Hollywood has always found ways to keep consumers entertained and engaged. Why can we quote all the lines of “The Matrix,” but struggle to recall facts we taught over and over again in school? Today, digital education businesses are achieving network effects in unprecedented ways for leaders and learners by tapping into the essence of “Hollywood Meets Harvard”: using engagement and entertainment to drive payment in content and encourage engagement in learning. This group of founders and creators are thinking critically about how to engage users in lifelong learning in unique, meaningful and entertaining ways.