| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Chicago YC JV Central Series #2 | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 21/26 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Lawrence A. White Trophy | US Coast Guard Academy | Skipper, Crew | 20/20 (B Div) | |
| Fall Scramble | Arrowhead/Kettle Moraine/Oconomowoc | Skipper | 26/26 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| IL State Championship | Sheridan Shore Sailing School | Skipper | 9/11 (B Div) | |
| MYST May Madness | Arrowhead/Oconomowoc | Skipper | 22/23 (B Div) | |
| Columbia Bay Scrimmage #1 | Columbia Yacht Club-Chicago, IL | Skipper | 8/8 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Halloween Spectacular | Lake Forest | Skipper | 22/25 (B Div) | |
| Banks Blackwell | Culver Academies | Crew | 13/30 (B Div) | |
| MISSA Autumn Classic | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius College/Walter Payton Colleg | Crew | 16/19 (A Div) | |
| Pewaukee Fall Scramble | Pewaukee Yacht Club | Reserve | N/A | |
| Kick Off Classic 2016 420's | Sheridan Shore Sailing School | Crew | 17/17 (A Div) |