Based on Junior Invitational, Luff Ins and Season Series
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2022 | Parker Heim | Sabot | ||
| 2021 | Will Simpson | |||
| 2019 | Blake Lilley | |||
| 2018 | Mitchell Janes | |||
| 2017 | Ethan Mayes | |||
| 2016 | Kate Joslin | |||
| 2015 | Jimmy Dealy | |||
| 2014 | Caylin Schnoor | |||
| 2013 | Cameron Cage | |||
| 2012 | Tim Fraher | |||
| 2011 | Jack Plavan | |||
| 2010 | Amanda Majernik | |||
| 2009 | Jack Reiter | |||
| 2008 | Kaelin Smith | |||
| 2007 | Helen McCarthy | |||
| 2006 | Lucas Wright | |||
| 2005 | Patrick Snow | |||
| 2004 | Scott Sinks | |||
| 2003 | Rex Cameron | |||
| 2002 | Anna Vacchi | |||
| 2001 | Donald Lockwood | |||
| 2000 | Katie Love | |||
| 1999 | Remy Voight | |||
| 1998 | 'Lizabeth Seman | |||
| 1997 | Michael Campbell | |||
| 1996 | Kurt Ruppert | |||
| 1995 | Kevin Hirsch | |||
| 1994 | Melanie Roberts | |||
| 1993 | Lexi Augustine | |||
| 1992 | Scott Rogers | |||
| 1991 | Courtney Wright | |||
| 1990 | Blaine Pedlow | |||
| 1989 | Lissa Springstead |