Born in Southampton, Gregory began his footballing journey playing for Hythe & Dibden before joining Southampton at the age of six.
Going on to play for the Saints for six years, the midfielder lined up against sides such as Bayern Munich, Borussia Dortmund and PSV, also winning a Premier League tournament.
Gregory joined the Cherries at under-13s level after leaving Southampton and has progressed through the age groups with the club.
The combative middleman is a black belt in Taekwondo alongside his exploits in football.