Source:
| James Greaney, Co-Captain Elect | Steve Parks, Co-Captain Elect |
| William Teas | George Bronson |
| John Gilcrist | Christopher Singleton |
| Edward Lynch | Joe Devlin |
| Gene Granklin | Bob Bardelli |
| Nick Cippolina | Joe Moran |
| Hal Stroh, Captain | Win Wright, Captain |
| Tom Burke | Bud Presson |
| Bert Miller | John Debeny |
| John Fay, Manager | Louis DeGennaro, Manager |
Source:
Freeport 7 Westbury 13 (September 28, 1940)
Freeport 20 Hempstead 6 (October 5, 1940)
Freeport 27 Mepham 7 (October 12, 1940)
Freeport 7 Lawrence 7 (October 19, 1940)
Freeport 33 Baldwin 6 (November 4, 1940)
Freeport 33 Sewanhaka 12 (November 9, 1940)
Freeport 33 Lynbrook 6 (November 16, 1940)
1940 was Bill Ashley's first season coaching the Freeport High School football team. He was also a history teacher.
Source:
"Goes to Freeport." Nassau Daily Review-Star. July 12, 1940, 22. Accessed August 21, 2023. http://nyshistoricnewspapers.org/lccn/sn83031113/1940-07-12/ed-1/seq-22/.