Growing up, Kenny excelled in many sports including; tennis and martial arts. At one point, soccer became so important to him that he put his martial arts studies aside in order to practice and play soccer year round. This dedication helped Kenny become a star midfielder in high school and he was recruited for the Olympic Development program in Massachusetts. Later, he went on to play Division 1 soccer at Boston College. Here he was successful both on and off the soccer field; earning Big-East Academic All-Star status, and becoming a Dean's list student.