Based on Junior Invitational, Luff Ins, and Season Series
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2022 | Kylie Peterson | Sabot | ||
| 2021 | Olympia Barelli | |||
| 2019 | Emily Otto | |||
| 2018 | Joey Richardson | |||
| 2017 | Dylan Gardner | |||
| 2016 | Gabriel Campbell | |||
| 2015 | Paulo Campbell | |||
| 2014 | Piper Holtus | |||
| 2013 | Sean Caulfield | |||
| 2012 | Jack Pavlan | |||
| 2011 | Megan Cates | |||
| 2010 | Johannes McElvain | |||
| 2009 | Molly Pleskus | |||
| 2008 | Charlie Miller | |||
| 2007 | Lucas Wright | |||
| 2006 | Emily Bohl | |||
| 2005 | JP Barnes | |||
| 2004 | Max Hutcheson | |||
| 2003 | Kristina Bohl | |||
| 2002 | Brennan Clark | |||
| 2001 | Katie Love | |||
| 2000 | Travis Hill | |||
| 1999 | Travis Hill | |||
| 1998 | Tyler Barrett | |||
| 1997 | Karen Richards | |||
| 1996 | Adam Roberts | |||
| 1995 | Andrew Driscoll | |||
| 1994 | Dustin Rogers | |||
| 1993 | Ryan Rogers | |||
| 1992 | Alli Bell | |||
| 1991 | Alli Bell | |||
| 1990 | Andrew Bell | |||
| 1989 | tyler Pruett | |||
| 1988 | Carter Ott |