These are annual, the hardest losses to swallow. Scoring more than enough to win, and still losing, while you know some bum is stealing a W with 1700 points…
| YEAR | TEAM | Points | Winner | Winners Score | |
| 2001 | Matt – St. Lunitic | 1085 | Chris – ChicksDigTheLongBall | 1238 | |
| 2002 | Pete – Turd Ferguson | 1971 | Kronner – MichaelJacksonRocks | 2129 | |
| 2003 | Trigger – Flying Dutchmen | 1741 | Jones – SC4Skippers | 1839 | |
| 2004 | Jones – SC4Skippers | 1867 | Chris – The Sneaky Filipino | 2011 | |
| 2005 | Toepel – Empennage yo’ mother | 1830 | Kaiser – Ron Mexico’s Herpes | 1983 | |
| 2006 | Dave – Nacho Team | 1929 | Kronner – Ivan Drago | 2096 | |
| 2007 | Kronner – Stuntman Kronner | 1957 | Chris – The Sneaky Filipino | 2241 | |
| 2008 | Dave – Team Implosion | 1979 | Chris – The QB Black Hole | 2047 | |
| 2009 | Trigger – Flying Dutchmen | 2005 | Dave – Nacho Fail | 2085 | |
| 2010 | Kronner – Team Meltdown | 2598 | Ryan – Burrito Warrior | 2636 | |
| 2011 | Dave – Team Dumpter Fire | 2738 | Chris – C Tan vs The World | 2812 | |
| 2012 | McLeod – Ta Ta Ta Timbo | 2550 | Dave – Nacho Team | 2615 | |
| 2013 | Matt – ICE’d | 2732 | Chris – C Tan vs The World | 3464 | |
| 2014 | Byrd – the great white hype | 2639 | Josh – The Blazing Deuce | 2676 | |
| 2015 | Jason – Murphy Inn-ies | 2792 | Dave – Nacho Team | 2548 | |
| 2016 | Sanchez – The Quasars | 2330 | Matt – ICE’d | 2628 | |
| 2017 | Matt – ICE’d | 2206 | Sanchez – The Quasars | 2257 | |
| 2018 | Kronner – Redbank Mallrats | 2577 | Chris – C Tan vs The World | 2611 | |
| 2019 | Tim – TIM! | 2630 | Kronner – Redbank Mallrats | 2705 |