Chai joined JCWI in 2015 having covered a period of maternity leave for the Policy Director at the Migrants Rights Network. Prior to that he was in the Human Rights department at Leigh Day, working on abuse and human rights claims, and on the death penalty team at Reprieve, focussing on international strategic litigation, casework and investigation.

Chai studied English Literature at UCL, and later converted to Law. He was called to the Bar in 2010 and later cross-qualified as a solicitor.