5th Boys · 5th Boys - Division 5 · 2019-20 · Wellesley
Rank 4 · Record 6-6 · Power 1285.5
| 2020-03-01 | D5N-Lexington | 30-14 |
| 2020-03-01 | D5W-Northboro (white) | 26-34 |
| 2020-02-24 | D5W-Ashland | 35-48 |
| 2020-02-09 | D5NW-Natick | 28-31 |
| 2020-02-02 | D5W-Dover Sherborn (white) | 29-24 |
| 2020-01-26 | D5W-Framingham (black) | 45-12 |
| 2020-01-19 | D5NW-Weston | 25-34 |
| 2020-01-12 | D5W-Southboro (white) | 27-24 |
| 2020-01-05 | D5NW-Newton (white) | 18-16 |
| 2019-12-22 | D5NW-Framingham (gray) | 24-29 |
| 2019-12-15 | D5NW-Brookline (blue) | 19-33 |
| 2019-12-08 | D5W-Westborough | 40-21 |