Pierson worked for InVentiv Health in 2008, the Baylor Health Care System from July 2009 to August 2011, as a practice administrator, for ASG Software Solutions, as the director of corporate affairs, from May 2011 to December 2012, and then in a variety of jobs until being hired by the Trump campaign.
Pierson voted for Barack Obama in the 2008 presidential election. She became an activist in the Tea Party movement in 2009. Speaking in April 2009 at a Dallas Tea Party event, she called for Texas to secede from the U.S. She founded a local Tea Party group in Garland, Texas. In 2012, Pierson actively supported Ted Cruz in the 2012 Senate race in Texas and appeared on stage with him on election night in November.