantino was asked to guest star, but he allegedly did not want to deliver the lines required, believing them to be insulting. The lines included "violence is everywhere in our society, it's even in breakfast cereals." If Tarantino really felt like this, then he had a change of heart later. He has done interviews wearing a T-shirt featuring his Simpsons analog, and included an apparent in-joke in Kill Bill: Vol. 1 (2003), where a breakfast cereal box is used as a weapon.