Oct 19, 2019 @ 10:00:05 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Ranger Rally | Greely High School | Skipper | N/A |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Casco Bay Fall Open | SailMaine | Skipper | 14/16 (A Div) | |
| Bulldog Classic | Portland | Skipper | 10/16 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Casco Bay Open | SailMaine | Skipper | 14/18 (B Div) | |
| Bulldog Classic | SailMaine | Reserve | N/A |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Capers Classic | SailMaine | Skipper | 7/13 (A Div) | |
| Clipper Challenge | Yarmouth | Skipper | 11/15 (A Div) |
