His notable films include Wild Combination: A Portrait of Arthur Russell, Teenage, Bayard & Me,[1] Recorder: The Marion Stokes Project, and Spaceship Earth.

[4][5][6] Wolf's films have played widely in festivals and have been distributed internationally in theaters and on television.

His second feature, Teenage, is about the birth of youth culture, based on a book by the British punk author Jon Savage.

[9][10] His two-hour documentary on Biosphere 2 titled Spaceship Earth premiered at the 2020 Sundance Film Festival and was released by Neon in May 2020.

[12][13] In 2025, Wolf directed Pee-Wee as Himself revolving around the life and career of Paul Reubens for HBO.