| Season | Helm | Crew | Boat | Venue |
|---|---|---|---|---|
| 2026 | Tim Krech | M-20 | ||
| 2025 | Eddie Cox | I-66 | ||
| 2024 | Vincent Porter | I-2 | ||
| 2023 | Robby Wilkins | SC-55 | ||
| 2022 | Kevin Jewett | SC-7 | ||
| 2021 | Harry Melges IV | I-1 | ||
| 2020 | Vincent Porter | I-2 | ||
| 2019 | Brian McMurray | WH-88 | ||
| 2018 | Tom Castle | J-25 | ||
| 2017 | Harry Melges IV | I-1 | ||
| 2016 | Vincent Porter | I-2 | ||
| 2015 | Jeff Bonanni | T-73 | ||
| 2014 | Harry Melges IV | I-1 | ||
| 2013 | Mike Dow | |||
| 2012 | Peter Hurley | |||
| 2011 | Brian Porter | |||
| 2010 | Robby Wilkins | |||
| 2009 | Tom Burton | |||
| 2008 | Andy Burdick | |||
| 2007 | Will Graves | |||
| 2006 | Brian Porter | I-49 | ||
| 2005 | Brian Porter | I-0 | ||
| 2004 | Brian Porter | I-49 | ||
| 2003 | Sheldon Ecklund | |||
| 2002 | Gordy Bowers | |||
| 2001 | Bill Allen | |||
| 2000 | Had Brick | |||
| 1999 | Brian Porter | |||
| 1998 | Buzz Reynolds | |||
| 1997 | Mike Darrow | |||
| 1996 | Andy Burdick | |||
| 1995 | Brian Porter |
Source: e-scow.org. A * marks a note (hover): a correction to the published roll, or where a title came from.
Honour rolls list titles, not results, so they do not feed the ratings. A name links to a sailor profile only where the match is clear.