James Dolan net worth: James Dolan is an American executive who has a net worth of $1.5 billion dollars. James Dolan lives on Long Island, and was originally interested in pursuing a career in music. However, he shifted his focus to communications, and eventually graduated from SUNY – New Paltz, with a degree in Communications. He began his professional career working for Cablevision, and then relocated to Cleveland to run a sports radio station. In the mid-90s, he returned to New York, to take over Cablevision from his father. He established himself as a shrewd businessman, initially, but has since made some missteps. In addition to serving as the President and CEO of Cablevision Systems Corporation and Executive Chairman of The Madison Square Garden Company, he also controls multiple New York area sports teams, including the New York Knicks, the New York Rangers, and the New York Liberty. His management skills with regard to sports have been questioned regularly.