Robert Holloway
Class of 1960

Robert Holloway played on three varsity teams where he earned five varsity letters throughout his years at Simsbury High School.  He was a varsity baseball player and a two-time captain of the basketball team.  Each year he was the captain of the basketball team they won the Little Three Trophy. It was on the football field where Bob truly excelled.  As the football captain he set the record for most touchdowns scored in one season (17).  During that year he earned honorable mention Prep All-American honors and was a participant in the Connecticut Nutmeg Bowl.  He went on to play football for two years at Central Connecticut State University.  

After college, Robert settled in Simsbury with his wife Elsie and their three children, all of whom graduated from both Simsbury High School and the University of Connecticut. Robert has continued to run the four generation Simsbury family business, Holloway’s Appliance, for forty years.  

Kevin Moss
Class of 2000

Kevin Moss was an outstanding all-around athlete and elite football player.  Born and raised in Harlem, NY he came to Simsbury as a thirteen-year old through the A Better Chance program. Kevin participated in football, wrestling, track & field, and baseball.  He was a two-time All Conference wrestler (the only two years he participated) and a Class L State Tournament place finisher. In track & field, he was also a two-time All Conference athlete (shot put, an event in which he went undefeated for two years in conference play) and a Class L State Tournament place finisher. However, the gridiron is where Kevin truly excelled. He was a three-year starter on both the offensive and defensive lines.  He was a two-time All Conference defensive lineman, received multiple team honors, and was named to the Class L All State team as a defensive tackle.  In all, Kevin was a six-time All Conference athlete who earned All State and or State place finishes in three sports.

Kevin’s post high school career added to his many accolades as he focused on football while at Lafayette College.  There he was a four-year starter in football.  He was named team Rookie of the Year as a Freshmen and Offensive Lineman of the Year as a junior and senior. Well respected by opposing coaches, Kevin was a three-time All-Patriot League Left Tackle and 2002 Honorable Mention All-American. In 2007, Kevin had the privilege of playing semi-professional ball in the Austrian Football League for the Swarco Raiders. Currently, he spends his free time as a college football official in the Missouri Valley Football Conference.

Kevin lives in Beacon, NY with his wife, Rasheena, and twin boys, Charles and Will.

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