Prior to his legal career, Dillon sought diverse professional experiences. After graduating from college, he orchestrated his own volunteering experience in southern Peru with a small non-profit organization. Later he gained valuable professional experience as part of a U.S. Senate campaign, and after that he joined the public policy team at Greater Louisville, Inc., Louisville's Chamber of Commerce affiliate. Prior to law school, Dillon embarked on a month long excursion with the Northern Outdoor Leadership School in Alaska, which taught him the value of sustainability and of protecting the environment.
Throughout his schooling, in his extra curricular activities and now in his professional career, Dillon has been immensely curious in his work, with a deep appreciation for the world around him.