First time junior most improved in seamanship
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2022 | Celeste Stout | |||
| 2021 | Sage Nelson | |||
| 2019 | Ben Simpson | |||
| 2018 | Owen Camet | |||
| 2017 | Charlotte Plant | |||
| 2016 | Joey Richardson | |||
| 2015 | Ian Nyenhuis | |||
| 2014 | Kate Olsen | |||
| 2013 | Piper Holthus | |||
| 2012 | Rocco Cappetta | |||
| 2011 | Louis Sheid | |||
| 2010 | Megan Cates | |||
| 2009 | Cole Harris | |||
| 2008 | Jennifer Johnson | |||
| 2007 | Patrick Hagan | |||
| 2006 | Helen McCArthy | |||
| 2005 | Kyle Sutter | |||
| 2004 | Jack Ryan | |||
| 2003 | Lars Leweck | |||
| 2002 | Connor Shinn | |||
| 2001 | Nevin Snow | |||
| 2000 | Konner Brown | |||
| 1999 | Lydia Boehm | |||
| 1998 | Bobby Nelson | |||
| 1997 | Daniel Yoemans | |||
| 1996 | Tyler Sinks | |||
| 1995 | Whitney Rader | |||
| 1994 | Chris Thein | |||
| 1993 | Logan Buck | |||
| 1992 | Taylor Fleming | |||
| 1991 | Timothy Bulfer | |||
| 1990 | Kelly Meanly | |||
| 1989 | David Ludwig | |||
| 1988 | Chad Wilcomb | |||
| 1987 | Tyler Pruett | |||
| 1986 | Chris Wright |