In 2016, Bolling published his first book, Wake Up America, which became a New York Times best seller. In 2017 he wrote another book, The Swamp: Washington's Murky Pool of Corruption and Cronyism and How Trump Can Drain It. On August 5, 2017, HuffPost reported that he had sent unsolicited lewd photographs and text messages to three female colleagues several years previously. Fox News conducted an independent investigation and mutually agreed to part ways with Bolling the following month.
Bolling is Catholic. He and his wife Adrienne had one son, Eric Chase Bolling, Jr. On September 9, 2017, Bolling's son, age 19, was found dead in Colorado. US Magazine reported the death as a suicide. However, a statement issued by the Bolling family the day after Eric's death said, "Authorities have informed us there is no sign of self harm at this point."