Leaving Citibank, he took a job at HBO then a small unit of Time Inc., where he was tasked with convincing hotels to subscribe to HBO and then sales director responsible for the launch of Cinemax. He rose to become CFO in 1986 and President and COO in 1991. In 1995 he became CEO of HBO, in which capacity he tripled company profits and "oversaw a fundamental shift in its content, away from just movies and fights and toward original shows like "The Sopranos"".