May 6, 2022 @ 15:00:05 EDT
| Name | Host | Type | Scoring | Start time |
|---|---|---|---|---|
| 2022 May Madness | Arrowhead/Kettle Moraine/Marquette/Oconomowoc/Pewaukee | Promotional | 2 Divisions | 05/07/2022 @ 10:00 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MISSA CENTRAL BAKER QUALIFIER | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 10/10 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Columbia Sailing School | Skipper | 11/18 (A Div) | |
| Autumn Classic/Last Chance Great Lakes Champs | Chicago Yacht Club | Skipper | 9/15 (A Div) | |
| Banks Blackwell - Central GLQ | Culver Academies | Skipper | 7/16 (A Div) | |
| MISSA Keelboat Finals - Silver Fleet | North (WI) | Skipper | N/A | |
| 2021 Fall Scramble | Pewaukee Yacht Club | Skipper | 16/26 (A Div) | |
| Kick Off Classic | Sheridan Shore Sailing School | Skipper | 7/15 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| New Trier Regatta | New Trier HS | Skipper | 1/18 (B Div) | |
| MISSA Mallory Central Qualifier | Lake Forest | Skipper | 12/14 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 12/15 (A Div) | |
| Sunday's with Scouts 2 | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 8/9 | |
| Sunday’s with Scouts | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 5/8 | |
| Sunday | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 4/9 (A Div) | |
| Historic Pandemic Team Race Classic | Chicago Yacht Club Belmont | Skipper | 9/10 | |
| Sunday Races | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 4/11 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 13/17 (B Div) | |
| Halloween Spectacular | Glenbrook South/Lake Forest Academy/Lake Forest/Stevenson | Skipper | 16/22 (B Div) | |
| Boats n' Bingo Regatta | Lyons Township/U Chicago Laboratory/Whitney Young | Crew | 10/12 | |
| 2019 Autumn Classic | Chicago Yacht Club Belmont | Skipper | 13/13 (B Div) | |
| Banks Blackwell Regatta | Culver Academies | Skipper | 13/22 (B Div) | |
| 2019 MYST Fall Scramble | PLSS/MYST | Skipper | 20/30 (B Div) | |
| Kick Off Classic 420s | Sheridan Shore Sailing School | Crew | 13/15 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| IL State Double Handed Championship | Sheridan Shore Sailing School | Skipper | 12/12 (B Div) | |
| May Madness | Pewaukee Yacht Club | Skipper | 21/21 (A Div) |