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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jared Keeso | 15.23 | 2073-2077 | |
| 2 | Tonk Mato | 15.18 | 2065-2068 | |
| 3 | Jordan Beauchamp-Reyes | 11.74 | 2046-2048 | |
| 4 | Samuel Sheeping# | 11.36 | 2075-2079 | |
| 5 | Steve Gonzales Jr | 11.19 | 2055-2059 | |
| 6 | Kingsley Hoodlum-Havoc# | 11.06 | 2061-2064 | |
| 7 | Daniel Archer | 10.93 | 2057-2061 | |
| 8 | Red Panda | 10.78 | 2058-2062 | |
| 9 | Cam'Ron Bailey III | 10.59 | 2062-2065 | |
| 10 | Jordan Beauchamp-Reyes II | 10.58 | 2050-2053 | |
| 11 | Ozzie Robinson | 10.48 | 2072-2075 | |
| 12 | Boyz II Chess Back Again# | 10.17 | 2069-2072 | |
| 13 | Coleman Carver# | 9.98 | 2074-2078 | |
| 14 | Badan Boujee | 9.96 | 2038-2042 | |
| 15 | Big Vito* | 9.64 | 2046-2049 | |
| 16 | Javithony Brizzo | 9.51 | 2042-2045 | |
| 17 | Larry B. Burnside | 9.40 | 2047-2049 | |
| 18 | Alyssa Jakob | 9.10 | 2054-2058 | |
| 19 | Kay Faraday | 8.64 | 2040-2043 | |
| 20 | Chris Cash Jr.# | 8.42 | 2076-2079 | |
| 21 | Dan King | 8.39 | 2037-2040 | |
| 22 | Tung Tung Tung Sahur# | 8.25 | 2074-2076 | |
| 23 | Nate Nitro* | 8.10 | 2053-2055 | |
| 24 | Dusty Stradley | 7.78 | 2045-2047 | |
| 25 | Riley Tiffielder | 7.64 | 2022-2026 | |
| 26 | Bambi No# | 7.46 | 2064-2066 | |
| 27 | Philip Alou* | 7.38 | 2056-2058 | |
| 28 | Maple Dogwood | 7.30 | 2054-2056 | |
| 29 | Thomas Saint-John# | 7.23 | 2075-2078 | |
| 30 | Mikey Hinckley# | 7.22 | 2065-2068 | |
| 31 | Dylan Hodge | 7.15 | 2036-2038 | |
| 32 | Javier Bolívar | 7.14 | 2052-2054 | |
| 33 | Firefly Boy# | 7.08 | 2071-2073 | |
| 34 | Jose Forty-Three Sr. | 7.07 | 2043-2046 | |
| 35 | Paulo Zalewski# | 6.95 | 2069-2071 | |
| 36 | Nash deVille | 6.87 | 2059-2061 | |
| 37 | Ángel de la Fuerte# | 6.84 | 2071-2073 | |
| 38 | Jake Kulik-Warren | 6.80 | 2051-2053 | |
| 38 | Cillian O'Rae# | 6.80 | 2076-2079 | |
| 40 | Ynot Kove | 6.71 | 2054-2055 | |
| 41 | Melo Misteur# | 6.49 | 2069-2071 | |
| 42 | Jarratt Gofford | 6.47 | 2040-2041 | |
| 43 | Buddy Cooper | 6.40 | 2028-2029 | |
| 44 | Scottie Stirling | 6.35 | 2060-2061 | |
| 45 | Mason Morgan | 6.24 | 2048-2049 | |
| 46 | Nero Esposito | 6.12 | 2033-2035 | |
| 47 | Dee Na'Meetay* | 6.02 | 2050-2052 | |
| 48 | Dandy Chiggins Jr. | 5.98 | 2027-2029 | |
| 49 | Skoomina Hulk a Votto | 5.96 | 2054-2056 | |
| 50 | Udo Bonga | 5.89 | 2062-2064 | |
| 51 | Joshua Bolton | 5.77 | 2049-2052 | |
| 52 | Dom Drozdov | 5.67 | 2036-2037 | |
| 53 | Kobe Frobe-Kobe | 5.65 | 2049-2052 | |
| 54 | Cal Pico | 5.62 | 2055-2058 | |
| 55 | Trent Vain | 5.56 | 2021-2021 | |
| 56 | Jesse Dinker | 5.54 | 2064-2068 | |
| 57 | Shrimp McDaniel | 5.48 | 2060-2062 | |
| 58 | Arya Harper | 5.44 | 2060-2061 | |
| 59 | Dazen Guile | 5.37 | 2060-2062 | |
| 60 | Patrick Eshenbaugh# | 5.35 | 2068-2070 | |
| 61 | Mustard M. Mustard | 4.77 | 2049-2051 | |
| 62 | Adelbert Steiner | 4.68 | 2054-2056 | |
| 63 | Paddington Von Pippington# | 4.62 | 2073-2075 | |
| 64 | Avery Acres | 4.61 | 2070-2073 | |
| 65 | Orion Kirkby | 4.44 | 2035-2038 | |
| 66 | Randy Myth | 4.36 | 2035-2039 | |
| 67 | Goren Emes | 4.34 | 2062-2064 | |
| 68 | Matt Dubson | 4.29 | 2045-2046 | |
| 69 | Bryan Benz | 4.27 | 2040-2041 | |
| 70 | Stick Man | 4.21 | 2066-2070 | |
| 71 | Mo Love* | 4.20 | 2055-2057 | |
| 72 | Arthur Dent | 4.13 | 2070-2072 | |
| 73 | TGP* | 4.12 | 2046-2048 | |
| 74 | Nigel Ortega | 4.09 | 2042-2044 | |
| 75 | J.C. Tomlin# | 3.98 | 2064-2066 | |
| 76 | Lionel McSkallywags# | 3.91 | 2077-2079 | |
| 76 | Mojo Rizing | 3.91 | 2049-2052 | |
| 78 | Mariusz Berezowski | 3.86 | 2057-2061 | |
| 79 | FR Finn-Rhys | 3.83 | 2031-2032 | |
| 80 | Manny Alou# | 3.82 | 2064-2067 | |
| 81 | Slammin' Sammy Michaels | 3.76 | 2030-2032 | |
| 82 | Michael Honcho# | 3.70 | 2078-2079 | |
| 83 | Giannis Kroustis | 3.69 | 2038-2040 | |
| 84 | Chad Grumpus | 3.67 | 2044-2044 | |
| 85 | Michael Ramm | 3.59 | 2062-2064 | |
| 86 | Ryan Dinger# | 3.41 | 2066-2069 | |
| 87 | Nick Jr | 3.31 | 2061-2065 | |
| 88 | Caleb Marko | 3.29 | 2046-2050 | |
| 89 | Crowbar Theeks | 3.28 | 2035-2039 | |
| 90 | Kurtis McKenzie | 3.22 | 2056-2058 | |
| 90 | Anita Fartinghouse | 3.22 | 2039-2042 | |
| 90 | Roberto Kahn | 3.22 | 2031-2032 | |
| 93 | El Grande Mexicano | 3.17 | 2074-2078 | |
| 94 | Webster Rochka | 3.12 | 2056-2057 | |
| 95 | Willie Colón* | 3.03 | 2033-2035 | |
| 96 | Noah Hartmann Jr | 3.02 | 2049-2052 | |
| 97 | Philip Stein | 3.01 | 2034-2036 | |
| 98 | Jameis Winston | 3.00 | 2030-2032 | |
| 99 | Julio Ruiz | 2.97 | 2036-2037 | |
| 100 | Justin Justice | 2.95 | 2048-2052 |
