One of Benson's first plays was writer Sarah Kane’s Blasted which won the director an Obie Award. Benson's production of Branden Jacobs-Jenkins's An Octoroon won an Obie for Best New American Play and transferred to Theatre for a New Audience.
Benson and Flowers ran the theater together from 2012 until being joined by Producer Meropi Peponides in 2014. In the last decade the company has taken on ambitious projects often winning awards and critical acclaim.