May 22, 2021 @ 14:30:07 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Latin School of Chicago Regatta | Chicago Yacht Club | Skipper | N/A |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Zarmy In-House Regatta Saturday | Beacon Academy/Evanston Township HS/Glenbrook South/Loyola Academy | Crew | 4/8 | |
| IL State Champs | Sheridan Shore Sailing School | Crew | 4/14 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Crew | 4/15 (D Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MISSA Great Lakes Championship | Hyman G. Rickover Na/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 20/20 (B Div) | |
| Banks Blackwell Regatta | Culver Academies | Skipper | 22/22 (A Div) | |
| 2019 MYST Fall Scramble | PLSS/MYST | Skipper, Crew | 30/30 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| B. Hill #1 | Lake Forest | Crew | 9/13 | |
| Z Trophy Ice Breaker #2 | Sheridan Shore Sailing School | Crew | 5/5 | |
| Z Trophy Ice Breaker | Sheridan Shore Sailing School | Skipper | 10/10 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| ZZ Trophy Regatta | Sheridan Shore Sailing School | Skipper | 11/13 |
