The Best Audition Songs for It Shoulda Been You – By Character
When considering audition songs for It Shoulda Been You, it’s fitting to choose a song from contemporary musical theatre repertoire that aligns with the tone of the show and suits your vocal type. Always refer to the audition notice for specific guidelines.
Because It Shoulda Been You premiered in 2011, the audition songs below are drawn from musicals between the 2000s and 2020s. Each one has been carefully hand-picked and reviewed to ensure it matches the show’s style.
Step 1: Review Audition Info
Please read your audition details carefully, as they sometimes specify the type of song they’d like to hear (a ballad, something uptempo, etc.). Make sure to select a song that’s appropriate for your specific casting call.
Step 2: Study the Show
Before auditioning, you should get familiar with the show, and listening to the cast album is a great way to do that. Here’s where you can learn more about It Shoulda Been You.
Step 3: Pick an Audition Song
Before choosing a song, find your voice type and range using the Vocal Guide.
Based on your personality and vocal type, decide whether to audition for the ensemble or a specific character. Whatever you choose, try to stay open to other casting possibilities.
When you’re ready, choose a song from below that best fits your voice and style.
Audition Songs for It Shoulda Been You
✨ Want audition material that gets you noticed? Explore monologues, songs, and guidance on finding your casting lane inside The Theatre Trip Archive on Patreon!
Georgette
“Around the World” – Grey Gardens
“Another Winter in a Summer Town” – Grey Gardens
“Love and Love Alone” – The Visit
“The Revolutionary Costume for Today” – Grey Gardens
Jenny
“Even Though” – I Love You Because
“Get Out and Stay Out” – 9 to 5
“I’ll Be Here” – Ordinary Days
“I’ve Been Thinking” – Honeymoon in Vegas
Judy
“It’s Not About Me” – The Prom
“Jeanette’s Showbiz Number” – The Full Monty
“Never Get Married” – Honeymoon in Vegas
“Only One” – Elegies: A Song Cycle
Marty
“Isn’t That Enough?” – Honeymoon in Vegas
“When She Smiles” – Lysistrata Jones
“You Don’t Need to Love Me” – If/Then
“You Never Know” – If/Then
Rebecca
“Home Calls” – Next Thing You Know
“Manhattan Bridge” – Next Thing You Know
“There Was John” – Tootsie
“You Can’t Be Everything You Want” – Next Thing You Know
Ensemble (Altos)
“Always Starting Over” – If/Then
“Just Not Now” – I Love You Because
“This Time” – Now. Here. This.
Ensemble (Baritones)
“Do Something” – Honeymoon in Vegas
“Favorite Places” – Ordinary Days
“I Think I Like Her” – Summer of ’42
Ensemble (Basses)
“Come to an Agreement” – Honeymoon in Vegas [first half]
“Everything About You” – Groundhog Day
“What Would You Do?” – If/Then
Ensemble (Contras)
“Calm” – Ordinary Days
“Let Things Go” – Ordinary Days
“Playing Nancy” – Groundhog Day
Ensemble (Mezzos/Sopranos)
“Days and Days” – Fun Home
“Don’t Say Another Word” – Next Thing You Know
“Losing Track of Time” – Summer of ’42
Ensemble (Tenors)
“And I Breathe” – Next Thing You Know
“As Good As I Get” – Next Thing You Know
“Run Away With Me” – The Mad Ones
Step 4: Select a Monologue
If requested, here are a few audition monologues for It Shoulda Been You:
• “Familial Ties” from The Twelve Dates of Christmas
• “Final Straw” from Perfect Wedding
• “Maid of Honor” from The Twelve Dates of Christmas
• “Playing Games” from Men Are Dogs
• “The World Is Turning” from The Father
Step 5: Audition Prep
Choosing the right song is just the beginning! Strong preparation helps you walk into the room with confidence and ready to show what you can do.
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It Shoulda Been You Song List
Here’s a list of the musical numbers in It Shoulda Been You, along with which characters sing in each of them. Unless you have been asked to, do not choose from the below songs for your audition! This is more intended to be used for character research purposes.
* That said, if you’ve specifically been asked to sing a song from the show, you can find the sheet music for the best possible audition songs below.
“I Never Wanted This” – Jenny
“This Day (Opening)” – Company
“Perfect” – Jenny, Rebecca
“It Shoulda Been You” – Murray, Marty, Judy, Aunt Sheila, Uncle Morty
“Who” – Marty, Jenny
“Back in the Day” – George, Brian
“Nice” – Judy, Georgette
“Albert’s Turn” – Albert, Walt, Mimsy, Jenny
“Where Did I Go Wrong” – Georgette
“Beautiful” – Jenny
“A Perfect Ending” – Company
“Love You Till the Day” – Greg, Annie
“Jenny’s Blues” – Jenny
“Whatever” – Marty
“A Little Bit Less Than” – Rebecca
“What They Never Tell You” – Judy
“That’s Family” – Judy, Georgette, Murray, George
“Finale” – Company
Author: Stacy Karyn
Stacy Karyn is the founder of Theatre Trip and the author of The Thespian’s Bucket List. She is also the creator of The Cast Album List. Her background includes a BA in Theatre, a TESOL Drama certificate, and professional experience in Broadway and Off-Broadway theaters.

