Marianne DiRupo made first team All-Morris in field hockey, basketball, and softball during the 1984-85 school year. In 1985, she was named as a first team All-State softball shortstop. At the University of South Carolina, she was named a two-time academic All-American in softball. She went on to become a professional bowler in the PWBA.

Dave Moore, a 1988 graduate of Roxbury High, is the first athlete to come out of Roxbury high School and play in the NFL, where he played 16 seasons and made the 2006 Pro Bowl. At Roxbury, he was a two-time first team All-Morris selection and was named a first-team All-State tight end by the Star-Ledger. His 1987 team finished 9-2 and was rated the #6 team in New Jersey. The two losses were by a combined 10 points to the #1 and #5 rated teams in the nation by USA Today. He also lettered in Winter and Spring track. Dave attended the University of Pittsburgh.

Bob Morgan, class of 1961, was a two-time All-Morris selection in football and basketball and a one-time selection in baseball. He is one of only three boys basketball players to score 1,000 points in the 95-year history of the program. His 1,039 points remained a school record for half a century. He led the 1960 North II, Group II sectional champion basketball team in scoring with 338 points, and started at quarterback for the 1959 football North II, Group II Champions. Bob played football for Syracuse University.

Carmine Rossi, class of 1959, is the first wrestler from Morris County wrestling to win an individual State Championship, doing so at 123 pounds as a junior in 1958. He went on to become head wrestling coach at Dover High School, where he coached two individual State Champions. In 1986, he was inducted into the inaugural class of the Morris County Wrestling Hall of Fame. Carmine attended Bloomsburg University.

Nancy Seeger, class 1978, had one of the most successful individual seasons of any athlete in Roxbury history. In the Fall of 1977, she won individual cross country meets for the Iron Hills Conference, Morris County XC Meets, North II Group III, Group III, the inaugural NJSIAA Meet of Champions, and the Eastern Regional Championship. In addition, she was named 1977 Runner of the Year by the Daily Record and Dover Advance. Nancy attended Rutgers University and was inducted into their Olympic Sports hall of Fame in 1999.

Claudine Simard, class of 1988, is one of five girls basketball players at Roxbury to have scored 1,000 points. Claudine selected to the All Morris Girls Basketball Team in 1987. Her 1, 733 points at East Stroudsburg University was a school record for 18 years until being broken in 2010. She was inducted into the 2006 class of the East Stroudsburg University Hall of Fame.

Coach Jim Fiorello was a standout athlete at Netcong High School, where he graduated in 1958. He played college football at San Francisco State University before returning to coach Roxbury in 1973. Over the next 17 years, Fiorello had a record of 100-53-5 and is the winningest head coach in the 100-year history of the program. His 1973 team captured the outright Iron Area Conference championship, and his 1978 and 1986 teams won a share of the IHC-Iron titles. Fiorello's teams qualified for the State Tournament in 1978, 1986, and 1987. His 1973 team was declared 2nd in North II Group II.

Under Coach Doug Shank, the team rolled to a 24-1 record, a Morris County, IHC-Iron, North II Group IV, and a Group IV State Championship. Their only setback was a 2-1 loss in a non-conference game to Pingry. Shank was named New Jersey Coach of the Year by the Star-Ledger. Dana Vetrone, who scored the game winner vs. Eastern in the Group III final, was named 1st team All-Morris and All-State by the Star-Ledger. In addition, defender Karen McCleery and leading scorer Alison Baker were also 1st team All-Morris selections.

This team is presently the only undefeated squad in the 62-year history of Roxbury’s legendary program. Finishing 13-0-1, the team rolled through the Iron Area Conference. Coach Sam Rossi’s team was voted #1 in the State and has the distinction of being one of only two Roxbury teams to be recipient of the Star-Ledger Trophy. Individually, Tom Sloand (who went on to win the title in 1976), won his region at 101 pounds and placed third in the State Tournament.