Caldarella, a senior guard out of Cheshire Academy in Connecticut, has taken full advantage of his year in the NEPSAC and proven to be one of the most efficient offensive performers around. Few teams have played better as a collective unit this winter than Cheshire Academy, who sits in 4th place in the league at 10-4 and has gotten terrific play on both ends of the floor from Caldarella. A high IQ decision maker, Caldarella is as solid as it gets on the offensive end of the floor. He can play on or off the ball, directs offensive in the half-court, and does a nice job of moving in space without the ball in his hands. He’s a high level shooter from the perimeter, finishes with touch over size in the paint, and does a good job of playing within a team’s scheme on the defensive end of the floor. Caldarella will continue his career in the fall at the United States Air Force Academy.

Caldarella, a senior guard out of Cheshire Academy in Connecticut, has taken full advantage of his year in the NEPSAC and proven to be one of the most efficient offensive performers around. Few teams have played better as a collective unit this winter than Cheshire Academy, who sits in 4th place in the league at 10-4 and has gotten terrific play on both ends of the floor from Caldarella. A high IQ decision maker, Caldarella is as solid as it gets on the offensive end of the floor. He can play on or off the ball, directs offensive in the half-court, and does a nice job of moving in space without the ball in his hands. He’s a high level shooter from the perimeter, finishes with touch over size in the paint, and does a good job of playing within a team’s scheme on the defensive end of the floor. Caldarella will continue his career in the fall at the United States Air Force Academy.