In the 1990s, Phillips campaigned for RepublicangubernatorialnomineeKirk Fordice. A year after his election, Governor Fordice in 1993 nominated Phillips to head the MississippiDepartment of Human Services. The Mississippi State Senate approved his nomination despite a discrepancy in Phillips' resume uncovered by the Mississippi Joint Committee on Performance Evaluation and Expenditure Review. In 1994, he privatized the collection of child support in two Mississippi counties by signing a contract with a private company based in Virginia. Phillips left the Department of Human Services in 1995, "under fire from the Legislature for his management of the state welfare programs." A week after leaving Department of Human Services, Phillips was hired by Synesis Corporation, a division of Centec Learning, which had an $878,000 contract to lease mobile learning labs to the University of Mississippi at Oxford as part of LEAP, a literacy program that Phillips favored when he headed the Department of Human Services. Phillips served as Deputy Commissioner for the Texas Health and Human Services Commission from March 2003 to August 2004. With private consultant Chris Britton, Phillips drafted a 2003 bill privatizing the $1 billion human services system in Texas. The Houston Chronicle found that a company started by Phillips and another company of Britton's received a $670,000 state contract from the Texas Workforce Commission in January 2004. Phillips then ran the health care analytics firm AutoGov. Phillips is described as a "vocal conservative who founded a health-care-data company." Phillips has faced allegations of ethical misconduct and cronyism, including abusing his previous positions in government in both Mississippi and Texas for personal financial gain. According to The Guardian, Phillips owes the U.S. government more than $100,000 in unpaid taxes. An investigation by the Associated Press revealed that Philipps was registered to vote in three states. Philipps responded to this investigation by saying, "Doesn't that just demonstrate how broken the system is? That is not fraud — that is a broken system. We need a national ID that travels with people." According to the website Intelius, Phillips has been employed by both the Alabama and Mississippi Republican parties. He is listed as a resident of the capital city of Austin, Texas.
In 2013, Phillips' firm partnered with the organization True the Vote to, according to Phillips, update and analyze voter registration data in the U.S. to supposedly identify indicators of each person voting such as: citizenship or non-citizenship, identity, and felony status. He has asserted that his organization has evidence that between three and five million votes were illegal in the 2016 presidential election, but has not provided any such evidence. Phillips made his voter fraud claims before voter history data was available in most jurisdictions.