Most improved Intermediate sailor
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2022 | Zachary Peterson | |||
| 2021 | Maribelle Barelli | |||
| 2019 | Cameron Schnoor | |||
| 2018 | Oscar Parzen | |||
| 2017 | Devon Owen | |||
| 2016 | Noah Nyenhuis | |||
| 2015 | Burke Kanemasu | |||
| 2014 | Shaye Wattson | |||
| 2013 | Daisy Holthus | |||
| 2012 | Emily Grob | |||
| 2011 | Amanda Majernik | |||
| 2010 | David Bluhm | |||
| 2009 | Ryan Frazee | |||
| 2008 | Jack Ryan | |||
| 2007 | Andy Reiter | |||
| 2006 | Zach Downing | |||
| 2005 | Marly Isler | |||
| 2004 | Nevin Snow | |||
| 2003 | Rex Cameron | |||
| 2002 | Jake Reynolds | |||
| 2001 | Kristina Bohl | |||
| 2000 | Brennan Clark | |||
| 1999 | Zach Barrett | |||
| 1998 | Matt Anderson | |||
| 1997 | Mike Campbell | |||
| 1996 | Kyle Hirsh | |||
| 1995 | Cass Harris | |||
| 1994 | Bryan Lake | |||
| 1993 | Courtney Wright | |||
| 1992 | Lisa Harrison | |||
| 1991 | Mike Gladstone | |||
| 1990 | Carl Saunders | |||
| 1989 | Gresham Bayne | |||
| 1988 | Elizabeth Clark | |||
| 1987 | Jeanne Thompson |