The Best Audition Songs for Lucky Stiff – By Character
Last Updated: January, 2026
When considering audition songs for Lucky Stiff, it’s fitting to choose a character-driven song from 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 Lucky Stiff premiered in 1988, the audition songs below are drawn from musicals between the 1970s and 1990s. 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 Lucky Stiff.
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.
From Our Shop: Don’t forget to keep your rep book updated! To build a personalized audition binder for your specific vocal type, check out our collection of DIY Rep Books.
The Audition Songs
Annabel Glick
“Funny” – My Favorite Year
“I Am Here to Stay” – Nunsense II
“Poor Sweet Baby” – Snoopy!!!
“Wait a Bit” – Just So
Harry Witherspoon
“After Today” – Doctor Dolittle
“Friend” – Snoopy!!!
“I Want to Go Home” – Big
“Never the Luck” – The Mystery of Edwin Drood
Rita La Porta
“Everybody’s Girl” – Steel Pier
“I’m Not” – Little By Little
“Rookie in the Ring” – My Favorite Year
“Surabaya-Santa” – Songs for a New World
Vinnie Di Ruzzio
“A Marriage Proposal” – Falsettos
“Need to Know” – Weird Romance
“Sara Lee” – The World Goes ‘Round
“Stars” – Big
Ensemble (Altos)
“Every Time You Smiled at Me” – Nunsense Jamboree
“Miss Byrd” – Closer Than Ever
“Somewhere That’s Green” – Little Shop of Horrors
Ensemble (Baritones)
“Last One Picked” – Whoop-Dee-Doo!
“Where Did That Little Dog Go?” – Snoopy!!!
“Warts and All” – Honk!
Ensemble (Basses)
“So Long Mom” – Tomfoolery
“The Colors of My Life” – Barnum
“The Elements” – Tomfoolery
Ensemble (Contras)
“Dimples” – Little Me
“I Hate Musicals” – Ruthless!
“Teaching Third Grade” – Ruthless!
Ensemble (Mezzos/Sopranos)
“Bride’s Lament” – The Drowsy Chaperone
“Colored Lights” – The Rink
“One Brick at a Time” – Barnum
Ensemble (Tenors)
“And They’re Off” – A New Brain
“Bigger Isn’t Better” – Barnum
“Larger Than Life” – My Favorite Year
Step 4: Select a Monologue
If requested, here are a few audition monologues for Lucky Stiff:
• “Don’t Look at Me #1” in The Best Men’s Monologues from New Plays, 2019➝
• “Don’t Look at Me #2” in The Best Men’s Monologues from New Plays, 2019➝
• “Harvey and I” from Harvey
• “Meet Harvey” from Harvey
• “Some People Are Bizarre” in Magnificent Monologues for Teens➝
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!
Lucky Stiff Song List
Here’s a list of the musical numbers in Lucky Stiff, 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.
Act 1:
“Something Funny’s Going On” – Company
“Mr. Witherspoon’s Friday Night” – Harry, Ensemble
“Rita’s Confession” – Rita, Vinnie
“Good To Be Alive” – Harry, Luigi, Ensemble
“Lucky” – Harry
“Dogs Versus You” – Annabel, Harry
“The Phone Call” – Vinnie
“Monte Carlo!” – Emcee
“Speaking French” – Dominique, Ensemble
“Times Like This” – Annabel
“Monte Carlo! (Reprise)” – Emcee
“Fancy Meeting You Here” – Rita
“Act I Finale: Good To Be Alive” – Company
Act 2:
“Something Funny’s Going On (Reprise)” – Company
“Him, Them, It, Her” – Harry, Annabel, Rita, Vinnie, Company
“Nice” – Annabel, Harry
“Welcome Back, Mr. Witherspoon” – Company
“A Woman In My Bathroom” – Harry
“Nice (Reprise)” – Harry, Annabel
“Confession #2 (Reprise)” – Tony, Rita, Harry, Annabel
“Fancy Meeting You Here (Reprise)” – Rita, Tony
“Finale: Good To Be Alive” – 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.
