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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Tonk Mato# | 15.70 | 2065-2068 | |
| 2 | Jordan Beauchamp-Reyes | 11.47 | 2046-2048 | |
| 3 | Kingsley Hoodlum-Havoc# | 11.39 | 2061-2064 | |
| 4 | Boyz II Chess Back Again# | 10.90 | 2069-2072 | |
| 5 | Jordan Beauchamp-Reyes II | 10.75 | 2050-2053 | |
| 6 | Daniel Archer | 10.65 | 2057-2061 | |
| 7 | Badan Boujee | 10.61 | 2038-2042 | |
| 8 | Cam'Ron Bailey III | 10.56 | 2062-2065 | |
| 9 | Javithony Brizzo | 10.55 | 2042-2045 | |
| 10 | Larry B. Burnside | 10.26 | 2047-2049 | |
| 11 | Steve Gonzales Jr | 10.25 | 2055-2059 | |
| 12 | Big Vito* | 9.87 | 2046-2049 | |
| 13 | Alyssa Jakob | 9.74 | 2054-2058 | |
| 14 | Red Panda | 9.73 | 2058-2062 | |
| 15 | Kay Faraday | 9.52 | 2040-2043 | |
| 16 | Dan King | 9.05 | 2037-2040 | |
| 17 | Nate Nitro | 8.88 | 2053-2055 | |
| 18 | Dusty Stradley | 8.46 | 2045-2047 | |
| 19 | Philip Alou | 8.22 | 2056-2058 | |
| 20 | Dylan Hodge | 7.82 | 2036-2038 | |
| 21 | Riley Tiffielder | 7.64 | 2022-2026 | |
| 22 | Jose Forty-Three Sr. | 7.60 | 2043-2046 | |
| 23 | Maple Dogwood | 7.58 | 2054-2056 | |
| 24 | Javier Bolívar | 7.38 | 2052-2054 | |
| 25 | Bambi No# | 7.00 | 2064-2066 | |
| 26 | Mikey Hinckley# | 6.97 | 2065-2068 | |
| 27 | Mason Morgan | 6.86 | 2048-2049 | |
| 28 | Scottie Stirling# | 6.70 | 2060-2061 | |
| 29 | Melo Misteur# | 6.68 | 2069-2071 | |
| 30 | Jarratt Gofford | 6.65 | 2040-2041 | |
| 31 | Jake Kulik-Warren | 6.64 | 2051-2053 | |
| 32 | Buddy Cooper | 6.40 | 2028-2029 | |
| 33 | Ynot Kove | 6.30 | 2054-2055 | |
| 34 | Kobe Frobe-Kobe | 6.25 | 2049-2052 | |
| 34 | Paulo Zalewski# | 6.25 | 2069-2071 | |
| 36 | Arya Harper | 6.14 | 2060-2061 | |
| 37 | Joshua Bolton | 6.13 | 2049-2052 | |
| 38 | Nero Esposito | 6.12 | 2033-2035 | |
| 39 | Firefly Boy# | 6.04 | 2071-2073 | |
| 40 | Dom Drozdov | 6.01 | 2036-2037 | |
| 40 | Udo Bonga# | 6.01 | 2062-2064 | |
| 42 | Dandy Chiggins Jr. | 5.98 | 2027-2029 | |
| 43 | Skoomina Hulk a Votto | 5.86 | 2054-2056 | |
| 44 | Nash deVille | 5.73 | 2059-2061 | |
| 45 | Dee Na'Meetay | 5.63 | 2050-2052 | |
| 45 | Shrimp McDaniel# | 5.63 | 2060-2062 | |
| 47 | Trent Vain | 5.56 | 2021-2021 | |
| 48 | Patrick Eshenbaugh# | 5.53 | 2068-2070 | |
| 49 | Cal Pico | 5.28 | 2055-2058 | |
| 50 | Mustard M. Mustard | 5.18 | 2049-2051 | |
| 51 | Dazen Guile# | 5.09 | 2060-2062 | |
| 52 | Orion Kirkby | 4.93 | 2035-2038 | |
| 53 | Goren Emes# | 4.92 | 2062-2064 | |
| 54 | Matt Dubson | 4.89 | 2045-2046 | |
| 55 | TGP* | 4.74 | 2046-2048 | |
| 56 | Randy Myth | 4.60 | 2035-2039 | |
| 57 | Ángel de la Fuerte# | 4.58 | 2071-2073 | |
| 58 | Bryan Benz | 4.55 | 2040-2041 | |
| 59 | Giannis Kroustis | 4.34 | 2038-2040 | |
| 60 | Jesse Dinker | 4.31 | 2064-2068 | |
| 61 | Nigel Ortega | 4.28 | 2042-2044 | |
| 62 | Arthur Dent# | 4.23 | 2070-2072 | |
| 63 | Mo Love* | 4.08 | 2055-2057 | |
| 64 | Manny Alou# | 3.95 | 2064-2067 | |
| 65 | Mariusz Berezowski | 3.94 | 2057-2061 | |
| 66 | Stick Man | 3.84 | 2066-2070 | |
| 67 | Chad Grumpus | 3.83 | 2044-2044 | |
| 67 | FR Finn-Rhys | 3.83 | 2031-2032 | |
| 69 | Slammin' Sammy Michaels | 3.76 | 2030-2032 | |
| 70 | Justin Justice | 3.74 | 2048-2052 | |
| 71 | Mojo Rizing | 3.72 | 2049-2052 | |
| 72 | Crowbar Theeks | 3.71 | 2035-2039 | |
| 73 | Ryan Dinger# | 3.58 | 2066-2069 | |
| 74 | Caleb Marko | 3.57 | 2046-2050 | |
| 75 | Michael Ramm | 3.52 | 2062-2064 | |
| 76 | Webster Rochka | 3.40 | 2056-2057 | |
| 77 | Anita Fartinghouse | 3.33 | 2039-2042 | |
| 78 | Nick Jr | 3.29 | 2061-2065 | |
| 79 | Noah Hartmann Jr | 3.28 | 2049-2052 | |
| 80 | J.C. Tomlin# | 3.22 | 2064-2066 | |
| 80 | Roberto Kahn | 3.22 | 2031-2032 | |
| 82 | Avery Acres# | 3.13 | 2070-2073 | |
| 83 | Dweezil Pazza | 3.12 | 2043-2044 | |
| 83 | Philip Stein | 3.12 | 2034-2036 | |
| 85 | Willie Colón* | 3.03 | 2033-2035 | |
| 86 | Jameis Winston | 3.00 | 2030-2032 | |
| 87 | Adelbert Steiner | 2.98 | 2054-2056 | |
| 88 | Ionel Bogescu | 2.93 | 2033-2034 | |
| 89 | Rake Slammer* | 2.92 | 2052-2053 | |
| 90 | Toby McMuffin | 2.90 | 2029-2030 | |
| 91 | Fenway Turner | 2.83 | 2025-2025 | |
| 91 | Vandalswon Fivestraight | 2.83 | 2031-2033 | |
| 91 | Muckers O'Houlihan | 2.83 | 2040-2042 | |
| 94 | Kenga Yunai | 2.77 | 2025-2029 | |
| 95 | Brent Goldberg# | 2.73 | 2069-2070 | |
| 96 | This Dude | 2.70 | 2038-2042 | |
| 96 | Julio Ruiz | 2.70 | 2036-2037 | |
| 98 | Matthew Edwards | 2.66 | 2036-2040 | |
| 99 | Arson Judge# | 2.65 | 2063-2065 | |
| 100 | Cookie Monster | 2.62 | 2049-2050 |
