5th Boys · 5th Boys - Division 5 · 2019-20 · Brookline
Rank 1 · Record 12-1 · Power 1418.5
| 2020-03-06 | D3W-Brookline (red) | 28-51 |
| 2020-03-01 | D5W-Southboro (white) | 36-24 |
| 2020-02-23 | D5N-Concord-Carlisle (white) | 37-32 |
| 2020-02-16 | D5W-Westborough | 31-13 |
| 2020-02-09 | D5NW-Weston | 32-25 |
| 2020-02-02 | D5W-Ashland | 38-27 |
| 2020-01-26 | D5W-Dover Sherborn (white) | 45-22 |
| 2020-01-18 | D5NW-Framingham (gray) | 27-21 |
| 2020-01-11 | D5W-Framingham (black) | 37-16 |
| 2020-01-05 | D5NW-Natick | 27-25 |
| 2019-12-22 | D5NW-Newton (white) | 40-26 |
| 2019-12-15 | D5NW-Wellesley (c) | 33-19 |
| 2019-12-08 | D5W-Northboro (white) | 23-19 |