Gehling made his Broadway debut as Bob Gaudio in Jersey Boys and went on to play Warren Smith in the Broadway revival of On a Clear Day You Can See Forever. He has performed Off-Broadway in A Minister's Wife and Anne of Green Gables. In 2016, he originated the role of Jim Pomatter in the musical Waitress on Broadway, where he remained until April 2, 2017. He returned to star alongside Betsy Wolfe on June 27, 2017. In May - June 2017, he starred as Joe Bradley in Roman Holiday at the Golden Gate Theatre in San Francisco.
He began starring in a new musical Dave at Arena Stage in Washington, D.C., on July 13, 2018, in the dual roles of Dave Kovic and President Bill Mitchell. The musical has music by Tom Kitt, lyrics by Nell Benjamin, and the book by Benjamin and Thomas Meehan.
Gehling joined the Off-Broadway cast of Little Shop of Horrors as Orin in March 2023. In June 2024, he was in the Encores! production of Titanic as Edgar Beane. In August 2024, he joined the cast of & Juliet as William Shakespeare on Broadway.
Drew Gehling has appeared on Broadway in 6 shows.
Drew Gehling has not appeared in the West End.
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