In March 2017, Meredith Starkman and Meghana Telang, in collaboration with Khula Aasman Trust, entered a women's jail in Mumbai, India, to facilitate a drama workshop focused on the foundations of theatre performance. This article records their experience and the hurdles they faced, from unwilling participants to the height of Mumbai's sweltering summer heat. More important, the piece chronicles the shifts that occurred in the minds of the facilitators, the participants, and the workshop itself.