We chat with Jack O’Brien, the former long-serving Artistic Director of the Old Globe Theatre in San Diego, California (1981 – 2007) and multi-Tony Award winning Director, including the original production of Hairspray. We discuss his latest book, Jack in the Box: or, How to Goddamn Direct, where he talks about directing essentials as well as stories about theater personalities he has worked with including Mike Nichols, Neil Simon, Tom Stoppard and John Goodman.