Audition Songs for It Shoulda Been You – By Character
Last Updated: January, 2026
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 by a musical theatre professional to ensure fit and audition readiness.
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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 range, decide whether you’d prefer to audition for the ensemble or a specific character. Even if you audition for a specific role, stay open to other casting possibilities.
When you’re ready, choose a song from below that best fits your voice and comfort level.
The Audition Songs
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:
• “A Girl’s Guide to Chaos” in Solo!: The Best Monologues of the 80s – Women➝
• “It’s Best” from Elsewhere
• “Personally Speaking” in Audition Arsenal for Men in Their 20s➝
• “Right Place, Right Time #2” in The Best Men’s Monologues from New Plays, 2019➝
• “Speechless” in Audition Arsenal for Men in Their 20s➝
Final Step: Audition Prep
Once you’ve chosen your song, it’s time to start preparing! Grab your FREE Audition Prep Checklist and Stamp Cards to stay organized and motivated for your upcoming auditions!

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! The following 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
Want more songs? Check out these DIY Rep Books for EVERY vocal type!

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.

