It Shoulda Been You


A world where nothing is what it seems, religions collide, Machiavellian plots are revealed, promises are broken, secrets are exposed and hope springs from the most unlikely of places… Is it the latest conflict in the Middle East? No, it’s just the Howard-Steinberg wedding. The charming, funny and original new musical, It Shoulda Been You invites you to a wedding day that you’ll never forget, where anything that can go wrong does, and love pops up in mysterious places.

The bride is Jewish. The groom is Catholic. Her mother is a force of nature. His mother is a tempest in a cocktail shaker. And, when the bride’s ex-boyfriend crashes the party, the perfect wedding starts to unravel faster than you can whistle “Here Comes the Bride!” It’s up to the sister of the bride to turn a tangled mess into happily ever after in this musical comedy for anyone who ever had parents.

A two-act laugh riot, It Shoulda Been You is a guaranteed crowd-pleasing hit. This is a true ensemble show, featuring a dozen standout roles from old to young, making it a terrific choice for theatres wanting to feature their outstanding talent.

Book & Lyrics by Ryan Hargrove
Music by Barbara Anselmi

Direction by Tony P. Gilkinson

Accepting applications for Music Director. Please email if interested!

Audition Dates:
March 7-8 – 6:30-9:30 pm
Callbacks: Wednesday, March 14, 2018 – 6:30 pm

Production Dates:
July 12-29, 2018
Thurs-Sat: 8 pm, Sun: 2 pm
Shimberg Playhouse @ Straz Center for the Performing Arts

Note: All roles are available. All actors must be at least 18 years old.

Jenny Steinberg
Co-maid of honor and older sister of the bride
Age: 30-35
Mezzo-soprano with a great belt and mix
Rebecca Steinberg
The bride
Age: ~30
Soprano with a high belt or strong mix on an E
Brian Howard
The groom
Age: ~30
Tenor with good low notes; softshoe or tap dance experience preferred
Marty Kaufman
Ex-boyfriend of the bride
Age: Early 30s
Tenor with a strong Ab


Annie Shepard
Co-maid of honor, African-American
Age: ~30
Mezzo or soprano with strong pop styling


Greg Madison
Best man
Age: ~30
Tenor with strong pop styling

Judy Steinberg
Mother of the bride
Age: 50s to 60s

Murray Steinberg
Father of the bride
Age: 50s to 60s

Georgette Howard
Mother of the groom
Age: 50s to 60s

George Howard
Father of the groom
Age: 50s to 60s
Baritone with a good F above middle C; softshoe or tap dance experience preferred


Wedding planner
Age: 40s to 60s


Aunt Sheila / Mildred
Bride’s aunt / Hotel staff
Age: 30s to 50s
Mezzo-soprano, belter


Uncle Morty / Walt
Bride’s uncle / Hotel staff
Age: 30s to 50s
Baritone with strong high notes

Note: All actors are unpaid volunteers. All actors must be at least 18 years old.

Auditions will take place in downtown Tampa. The specific address and time will be shared after your audition form has been received.

1. A resume or list of theatre experiences
2. A headshot photo is preferred, but we will also take a picture at the audition
3. Sheet music in the correct key, as an accompanist will be provided. A CD/mp3 player will not be provided. Tracks and a cappella auditions are not allowed.

1. Please arrive no later than 15 minutes before your scheduled audition time.
2. The song should be 16-24 bars and represent both you and the character you wish to portray.
3. An accompanist will be provided; a cappella auditions and auditions to tracks are not allowed.
4. We may also test your vocal range after your singing audition.
5. First-round auditions will not have a dance component.

Callbacks will be held on Wednesday, March 14, beginning promptly at 6:30 pm. If you are called back, you will be provided scene(s) and song(s) from the show that you will need to learn.
In addition, actors called back for the roles of Brian and George will perform a short dance combination at callbacks, which will be taught on the night of callbacks.

We may extend auditions to ensure we have the right set of actors. All auditionees will be notified of casting decisions as soon as possible.

Excessive rehearsal conflicts will make it difficult to cast you. New conflicts after being cast are problematic and must be limited to legitimate emergencies.

Rehearsals will begin on April 24 and will take place on Tuesday, Wednesday, and Thursday nights every week through the show opening on July 12. (Exception is the week of July 4, where we will have a Monday rehearsal instead of Wednesday.)
Note that during
tech week before opening, rehearsals will take place Monday-Thursday and run later than usual.

View the full rehearsal and production schedule here.


mad Theatre of Tampa is proud to support local instrumental musicians by hiring them to play live for our productions!

We look for proficient instrumentalists who are able to perform music at high level of difficulty with very little group rehearsal time. Each production has a little bit different orchestration, so each show’s music director assembles a new band for that production; that said, we love to work with mad Theatre veterans as well as newcomers! Our show band will gather to rehearse together only at the Sitzprobe and during tech week, but they will receive the music in advance to work it up on their own before the Sitzprobe. Auditions for instrumentalists are scheduled individually with the music director and members of the board.

If you’re interested in joining the mad Theatre family as an instrumentalist, or for more information, please e-mail us at; we’d love to hear from you!

"Best Community Theatre Company"

2014, 2015, & 2017

Contact Us

mad Theatre of Tampa, Inc.
P.O. Box 8417
Tampa, FL 33674


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