| Captain | Team | Season |
| Detiege, Russ | Advanced Disposal / Gabe's Construction | 2014-2015 |
| Dickrell, Jamie | KW Electric | 2006-2007 |
| Falconer, Steve | Borden Chemical | 2001-2002 |
| Falconer, Steve | Bud Light / Dave's Who's Inn | 2004-2005 |
| Huibregtse, Avery | Buyze Masonry, LLC | 2022-2023 |
| Huibregtse, Avery | Buyze Masonry, LLC | 2024-2025 |
| Koehler, John | KW Electric | 2003-2004 |
| Koehler, John | Harper Pumping / Lakeshore Orthopaedics | 2009-2010 |
| Koehler, John | Melowski & Singh, LLC | 2020-2021 |
| Korpi, Kyle | Jim Pankow, Inc | 2007-2008 |
| Korpi, Kyle | Jim Pankow, Inc | 2008-2009 |
| Lucas, Kyle | Kohler Credit Union | 2013-2014 |
| Lucas, Kyle | Thrivent Financial - Tim Saeger / Melowski & Associates, LLC | 2017-2018 |
| Lucas, Kyle | Melowski & Associates, LLC | 2018-2019 |
| Miner, Bill | Borden Chemical | 2002-2003 |
| Moberg, Clarke | Badger State Restoration | 2025-2026 |
| Munger, Corey | Bud Light / Dave's Who's Inn | 2005-2006 |
| Munger, Corey | My Place / Bud Light | 2015-2016 |
| Munger, Corey | Larry's Distributing / Harter's Lakeside Disposal | 2023-2024 |
| Ostermann, John | Thrivent Financial - Tim Saeger / Swovy's | 2016-2017 |
| Perkins, Ryan | The Cedars Resort / Harper Pumping | 2010-2011 |
| Perkins, Ryan | US Bank | 2011-2012 |
| Perkins, Ryan | The Cedars Resort / Veolia | 2012-2013 |
| Poppe, Matt | Larry's Distributing / Sharpie's On Broadway | 2019-2020 |
| Roberts, Tom | Melowski & Singh, LLC | 2021-2022 |
| Watson, Cliff | Associated Bank | 1999-2000 |
| Watson, Cliff | Associated Bank | 2000-2001 |