Justine Whipple '07 Cross Country/Track |  |
"Presented by the Naval Academy Athletic Association in honor of Vice Admiral James Calvert, Superintendent of the Naval Academy (1968-72), to the varsity letterman of the graduating class selected by the varsity coaches as having perservered the most in his or her career."
| Year | Name | Class | Sport |
| 1990 | Maria Filonczuk | '90 | Cross Country/Track |
| 1991 | Maureen Magnan | '91 | Track |
| 1992 | Stephanie Dixon | '92 | Volleyball |
| 1993 | Sarah Quimby | '93 | Cross Country/Track |
| 1994 | Heather Keane | '94 | Sailing |
| 1995 | Sonja Knight | '95 | Track |
| 1996 | Stacey Haynes | '96 | Swimming |
| 1997 | Lagena Gray | '97 | Cross Country/Track |
| 1998 | Zoe Cawlfield | '98 | Cross Country/Track |
| 1999 | Sophia Garcia | '99 | Track |
| 2000 | Rachel Shropa | '00 | Volleyball |
| 2001 | Jennifer Bombinski | '01 | Basketball |
| 2002 | Christina Knutson | '02 | Volleyball |
| 2003 | Jessica Van Norman | '03 | Volleyball |
| 2004 | Quinn Rinehart | '04 | Soccer |
| 2005 | Emma Hagen | '05 | Soccer |
| 2006 | Andrea Wernecke | '06 | Volleyball |
| 2007 | Justine Whipple | '07 | Cross Country/Track |
