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About Alan


Originally from Royal Oak, Michigan (even though he loves to say he's from Detroit), Alan studied at Westminster Choir College in Princeton, NJ (P-Town-South) and has had the opportunity to sing on numerous occasions at Carnegie Hall and Lincoln Center. After college, Alan moved to New York City and studied musical theatre at The American Musical & Dramatic Academy.  A dream come true.


Alan played his dream role, Chris, in the North American Tour of "Miss Saigon,”  giving over 950 performances between 2002 and 2005 throughout North America— from 45 glorious states to 7 Provinces in Canada. Alan performed another of his favorite roles, Frankie in "Forever Plaid,” in Provincetown, MA (P-Town North).  He fell in love with this fun and crazy town.

After spending two years aboard The Disney Dream portraying one of his favorite Disney characters, Hades, in “Villains Tonight,” and the lead role of Dr. Greenaway in "Believe."  Alan was the principal singer aboard Silversea Cruises, which took him around the world,  circumnavigating Africa, visiting India and the Middle East (yes, he swam in the Persian Gulf!), and throughout the Mediterranean.

In December of 2014,  Alan married the love of his life, Michelle Kimberley Gillespie, in Key West, Florida, and has just started his next adventure in life. In 2017, after living in New York City for 20 years, Alan and his wife relocated to downtown Orlando so Michelle could attend grad school at UCF for Speech Therapy.


Since moving down to Florida, Alan has played Sam in "Mamma Mia" at Sierra and Maples Repertory Theatres, Thomas Weaver in "The Story of My Life" at The Studio Theatre, crooned as Bing Crosby in "It Was a Very Good Yule-1940's Edition" at The Mad Cow Theatre, and Black Stache in "Peter and the Starcatcher and Dr. Frederick Frankenstein in "Young Frankenstein" at the Waterfront Playhouse in sunny Key West. Alan played Jerry Lukowski in "The Full Monty" where he won Best Actor from BroadwayWorld Kansas City Awards and Norm Petty in "The Buddy Holly Story" at Maples Repertory Theatre.

In 2020, Alan and his wife relocated to Downtown Sarasota where Alan is a Teaching Artist at Florida Studio Theatre and the head writer at Sarasota Jungle Gardens. In 2023, Alan played Nelson Chaney and The Continuity Announcer in "Network" at Florida Studio Theatre. In the Fall of 2023, Alan joined The Players Studio as a Teaching Artist and opened his own private studio where he is teaching voice and acting in private and group settings. Please check back for more updates.



The Alan Gillespie Voice and Acting Studio opened in the Fall of 2023. Alan is bringing his years of experience of being an actor and classical singer to help inspire his students and lead them on their path to become an emotionally connected actor and artist. Alan specializes in providing private voice and acting lessons and will be offering a new Eight-Week Scene Study Intensive Workshop starting January 17th and an Audition Workshop in Spring of 2024. All sessions are taught in a safe and supportive environment located in the Indian Beach Neighborhood and private classes are also available online. Please email Alan on his website or at if you have any questions and to reserve your spot in an upcoming class or for a private session.


Private Voice AND Acting Lessons $50 Hr & $30 1/2 Hr


Eight Week Scene Study Intensive $200 (Starting on Wednesday, January 17th for eight weeks from 7-9pm)

Six Week Audition Workshop (March 2024)

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