(league’s best quarterback)
| Season | Winner | Runner-up |
|---|---|---|
| '22 Fall | Jordan Perdomo | Timmy Michelini |
| '22 Spring | Jay Charles | Joey Bova |
| '21 Fall | Dane Schindler | Timmy Michelini |
| '21 Spring | Junior Teixeira | Devon Collier |
| '20 Fall | Sam Bonney-Liles | Junior Teixeira |
| '19 Fall | Dane Schindler | Junior Teixeira |
| '19 Spring | Jimmy Sanford | Jake Forsaith |
| '18 Fall | Steve Tambouris | Jimmy Sanford |
| '18 Spring | Derek Stella | Jake Forsaith |
| '17 Fall | AJ Rotella | Steve Tambouris |
| '17 Spring | Jake Forsaith | Scott French |
| '16 Fall | Jake Forsaith | Jimmy Sanford |
| '16 Spring | Jake Forsaith | Dave Martel |
| '15 Fall | Derek Riley | Bruce Wallace |
| '15 Spring | Jimmy Sanford | Jake Forsaith |
| '14 Fall | Dave Martel | Jimmy Sanford |
| '14 Spring | Dave Martel | Jake Forsaith |
| '13 Fall | Codey Dalton | Dave Martel |
| '13 Spring | Leslie Traeger | Derek Riley |
| '12 Fall | Brendan Bernazzani | Ramon Pena |
| '12 Spring | Brendan Bernazzani | Jamie Sylvestre |
| '11 Fall | Mario Pena | Jamie Sylvestre |