In 2001, Kolowich founded DigiNovations as a multimedia production company that would apply video and multimedia technology to telling the stories of New England companies, organizations, and educational institutions. He has produced corporate and institutional documentary films for, among other clients, Harvard University, Massachusetts Institute of Technology, Museum of Science, Boston, Sacred Heart University, and Genzyme Corporation. He was architect and producer of Mitt TV, the internet TV channel of the Mitt Romney 2008 presidential campaign, and served on the board of Piper Aircraft and AmSafe Inc.