As Penthouse enters the 2000s, the magazine is in trouble. With sales falling, Bob Guccione pushes for the magazine to go harder against the advice of those around him, and Penthouse loses advertisers. Bob has pushed his three sons out of the business and taps his daughter Nina to help run the business as the age of the internet dawns. Adult superstars and Penthouse ‘Pets’ Jenna Jameson and Sunny Leone are forging their own paths in the adult entertainment business, becoming huge stars online. After the death of his long-time partner Kathy Keaton, Bob’s debts continue to mount, and he is forced to sell his New York mansion and private art collection. In 2010, Bob passes away following an illness. His youngest son Nick visits Bob’s grave for the first time.