James Olayos

Attorney James Jimmy Olayos

“I have always been interested in helping others. As I thought about different career paths including teacher, lawyer, and social worker, I was drawn to the law as the best means to utilize my education to assist individuals, especially young people and their families, with difficult situations in their lives. While the legal profession allowed me to engage people in a compassionate and caring manner, I also care deeply about mentoring student athletes and have been fortunate to have a life-long involvement in sports as a player, coach and Athletic Director. Both the law and my love of sports have enabled me to help others and share my concern for children and families.”

James Olayos is an attorney, High School Athletic Director and President of Future Stars Sports Academy. He brings to MPMS over 15 years of legal experience handling all types of civil and criminal matters, including D.U.I. defense. He has tried many cases to verdict, most notably, one of the first capital death penalty cases in Connecticut. This cases, which was heard by the Connecticut Supreme Court, is still the prevailing law on many important criminal issues in the State. Jim’s legal career also includes experience as a Senior Partner managing over 40 employees and all aspects of office operations and staff management.

Jim is a graduate of Fairfield University and Quinnipiac School of Law.  During those years he was also the head coach for Masuk High School in Monroe, receiving the New York Daily News Coach of the Year Award. After graduating law school, he also served as an assistant coach at the University of Bridgeport under New England’s all-time winningest basketball coach, Bruce Webster.  He has been an assistant coach at St. Joseph High School under the State of Connecticut’s all-time winningest coach, Vito Montelli, and assisted in the McDonald’s All American game in Indianapolis in 1991, where he coached NBA All Star, Grant Hill.

President of Future Stars Sports Academy, Jim has been involved in sports for over 30 years as both a player and a coach.  He is presently the Advancement Director of a private High School in Fairfield.  Previously, he was the Athletic Director at St. Joseph High School in Trumbull.  In September, 2000 he was selected as America’s Most Caring Coach by USA Today Weekend Magazine.  In 2001 he was the recipient of the Central Connecticut YMCA Strong Kids Award.  In 2003 he was voted one of the top 100 most influential people in Connecticut High School Sports.  His sports/educational program has been featured in both the New York Times and USA Today, and he has lectured and presented his program for the Frank McGuire Foundation, The After School Corporation (TASC), the National Alliance For Youth Sports (NAYS) and Youth Basketball of America (YBOA).

Jim also serves as the Executive Director of the Future Stars Children’s Foundation. Through his involvement with Future Stars and High School sports programs throughout Connecticut, Jim is able to share his sports knowledge along with his concern for young people and their families.


  • Fairfield University, magna cum laude, 1980
  • Quinnipiac University, Juris Doctor, with honors, 1983

Community Involvement

  • USA Today Weekend “Most Caring Coach Award,” 2000
  • YMCA Distinguished Service Award
  • Future Sports Stars Academy, Founder and Executive Director

Bar Admissions

  • Connecticut

Bar Associations

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