Kail is married to Angela Christian. Angela Christian is a theater actress. She is known for her role of Lily in Richard Nelson's James Joyce's The Dead. She is also an established singer. His nationality is American and he is of white ethnicity.
As a child, Kail got enrolled at Sidwell Friends School. He completed his high school graduation from there in 1995 and then he joined Wesleyan University. He finally completed his Bachelor's degree from there in 1999. After earning a degree from Wesleyan University, he joined New Jersey's American Stage Company where he worked as an assistant stage manager. In 2006, he directed and produced the Critical Hours. He is also known for being a writer of this show. In 2007, he directed the play 24 Hour Plays. This is a short play which was written, rehearsed and directed within a day. That year, he also directed the play Julia Jordan's A Bus Stop Play. Next year, he directed hit Broadway musical In the Heights and this show premiered on 14th of February 2008. In 2008, he also directed the play Beau Willimon's Zusammenbruch and this play was performed at the American Airlines Theatre on Broadway. He is also known for being the director of the TV show and series like Storymakers, The Electric Company, Grease: Live and many more. He has been earning lucrative amount of salary and his net worth is in millions. He is now aged 38 years old.