[1] As a senior in high school, Willard interned with Alaska Attorney General Wilson Condon.
From June 1993 to July 1995, Willard was the Vice President of Perception Management, a public relations and political campaign consulting company.
In August 1995, he was a Partner and Technology Consultant at Accenture and stayed there until October 2006, where he then became the Vice President of Enterprise Information Security at T-Mobile USA.
[6][7] Willard managed Oregon Democratic State Rep. Tim Josi's 1990 political campaign, and served as his legislative assistant during his freshman term for the 1991 session.
[15] Willard is on the board of directors for the Seattle Youth Symphony, the steering committee for Treehouse for Kids Golf Tournament, and the Washington Community For Self-Help Gala.