Based on Junior Invitational, Luff Ins and Season Series
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2022 | August Felgenhauer | Sabot | ||
| 2021 | Kylie Peterson | |||
| 2019 | Katherine Fleming | |||
| 2018 | Charlotte Plant | |||
| 2017 | Joey Richardson | |||
| 2016 | Ian Nyenhuis | |||
| 2015 | Sara Parker | |||
| 2014 | Paulo Campbell & Gabriel Campbell | |||
| 2013 | Keevan Leonard | |||
| 2012 | Gabe Cappetta | |||
| 2011 | Ryley Ryan | |||
| 2010 | Rebecca McElvain | |||
| 2009 | Rebecca McElvain | |||
| 2008 | Molly Pleskus | |||
| 2007 | Grace McCarthy | |||
| 2006 | Clayton Schluter | |||
| 2005 | Eric Cibit | |||
| 2004 | Max Hutcheson | |||
| 2002 | Kristina Bohl | |||
| 1988 | Craig Sink |