Hugh Hefner's 26-year-old son Cooper took over as Playboy's chief creative officer one year ago. The millennial media mogul joins us to discuss taking the brand into the next generation as it angles to compete in the content wars. Cooper reveals the media companies he's looking to for guidance, tales from growing up at the Playboy Mansion, and the company's decision to return to nude pictorials. Plus, we discuss Playboy's dicey relationship with the president. Trump appeared on the cover of the magazine and was a regular around the Mansion, but Cooper says any mutual admiration has gone out the window.