| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Massachusetts State High School Championship | Unregistered-NESSA | Skipper | 1/20 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Donald Greene | Lincoln-Sudbury | Skipper | 1/24 (A Div) | |
| NESSA Fleet Racing Champs (O'Day Trophy) - 2019 | The Hotchkiss School | Skipper | 6/15 (A Div) | |
| O'Day Qualifier - Quincy | Milton/BCH | Skipper | 1/10 (A Div) | |
| Sharon Invitational | Sharon | Skipper | 2/20 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| 45th Massachusetts State High School Championship | Milton Academy | Skipper | 4/13 (B Div) | |
| Donald Greene Regatta | Wellesley | Skipper | 1/24 (B Div) | |
| Freshman/Sophomore Regatta | Sharon | Skipper | 2/17 (A Div) | |
| O'Day Qualifier - Newport, RI | Ida Lewis YC/ St. George's School | Skipper | 14/17 (A Div) | |
| Sharon Invitational | 1 Beach St., Sharon, MA | Skipper | 1/20 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Donald Green | Lincoln Sudbury Regi | Skipper | 3/20 (B Div) | |
| Freshman/Sophomore Regatta | Sharon | Skipper | 1/16 (A Div) | |
| NESSA O'Day Qualifier - Marion, MA | Tabor Academy | Skipper | 11/14 (A Div) | |
| Sharon Invitational | Sharon, 1 Beach Street | Skipper | 5/16 (A Div) |