Marge is overwhelmed by the demands of motherhood. When her hair begins to fall out in huge clumps, she consults Dr. Hibbert, who suggests that she hire a nanny to reduce her stress level. After rejecting several nanny applicants, the Simpsons receive a visit from a magical British stranger, who floats down from the sky holding an umbrella.

Assuring the family that she will do everything for them--from telling stories to changing diapers--the new nanny, Shary Bobbins, uses her gifts of song and imagination to teach Bart and Lisa how to clean. A miracle worker, she charms the entire town with her charisma and wisdom, even warming the heart of Mr. Burns. Marge's hair grows back, and the Simpsons are the happiest they've been in years.

However, one miracle that Shary cannot perform is helping the Simpson family to amend their listless, messy ways. Her spirit crushed, Shary leaves, realizing that she has taught the family nothing. As she floats away on her umbrella, she is sucked into a jet plane's engine.