Apr 27, 2019 @ 15:00:03 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| B. Hill #1 | Lake Forest | Skipper | 12/14 |
It appears Jack Ruder has not participated in any regattas this season.
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Halloween Spectacular | Lake Forest | Skipper | 18/20 (B Div) | |
| Boats n' Bingo Regatta | Columbia Sailing School | Skipper | 3/8 (A Div) | |
| Autumn Classic Central Great Lakes Qualifier | Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 14/16 (B Div) | |
| ZZ Trophy Regatta | Sheridan Shore Sailing School | Skipper | 4/13 | |
| MISSA Great Oaks Qualifier | New Albany/Olentangy/Olentangy Liberty/Olentangy Orange/Thomas Worthington/Westerville Central/Westerville North/Westerville South | Skipper, Crew | 21/2521/25 | |
| Banks Blackwell Invitational Regatta | Culver Academies | Skipper | 10/17 (B Div) | |
| Fall Scramble | Arrowhead/Oconomowoc | Skipper | 1/28 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Culver Spring Regatta | Culver Academies | Skipper | 14/16 (A Div) | |
| MISSA Baker Qualifier | Pontiac Yacht Club | Crew | 11/12 | |
| MISSA Central Baker Pre-Qualifier | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Crew | 10/12 | |
| Mallory Central Qualifier | Brother Rice (IL)/Fenwick/Jones College Prep/Lane Tech College Pr/Lyons Township/U Chicago Laboratory | Skipper, Crew | 13/13 (B Div) | |
| Z Trophy March 17 | Sheridan Shore Sailing School | Crew | 6/8 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Shepherd Championship 2017 | Columbia Yacht Club-Chicago, IL | Crew | 13/16 (A Div) | |
| Z Trophy VTR Regatta | Sheridan Shore Sailing School | Reserve | N/A | |
| Chicago YC JV Central Series #2 | Hinsdale Central/Latin of Chicago/New Trier HS/St. Ignatius (IL)/Walter Payton Colleg | Skipper | 15/26 | |
| Lawrence A. White Trophy | US Coast Guard Academy | Crew | 20/20 (A Div) | |
| MISSA Great Oaks - Silver Fleet | Benilde St Margarets/Chanhassen/Orono/Providence Academy/Wayzata | Skipper, Crew | 5/75/7 | |
| MISSA Great Oaks (C-420 Qualifying) | Benilde St Margarets/Chanhassen/Orono/Providence Academy/Wayzata | Crew | 8/10 | |
| Red Hat Regatta | Bloomfield Hills/Detroit Country Day/West Bloomfield | Crew | 15/16 (B Div) | |
| Kick Off Classic | Sheridan Shore Sailing School | Crew | 6/17 (B Div) |
