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| Progressive Winning Pct Leaderboard | |
| This table is a snapshot of the career, single-season, active, and yearly leaders at the end of each season. | |
| * - Indicates Hall of Fame
Bold - Indicates active player |
| Year | Career | WPct | Single-Season | WPct | Active | WPct | Yearly | WPct |
| 2003 | Gollehil Folith | .8750 | Gollehil Folith | .8750 | ||||
| 2004 | Gollehil Folith | .8750 | Gogak Drowslammer | .7917 | ||||
| 2005 | Libur Irontwister | .6633 | Gollehil Folith | .8750 | Libur Irontwister | .6633 | Gandogast Fadrier | .8276 |
| 2006 | Dalo Bloodkiller | .6442 | Gollehil Folith | .8750 | Dalo Bloodkiller | .6442 | Libur Irontearer | .8571 |
| 2007 | Prilak Hammershaker | .7350 | Misil Orebearer | .9130 | Prilak Hammershaker | .7350 | Misil Orebearer | .9130 |
| 2008 | Prilak Hammershaker | .7551 | Misil Orebearer | .9130 | Prilak Hammershaker | .7551 | Prilak Hammershaker | .8333 |
| 2009 | Prilak Hammershaker | .7560 | Misil Orebearer | .9130 | Prilak Hammershaker | .7560 | Gwelf Goriborn | .8276 |
| 2010 | Prilak Hammershaker | .7344 | Misil Orebearer | .9130 | Prilak Hammershaker | .7344 |
Frodo Chubb Bugrin Spinner |
.7500 |
| 2011 | Phanra Fimir | .7222 | Misil Orebearer | .9130 | Phanra Fimir | .7222 |
Phanra Fimir Eucalypta The Pink |
.8095 |
| 2012 | Hallalonn Brilhirion | .7077 | Misil Orebearer | .9130 | Hallalonn Brilhirion | .7077 | Todo Sandybanks | .9048 |
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