Riesgraf appeared with then-fiancé Jason Lee as the character Natalie Duckworth on the show My Name Is Earl in 2005 and 2007, and in Alvin and The Chipmunks as a mother in the supermarket in 2007. In 2008, she played the unnamed bride in the official music video for "Cath..." by Death Cab for Cutie. From 2008 to 2012, she played the main role of Parker in the TNT series Leverage. In 2015, Riesgraf starred in the USA Network series Complications, which follows a morally conflicted doctor's life. The show lasted for one season.
Riesgraf was in a relationship with actor Jason Lee from 2001 to 2007 and the two were engaged to be married. With Lee, she had her first child at age 25, a son named Pilot Inspektor Riesgraf-Lee, on September 28, 2003.