A former multi-sport athlete, Jason played football and baseball at Don Bosco Preparatory High School, earning all-conference honors as well as the prestigious Ironman Award for excellence both on the field and in the classroom. He continued his football career at Salve Regina University, where he served as a two-year captain, earned all-conference recognition, and completed both his B.S. in Marketing and his MBA.

Jason holds his FINRA Series 7 and 63 license.