Character Recommendations Based on Gertrude
Nick O'Leary Nick and Norah's Infinite Playlist

A soulful bass player who can't stop sending breakup CDs to his ex
Oliver Tate Submarine

Extremely articulate. Hopelessly awkward. Not a recipe for teenage happiness
Amy March Little Women

Blending her naturally artistic spirit with a sense of practicality
Bill Haverchuck Freaks and Geeks

The biggest nerd in high school and, therefore, the biggest target for bullies
Claire Temple Daredevil

Dedicated nurse providing secret care to New York's vigilantes
John Yossarian Catch-22

"A crotchety old fogey of 28"
Klaus Baudelaire Lemony Snicket's A Series of Unfortunate Events

His photographic memory saves the lives of his siblings many times over
Kathy Never Let Me Go

A natural caretaker who strives to find hope in even the darkest of times
Zero Holes

His nickname of 'Zero' says a lot about what other people think of him
Cory Matthews Boy Meets World

Equal parts funny and neurotic, Cory's biggest strength is his warm, generous spirit