Derek spent 17 years in law enforcement and has demonstrated a deep appreciation for sports since youth, having participated as an athlete through college. His sustained involvement as a post graduate developed into a secondary career in both officiating and coaching. For the past 25 years, Derek has assisted the NHL by working as an on-ice official at numerous Rangers and Islanders training camps. Currently, he is a referee at the college and minor pro levels. He also helped cultivate young athletes through coaching at the high school level in both ice hockey and football for 12 years from 1998-2010.
Through the early 2000s, Derek was able to indulge his passion for sports history and statistical analysis as a steady caller to the overnight show on WFAN, where he came to be known for offering colorful sports commentary.