| Name | Host | Type | Scoring | Start time |
|---|---|---|---|---|
| ISSA Cressy National Championship - Full | Santa Barbara Yacht Club | National Championship | Singlehanded | 11/02/2019 @ 11:00 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Ranger Rally | Greely High School | Skipper | 5/17 (A Div) | |
| Stags Leap | Cheverus | Skipper | 2/15 (B Div) | |
| NESSA Single Handed Championship (Healy) - Laser | Hyannis YC | Skipper | 3/4 | |
| Casco Bay Fall Open | SailMaine | Skipper | 9/16 (A Div) | |
| Sunday Series #1 | Cape Elizabeth | Reserve | N/A | |
| Polar Bear Open | Bowdoin College Coastal Studies Center | Skipper | 4/8 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Downeast Regatta | George Stevens Acade | Skipper | 11/19 (A Div) | |
| O'Day Qualifier - Quincy | Milton/BCH | Skipper | 7/10 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Ranger Rally | Greely - Maine | Crew | 4/14 (A Div) | |
| Caper Classic | Cape Elizabeth | Skipper | 2/12 (B Div) | |
| NKBI Qualifier | Yarmouth | Crew | 9/9 | |
| NESSA Fall Funfest (Gleekman Trophy) | 1 Beach St., Sharon, MA | Skipper | 10/15 (B Div) | |
| Stags Leap | SailMaine | Crew | 2/13 (A Div) | |
| Casco Bay Open | SailMaine | Crew | 3/18 (A Div) | |
| Bulldog Classic | SailMaine | Crew | 3/12 (A Div) | |
| Polar Bear Open | Bowdoin College Coastal Studies Center | Skipper | 10/11 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| O'day Qualifier - SailMaine | Greely - Maine | Skipper | 11/17 (B Div) | |
| Caper Fleet Race | Cape Elizabeth | Skipper | 3/7 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Great Oaks Gold | Jesuit NOLA | Skipper, Crew | 13/1613/16 | |
| Great Oaks Red | Jesuit NOLA | Skipper | 6/15 | |
| Capers Classic | SailMaine | Skipper | 12/13 (A Div) | |
| NESSA Great Oaks Qualifier | Sail Black Rock | Skipper | 3/13 | |
| Polar Bear Open | Unregistered-NESSA | Crew | 3/10 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| NESSA O'Day Qualifier - Marblehead, MA | Pleon YC Marblehead, MA | Crew | 13/13 (A Div)13/13 (B Div) | |
| Yarmouth Latchstring | Yarmouth | Crew | 4/12 (A Div) |