May 23, 2019 @ 18:00:01 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Massachusetts State High School Championship | Unregistered-NESSA | Skipper | 12/20 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| O'Day Qualifier - Marion | Tabor Academy | Skipper | 4/9 (B Div) | |
| Sharon Invitational | Sharon | Skipper | 5/20 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Arnold Brown Regatta | Marthas Vineyard Reg | Skipper | 6/12 (A Div) | |
| Casco Bay Open | SailMaine | Skipper | 11/18 (B Div) | |
| Polar Bear Open | Bowdoin College Coastal Studies Center | Skipper | 3/11 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Donald Greene Regatta | Wellesley | Skipper | 2/24 (A Div) | |
| Sharon Invitational | 1 Beach St., Sharon, MA | Skipper | 3/20 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Casco Bay Fall Open | Falmouth Maine | Skipper | 3/15 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Keelboat Kickoff | Courageous Sailing | Crew | 3/18 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Sharon Fresh / Soph Regatta | Sharon | Skipper | 12/16 (B Div) |
