National Show Ski Association:
| Year | Female | Male | Team |
| 2024 | Kailey Koehler | Kevin Bruckner | Rock Aqua Jays |
| 2023 | Grace Petzold | Derek Buchman | Rock Aqua Jays |
| 2022 | Brea Imse | Cody Coffey | Aquanuts |
| 2021 | Brea Imse | Mitch Tanner | Rock Aqua Jays |
| 2020 | None (COVID-19) | None (COVID-19) | None (COVID-19) |
| 2019 | Kailey Koehler | Ethan Shulda | Mad-City |
| 2018 | Kailey Koehler | David Claver | Rock Aqua Jays |
| 2017 | Darian LeBlanc | Dan Hansen | Sarasota Ski-A-Rees |
| 2016 | Leah Straub | Garrett Bouley | Wonder Lake |
| 2015 | Rachael Zenk | Cameron Baxter | Aquanuts |
| 2014 | Kendall Krieger | Jayson Rishling | Rock Aqua Jays |
| 2013 | Kelly Nemec | Garth Peter | Rock Aqua Jays |
| 2012 | Trista Foster | Jeff Jacobson | Rock Aqua Jays |
| 2011 | Jacklyn Kumlien | Bob Panter | Rock Aqua Jays |
| 2010 | Sarah Tubbs | David Anderson | Wonder Lake |
| 2009 | Kim Stoner | Paul O'Connor | Mad-City |
| 2008 | Karley VanDevere | Terry Roslawski | Mad-City |
| 2007 | Cathy Luiting | Paul O'Connor | Mad-City |
| 2006 | Kristen Heilman | Jon DeBelak | Mad-City |
| 2005 | Mary Bortz | David Rezin | Rock Aqua Jays |
| 2004 | Shannan Beasley | Bob Hartmann | Mad-City |
| 2003 | Chris Thornburg | Tim Cullen | Rock Aqua Jays |
| 2002 | Jill Elliott | Howard Elliott | Rock Aqua Jays |
| 2001 | Trista Menzer | Dan Hansen | Wonder Lake |
| 2000 | Lindsay Wilmouth | Geno Yauchler | Wonder Lake |
| 1999 | Ginny Rezin | Eric Schulz | Rock Aqua Jays |
| 1998 | Beth Lassa | Jaret Graf | N/A |
| 1997 | Gretchen Post | Jim Post | N/A |
| 1996 | Renae Wadnal | David Rezin | N/A |
| 1995 | Julie Kent | Pete Slatter | N/A |
| 1994 | Kristen Heilman | Bob Hartmann | N/A |
| 1993 | Cathy Geiger | Kevin Michael | N/A |
| 1992 | Sherrie Mullen | Jon DeBelak | N/A |
| 1991 | Keni Koreba | Gerry Luiting | N/A |
| 1990 | Janie Dibble | Award Established 1991 | N/A |
| 1989 | Janie & Jennifer Dibble | Award Established 1991 | N/A |
| 1988 | Nancy Lynne O'Hara | Award Established 1991 | N/A |
| 1987 | Christina Little | Award Established 1991 | N/A |
| 1986 | Jennifer Calleri | Award Established 1991 | N/A |
| 1985 | Christina Little | Award Established 1991 | N/A |
| 1984 | Audrey Dunteman | Award Established 1991 | N/A |
| 1983 | Mary Wolf | Award Established 1991 | N/A |
| 1982 | Michelle Kerkman | Award Established 1991 | N/A |
| 1981 | Renee Zynda | Award Established 1991 | N/A |
| 1980 | Tracy Porter | Award Established 1991 | N/A |