May 14, 2023 @ 10:30:02 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| May Madness Regatta | Pewaukee Lake Sailing School | Crew | 16/17 (A Div) |
It appears Evan Olevich has not participated in any regattas this season.
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MISSA Keelboat Championship | Culver Academies | Crew | 13/13 | |
| Kick Off Classic | Glenbrook South | Crew | 10/17 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| 2022 May Madness | Arrowhead/Kettle Moraine/Marquette/Oconomowoc/Pewaukee | Reserve | N/A | |
| MISSA CENTRAL MALLORY QUALIFIER | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Crew | 10/12 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship | Columbia Sailing School | Skipper | 14/18 (B Div) | |
| Banks Blackwell - Central GLQ | Culver Academies | Skipper | 10/16 (B Div) | |
| MISSA Keelboat Finals - Silver Fleet | North (WI) | Skipper | N/A | |
| Kick Off Classic | Sheridan Shore Sailing School | Skipper | 12/15 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| New Trier Regatta | New Trier HS | Skipper | 3/18 (B Div) | |
| MISSA Mallory Central Qualifier | Lake Forest | Skipper | 14/14 (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 | 11/15 (A Div) | |
| Sunday's with Scouts 2 | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 7/9 | |
| Sunday | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 7/9 (B Div) | |
| Sunday Races | Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory/Whitney Young | Skipper | 9/11 (B Div) |