| Season | Helm | Crew | Boat | Venue |
|---|---|---|---|---|
| 2026 | Steve Schalk | Skating Away II | ||
| 2024 | James Smith | |||
| 2023 | Jason Thompson | Leg Room | ||
| 2022 | Steve Schalk | Skating Away II | ||
| 2019 | Jason Thompson | Leg Room | ||
| 2018 | Steve Schalk | Skating Away II | ||
| 2017 | Steve Schalk | Skating Away II | ||
| 2016 | Steve Schalk | Skating Away II | ||
| 2015 | Steve Schalk | Skating Away II | ||
| 2013 | Steve Schalk | Skating Away II | ||
| 2009 | George Neyssen | |||
| 2008 | Bob Mereness | Zephyr II | ||
| 2006 | Mark Hancik | Rebel | ||
| 2005 | Steve Schalk | Skating Away II | ||
| 2004 | Greg Hansa | |||
| 2001 | Steve Schalk | Skating Away II | ||
| 1999 | Steve Schalk | Rum Runner | ||
| 1997 | Steve Schalk | Rum Runner | ||
| 1996 | Steve Schalk | Skating Away II | ||
| 1995 | Steve Schalk | Skating Away II | ||
| 1992 | Steve Schalk | Skating Away II | ||
| 1991 | George Beukema | Blitzn | ||
| 1988 | George Beukema | Blitzn | ||
| 1987 | John Eck | Rumrunner | ||
| 1986 | B.J. Brellenthin | On the Rocks V | ||
| 1984 | B.J. Brellenthin | On the Rocks V | ||
| 1981 | B.J. Brellenthin | On the Rocks V | ||
| 1980 | B.J. Brellenthin | On the Rocks V | ||
| 1979 | Richard White | Troublemaker | ||
| 1977 | Skip Wadewitz | Urchin | ||
| 1976 | Richard White | Troublemaker | ||
| 1975 | Paul Thomasset | |||
| 1974 | Glydwell Gerber | Gee Cee | ||
| 1973 | Bill Boehmke | Blitzen | ||
| 1972 | Bill Boehmke | Blitzen | ||
| 1971 | B.J. Brellenthin | On the Rocks III | ||
| 1970 | Donald Johnson | Black Widow | ||
| 1969 | Glydwell Gerber | Gee Cee | ||
| 1968 | Robert Jones | Death | ||
| 1967 | Robert Jones | Death | ||
| 1965 | William Boston |
Source: iceboat.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.