Doubleday made her acting debut in an episode of the CBS procedural Without a Trace in 2002 and in the same year appeared in the feature film Catch Me If You Can. She graduated to supporting roles in films Waiting... (2005), The TV Set (2006) and Accepted (2006). In 2007, she starred in the ABC comedy series, Cavemen. The series received negative reviews and was canceled after a month on the air. In the following years, Doubleday continued performing on television, with small parts on CSI: Miami, Brothers & Sisters, Bones, The Closer, Criminal Minds, Drop Dead Diva and Witches of East End. Doubleday also performed in the recurring role of Logan Louis in the HBO comedy series Hung in 2011.