Wiles, then 30, is the daughter of Susan Wiles, a prominent lobbyist and political operative in Florida. Caroline Wiles joined the Trump administration as a deputy assistant to the president and director of scheduling in the White House. News accounts said she was one of six White House staffers dismissed for failing FBI backgrounds checks, but the White House official would not confirm that. She was eventually moved to the PPO, where she was made a special assistant to the president, a post that typically pays $115,000. The younger Wiles has an unusual background for a senior White House official. On a résumé she submitted to the state of Florida, she said she had completed course work at Flagler College in Florida. On her LinkedIn page, she simply lists Flagler under education. A Flagler spokesman said she never finished her degree. Wiles has had a string of political jobs, including work at her mother’s lobbying firm and as a campaign aide for candidates her mother advised, including Florida Gov. Rick Scott (R) and Trump. She also worked for an education organization that helped provide health care to needy students. Over the years, she has had multiple encounters with police. In 2005, she had her driver’s license suspended for driving while intoxicated, police records show. In 2007, she was arrested for driving while intoxicated and arrested for passing a “worthless check.” She was found guilty of a misdemeanor for driving under the influence. The charge related to the bad check was dropped in a plea agreement.