Rob Cummings is an accomplished executive leader with over 35 years of experience at Fidelity Investments, and a graduate of the coaching development program at Gestalt International Study Center. Rob’s coaching combines his extensive experience and knowledge with a passion for helping others succeed.

Throughout his career at Fidelity, Rob held a variety of leadership roles across multiple business lines and functions, including client service, operations, sales, finance, and relationship management. Leading teams of up to 1,800 associates across the United States and Europe, Rob consistently elevated performance, improved service delivery, and enhanced associate engagement and retention.

Rob’s expertise extends into leadership and talent development, culture building, and training. He partners with individuals and teams to tap into their full potential and foster a culture of teamwork, professionalism, accountability, and exceptional service. Rob is all about bringing out the best in people and building a results-oriented, client-centric environment.

Rob is a graduate of Babson College in Wellesley, Massachusetts and earned his MBA from Boston University. He lives in Boston and Provincetown with his husband Dennis. Beyond his professional work, Rob is an accomplished marathoner and triathlete and enjoys the outdoors, cooking, travel, reading and spending time with family and friends.