Leary attended Timber Creek Regional High School in Gloucester Township, New Jersey.
[1] During his junior year, he set the state record for passing yards (3,688) and touchdowns in a season (48).
[3] Leary committed to North Carolina State University to play college football.
[9][10] On December 5, 2022, after a season cut short by a pectoral muscle injury, Leary entered the NCAA transfer portal.
[11] Leary was selected by the Baltimore Ravens in the sixth round (218th overall) of the 2024 NFL draft.