Wasilewski is entering his second year on the women's soccer coaching staff at the College of the Holy Cross in 2023, after joining the Crusaders as an assistant coach in 2022.

During the 2022 season he helped the Crusaders post Patriot League victories over Lafayette and Navy.

Before his time at Holy Cross, Wasilewski spent three years at the professional level as a video analyst with the New England Revolution (MLS) and New England Revolution II (USL1). He previously spent three seasons as the director of performance analysis at Providence College, his alma mater.

A two-time graduate of Providence with a bachelor's degree in marketing and a master's degree in management, Wasilewski has served as a staff coach with Bayside FC since 2017 and currently holds a United States Soccer Federation "D" license.