Jessey has been involved with archery and the outdoors since he could walk. He started competing in archery at the age of 15 then turned pro at age 19 and has shot pro ever since.
In 2016, he was Massachusetts, Vermont, New Hampshire State Champion then proceeded to win the New England IBO Championship.
He still competes in national events and his goal is to be an Olympic Archer.
Aside from archery, he is also an avid deer and turkey hunter that he learned from family heritage.