| Hash slinging Slashers (Caleb Kuske) | 2025 |
| Outsourced (Kevin Nagel) | 2024 |
| Outsourced (Kevin Nagel) | 2023 |
| sundaymorningqb (David Price) | 2022 |
| RainCity Rage (Michelle Dedeo) | 2021 |
| Outsourced (Kevin Nagel) | 2020 |
| Hash Slinging Slashers (Caleb Kuske) | 2019 |
| MakeClevelandGreatAgain (Will Jacobsen) | 2018 |
| RainCity Rage (Michelle Dedeo) | 2017 |
| Muskego Dolphins (Dean Markofski) | 2016 |
| itjoshgor-don (Will Jacobsen) | 2015 |
| Muskego Dolphins (Dean Markofski) | 2014 |
| Drunkin Pumpkins (JD Pede) | 2013 |
| Jermichael JerJacobsen (Will Jacobsen) | 2012 |
| Favre Dollar Footlong (Mike Serembiczky) | 2011 |
| Invisible Monkeys (Kevin Nagel) | 2010 |
| Drunkin Pumpkins (JD Pede) | 2009 |
| |