Be a part of an all-star cast and crew. 


About the Show. Michael Dorsey is a skilled actor with a talent for not keeping a job. Desperate and out-of-work, Michael makes a last-ditch effort to make his dreams come true. He disguises himself as actress Dorothy Michaels. In a meteoric rise to Broadway stardom, Dorothy soon has audiences falling at her feet while Michael (disguised as Dorothy) is falling for his co-star, Julie. It isn’t long before Michael realizes that maintaining his greatest acting success is going to be much harder than he expected. Based on the movie, TOOTSIE, was hailed as “Broadway’s funniest new musical!” by The New York Post. The show received 11 Tony Award nominations and won for Best Book of a Musical.

Audition Dates. Friday, April 12: 7 pm to 10 pm & Sunday, April 14: 2 pm to 6 pm

About Auditions. Come prepared with a memorized up-tempo or ballad from the Contemporary (Rent, Dear Evan Hansen, Mean Girls, etc.) or Classic Broadway repertory (Rodgers & Hammerstein, Lerner & Loewe, Jerome Kern, Cole Porter) that showcase your vocal range and personality. Song selections from Tootsie are encouraged for Principal roles. Bring sheet music in your own key (no onsite transpositions). An accompanist will be provided. No tapes, karaoke tracks or a cappella allowed.

Audition Sign Up. By appointment is preferred using this link to schedule an appointment,. “Drop ins” are permitted but please do not expect to be seen immediately.

Callbacks. Set for Tuesday, April 16 beginning at 7 pm. Dance auditions, if necessary, will be held at the April 16 callback. If you are called back to dance, come prepared with comfortable clothes to move in and appropriate footwear. If you are not asked to the callback, it does not mean that you are not still under consideration for casting.

What to Bring. A complete list of any conflicts or possible conflicts you may have with rehearsals and performances as no additional conflicts, except those presented at your audition, will be accepted.

Music and Lyrics: David Yazbek

Book By: Robert Horn

Director & Choreographer: John Rampage

Musical Director: Roslyn Catracchia

Show Dates: May 31 to June 23, 2024

Rehearsal Dates: Rehearsals will begin on Weds. April 17th. Rehearsals are Tues. – Friday 7 pm to 10 pm, Sat. & Sundays 2 pm to 6 pm. Mondays are off until the week before opening.

Contact for Inquiries: Artistic Director John Rampage at (808) 733-0277 x302


CAST. This role will be played by Mr. Reyn Halford.

Lead Female. Age: 25-35 years old
An actress currently starring as Juliet in Juliet’s Nurse, who develops a strong attraction to Michael/Dorothy. Sings several songs including “I’m Alive”, “There Was John” and “Who Are You?”

Female. Age: 20-35  years old
Michael’s neurotic ex-girlfriend. Constantly in a panic. Strong comic ability required. Sings “What’s Gonna Happen”

Male. Age: 30-40 years old
Michael’s roommate, best friend and an unsuccessful playwright. Strong comic ability required. Sings “Jeff Sums It Up” and “Whaddya Do”

Male. Age: 25-40 years old

A dimwit reality star currently starring as Craig, Romeo’s brother, in “Juliet’s Nurse”. Neither bright nor talented as an actor, he becomes infatuated with Dorothy. Very strong comic ability required. His feature song is “This Thing” as well as sections of “I’m alive” and “The Most Important Night of My Life”

Female. Age: 40-60 years old
The producer of “Juliet’s Nurse”. A seasoned, no nonsense professional, but funny. Sings sections of “I Like What She’s Doing” and “The Most Important Night of My Life”

Male. Age: 30-50 years old
The Director and Choreographer of “Juliet’s Nurse.” Must have some dance ability. Sings sections of “I Like What She’s Doing” and “The Most Important Night of My Life”.

Male. Age: 40-60 years old
Michael’s frustrated agent. Stan has no featured songs.

Ages: 30-50 years old
The book writers for “Juliet’s Nurse”. Sings sections of “I Like What She’s Doing” and “The Most Important Night of My Life”. May also double in the Ensemble.

Male. Age 35-60 years old
The Stage Manger for Juliet’s Nurse. Sings sections of “ The Most Important Night of My Life”. May also double in the Ensemble.

6 Men and 6 women.
Must be strong singers and/or dancers. Some Ensemble members will be cast in small speaking roles. 3 or the women will be featured vocally in “Gone, Gone, Gone”.

There are no children’s roles in TOOTSIE, but teenagers who appear adult and have theatre training are encouraged to audition.

About Inclusion: Diamond Head Theatre is committed to non-traditional casting, so all ages, body types, colors, ethnicities, disabilities, and gender identities are encouraged to audition. Each cast member will also pledge to uphold our anti-bullying and anti-harassment policies before beginning rehearsals. We are dedicated to an open and inclusive creative environment that fosters artistic and personal growth.

Cast of volunteers

Oahu’s abundance of talented performers light up our stage show after show. Diamond Head Theatre’s productions also feature guest artists and Broadway performers.