Larry Hamilton (1999-2000): 2nd Team SWC (00), Captain (00), first place overall in New Fairfield meet (00)
Matt Fratarcangeli (2000): Captain (00), Top 5 runner all season, #3 for team at SWCs.
James daSilva (2000): 1st Team SWC (00), Captain (00), State Open qualifier (00), Red Devil award winner (00)
Cross Country Graduates
2001
2002
Fred Wills (1999-2001): Captain (01), #1 runner (01), Red Devil Award winner (01). Led team to most wins in several years, school record time (19:25) on Pomperaug course (01), as captain, organized buying team shirts as well as a pasta party.
Kevin Atterberry (2001): Top 5 runner at every meet this season, showed leadership as one of the hardest-working and most consistent Red Devil runners this season.
2003
Sara Leventhal (2000-2002): Captain (01-02), #1 runner (02), Red Devil Award winner (01). Had most successful year this year, posting 3 top ten finishes and a personal-best 18:34 at Eisenhower Park. Top Stratford runner at states three years in a row.
Alison Janoski (2000-2002): Recorded top 10 finishes in meets each of the past two years. The #1 SHS runner at SWCs three years in a row.
Pat Noonan (1999-2002): Only four-year runner on the team. Top 5 on the team each year.