| Name | Host | Type | Scoring | Start time |
|---|---|---|---|---|
| MISSA Great Lakes Championship | Hyman G. Rickover Na/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | District Championship | 2 Divisions | 11/09/2019 @ 10:00 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Halloween Spectacular | Glenbrook South/Lake Forest Academy/Lake Forest/Stevenson | Skipper | 6/22 (B Div) | |
| 2019 Autumn Classic | Chicago Yacht Club Belmont | Skipper | 6/13 (B Div) | |
| Banks Blackwell Regatta | Culver Academies | Skipper | 3/22 (A Div) | |
| Lake Max Fall Regatta | Culver Academies | Skipper | 1/18 (B Div) | |
| Kick Off Classic 420s | Sheridan Shore Sailing School | Skipper | 3/15 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| 2018 Atlantic Coast Championship | US Naval Academy | Skipper | 18/20 (B Div) | |
| MISSA Great Lakes Championship | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 14/20 (B Div) | |
| Halloween Spectacular | Lake Forest | Skipper | 3/20 (B Div) | |
| Autumn Classic Central Great Lakes Qualifier | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 3/16 (B Div) | |
| MISSA Great Oaks Qualifier | New Albany/Olentangy/Olentangy Liberty/Olentangy Orange/Thomas Worthington/Westerville Central/Westerville North/Westerville South | Skipper | 18/25 | |
| Banks Blackwell Invitational Regatta | Culver Academies | Skipper | 7/17 (A Div) | |
| Red Hat Regatta | Detroit Country Day/West Bloomfield | Skipper | 4/22 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Culver Spring Regatta | Culver Academies | Skipper | 6/16 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship 2017 | Columbia Yacht Club-Chicago, IL | Skipper | 10/16 (A Div) | |
| Halloween Spectacular | Badger/Big Foot/Craig | Skipper | 22/25 (A Div) | |
| MISSA Great Oaks - Silver Fleet | Benilde St Margarets/Chanhassen/Orono/Providence Academy/Wayzata | Skipper | 1/7 | |
| MISSA Great Oaks (Z-420 Qualifying) | Benilde St Margarets/Chanhassen/Orono/Providence Academy/Wayzata | Skipper | 8/11 | |
| Banks Blackwell Invitational | Culver Academies | Skipper | 6/16 (B Div) | |
| Kick Off Classic | Sheridan Shore Sailing School | Skipper | 7/17 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship 2016 | Columbia Yacht Club-Chicago, IL | Crew | 10/17 (A Div) |