His plays include Tabletop, which won the 2001 Drama Desk Award for Best Ensemble Performance, Volleygirls, which won the New York Musical Theater Festival Best in Fest, Call Me Waldo, Dropping Gumballs on Luke Wilson (directed by Theresa Rebeck in 2019 and produced by Working Theater at A.R.T.

[1][2][3][4][5] In 2021, Ackerman wrote an opinion piece for CNN called "I'm a prop master, and I see red flags everywhere", about the fatality on the movie set of Rust in New Mexico.

Volleygirls was developed and produced by Monica Raymund under the direction of Neil Patrick Stewart with songs by Sam Forman and Eli Bolin.

It later received the New World Stages Development Award and was workshopped at the University of Florida and performed at Grace Church School.

[14] Ackerman and Forman and Bolin also collaborated on a musical commissioned and produced by Grace Church School titled In the Air in 2016.