May 15, 2022 @ 22:30:05 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MASSA Fleet Championship and Mallory Qualifier | Christchurch school | Crew | 9/18 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA Fleet Race Qualifier | Severn Sailing Association | Crew | 2/12 (B Div) | |
| MDISA SCC Varsity | Great Mills/Leonardtown High | Crew | 12/17 (A Div) | |
| MDISA SSA Team Race | Archbishop Spalding/Broadneck | Crew | 2/72/7 | |
| MDISA SSA Fleet Race | Archbishop Spalding/Broadneck | Crew | 1/12 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Atlantic Coast Championship | Old Dominion University | Crew | 8/18 (A Div)11/18 (B Div) | |
| MDISA Keelboat Qualifier @ Annapolis Yacht Club | Annapolis Yacht Club | Crew | 4/5 | |
| MASSA Gold Fall Team Championship | St. Mary's College of Maryland | Crew | 6/76/7 | |
| MDISA TR Fall Championship | Washington College | Crew | 3/63/63/6 | |
| MASSA Fleet Racing Championships | Brighton | Crew | 8/18 (A Div) | |
| MDISA Fleet Qualifier @SSA | Archbishop Spalding/Broadneck | Crew | 4/11 (A Div)2/11 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA Gold at Chesapeake Experience | Great Mills | Crew | 3/11 (B Div) | |
| MASSA Baker Team Race Qualifiers | Annapolis Yacht Club | Crew | 7/8 | |
| MDISA Team Race Qualifier | Annapolis Yacht Club | Crew | 4/8 | |
| MDISA SSA Gold Fleet | Archbishop Spalding/Broadneck | Crew | 6/14 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Maryland State Championship | Archbishop Spalding/Broadneck/South River | Crew | 11/15 (B Div) | |
| MASSA Team Race Championship | Norfolk Yacht and Country Club | Crew | 10/12 | |
| MDISA Team Qualifier | Great Mills/Leonardtown High | Crew | 5/6 | |
| MDISA Varsity Fleet Qualifier at BCSC | Gilman/Towson | Crew | 10/17 (B Div) | |
| MDISA Team Race Series 2 | Great Mills/Leonardtown High | Crew | 6/6 | |
| MDISA Fleet Race - 9/28 | DC Sail | Crew | 6/15 (B Div) | |
| 2019 Fall Varsity Fleet Race 1 | Gilman | Crew | 13/18 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| SSPP JV Regatta | TAYC, Oxford | Crew | 6/14 (B Div) |