[2] Jackson wrote the book and lyrics for Only Children with composer Rachel Peters, which was presented at NYU's Frederick Loewe Theatre.

[7] Jackson's musical, A Strange Loop, received its world premiere at Playwrights Horizons in New York City in 2019.

[9][10] His musical White Girl in Danger began previews at the Tony Kiser Theater on March 15, 2023, and opened on April 10, 2023.

[11] In 2017, Jackson received a Jonathan Larson Grant from the American Theatre Wing[12] and was one of 11 winners of the 2017 Lincoln Center Emerging Artist Award.

[21] In June 2020, in honor of the 50th anniversary of the first LGBTQ Pride parade, Queerty named him among the fifty heroes "leading the nation toward equality, acceptance, and dignity for all people".