In addition to his work for high-profile celebrities, he was also known for being in the middle of scandals. He leaked several stories that were shared with him by brothel owner, Pamella Bordes, who had several high-ranking politicians and newspaper editors using her services. He also stirred up controversy for many political candidates during the 1980s and 90s. Clifford claims to have represented several professional football players who wish to conceal their sexual orientation, saying he has helped them present a “straight” image. Clifford married Elizabeth Porter in 1967, and she sadly died of lung cancer in 2003; the couple had one daughter named Louise. In 2010, he married his former PA, Jo Westwood, and the couple are still married today. In 2014, at the age of 71, Clifford was sent to jail for eight years after being convicted of a string of sex offenses that included eight indecent assaults against four victims aged 15-19 between the years of 1978-1984. It came out during his trial that he kept a little brown book with him that was crammed full of damaging allegations against celebrities, which he used as insurance during the 1980s and 1990s.