At an audition for the play
The Low Road at
New York's Public Theater, Ross was noticed by
Dear Evan Hansen director
Michael Greif, who told Ross that he would be great as an understudy in the cast of
Dear Evan Hansen. Soon after, he joined
Dear Evan Hansens cast, and made his
Broadway debut as the character Jared. Ross then spent ten months understudying for the roles of Evan, Connor, and Jared. In 2018, he left the Broadway company and joined the first national tour of the show in the titular role. He left the production on September 15, 2019. From January 29 to February 3, 2020, Ross starred as Henry in the
Kennedy Center's production of
Next to Normal. In 2021, Ross appeared in the film
Tick, Tick... Boom! as Freddy. From March to May 2022, he returned to the Broadway production of
Dear Evan Hansen in the title role of Evan Hansen for a limited engagement. In the summer of 2024, Ross starred as Nick Carraway in
Florence Welch's
Gatsby: An American Myth at the
American Repertory Theatre. He went on to reprise his
Ragtime role beginning in September 2025 at the
Vivian Beaumont Theatre in a Broadway revival set to run through June 2026. == Personal life ==