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O'Leary Cup
The O'Leary Cup, named for Radcliffe coach Liz O'Leary, has been awarded to the winner of the varsity eight race between Syracuse, Dartmouth and Radcliffe since 2000. The Orange prevailed in the last race against Dartmouth and Radcliffe in 2021, which was at the Clemson Invitational.
| YEAR | FIRST | SECOND | THIRD |
| 2000 | Radcliffe | Syracuse | Dartmouth |
| 2001 | Syracuse | Radcliffe | Dartmouth |
| 2002 | Radcliffe | Syracuse | Dartmouth |
| 2003 | Radcliffe | Syracuse | Dartmouth |
| 2004 | Radcliffe | Syracuse | Dartmouth |
| 2005 | Radcliffe | Syracuse | Dartmouth |
| 2006 | Dartmouth | Radcliffe | Syracuse |
| 2007 | Dartmouth | Radcliffe | Syracuse |
| 2008 | Radcliffe | Dartmouth | Syracuse |
| 2009 | Radcliffe | Dartmouth | Syracuse |
| 2010 | Dartmouth | Radcliffe | Syracuse |
| 2011 | Dartmouth | Radcliffe | Minnesota |
| 2012 | Radcliffe | Dartmouth | Syracuse |
| 2013 | Radcliffe | Syracuse | Dartmouth |
| 2014 | No race | ||
| 2015 | Radcliffe | Syracuse | Dartmouth |
| 2016 | No race | ||
| 2017 | Syracuse | Radcliffe | Dartmouth |
| 2018 | No race | ||
| 2019 | No race | ||
| 2020 | No race | ||
| 2021 | Syracuse | Radcliffe | Dartmouth |
| 2022 | No race |
