He began his obsession with politics and how public policy affects all Americans at The American University in Washington, DC. He graduated The American University with a Bachelor’s degree in Political Science in 1984. Dhillon quickly moved on government, working with US Congressman Bob Matsui, eventually rising to Chief of Staff on Matsui’s staff in 1988. Early in 1993, Dhillon moved from Capitol Hill to the White House, when he was appointed be the Deputy Assistant Secretary of Government Affairs at the United States Department of Transportation by President Bill Clinton. It wasn’t long before he caught the President’s eye. Clinton officially recognized him as the top Asian American appointee in a White House ceremony, also in 1993.
After his stint in the White House, he moved into an illustrious career in the private sector. He started at the American Academy of Actuaries, where he worked as the Director of Media and Public Affairs. The American Academy of Actuaries is a Washington, DC-based professional association consisting of over 18,000 members. From 1998 until 2004, he was the Senior Vice President of Hill & Knowlton International Public Relations. During his six years with this lobbying and governmental affairs firm, it won “Agency of the Year” six times.