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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sophia Bennett* | 44.67 | 2017-2031 | |
| 2 | Willie Colón* | 40.24 | 2036-2047 | |
| 3 | Paulo Di Stephano* | 34.42 | 2019-2033 | |
| 4 | Kasey Vyda | 30.27 | 2055-2067 | |
| 5 | Ruben Ramirez* | 29.63 | 2044-2055 | |
| 6 | Arthur Morgan* | 29.60 | 2052-2063 | |
| 7 | Steve Gonzales* | 26.22 | 2028-2039 | |
| 8 | Toby McMuffin | 25.60 | 2031-2043 | |
| 9 | Alyssa Jakob | 25.55 | 2059-2067 | |
| 10 | Anne Chovy | 24.83 | 2044-2054 | |
| 11 | Adrian Columbus | 23.67 | 2017-2024 | |
| 12 | Franklin DeMars# | 21.52 | 2055-2066 | |
| 13 | Jackie Daytona* | 21.03 | 2042-2052 | |
| 14 | Paulo Di Stephano Jr.* | 20.72 | 2035-2048 | |
| 15 | Berry Bonds | 20.22 | 2046-2054 | |
| 16 | Dusty Stradley | 19.66 | 2048-2059 | |
| 17 | Javithony Brizzo | 19.39 | 2046-2054 | |
| 18 | FR Finn-Rhys | 18.90 | 2033-2043 | |
| 19 | Rake Slammer | 18.83 | 2054-2066 | |
| 20 | Johnny Pluto | 18.28 | 2038-2047 | |
| 21 | Big Vito* | 17.77 | 2050-2060 | |
| 22 | Stubby McGuire | 16.67 | 2047-2060 | |
| 23 | Dustin Johnson | 15.45 | 2046-2054 | |
| 24 | Shrimp McDaniel# | 14.53 | 2063-2069 | |
| 25 | Dandy Chiggins Jr. | 13.84 | 2030-2039 | |
| 26 | Jake Stennett | 12.47 | 2018-2029 | |
| 27 | Sobert Randberg# | 12.17 | 2060-2069 | |
| 28 | Nigel Ortega | 11.85 | 2045-2055 | |
| 29 | Troy Murphy# | 11.79 | 2062-2069 | |
| 30 | John Camden* | 11.24 | 2033-2045 | |
| 31 | Ozamataz Buckshank* | 11.16 | 2017-2029 | |
| 32 | Ben Kruger | 11.14 | 2060-2067 | |
| 33 | Will Love* | 11.09 | 2043-2054 | |
| 34 | A Starting Pitcher# | 11.07 | 2064-2069 | |
| 35 | Marc Southworth# | 10.72 | 2064-2069 | |
| 36 | Mustard M. Mustard | 10.65 | 2052-2062 | |
| 37 | Anita Fartinghouse | 10.61 | 2043-2048 | |
| 38 | Ash Dragon | 10.45 | 2028-2038 | |
| 39 | Kirk Swerve* | 10.25 | 2040-2051 | |
| 40 | Mo Love# | 9.70 | 2058-2069 | |
| 41 | Ionel Bogescu | 9.54 | 2035-2044 | |
| 42 | Lalo Salamanca | 9.20 | 2053-2061 | |
| 43 | Koty Kochan | 9.01 | 2051-2056 | |
| 44 | Richie Bonanza* | 8.98 | 2034-2043 | |
| 45 | Jordan Beauchamp-Reyes | 8.93 | 2049-2060 | |
| 46 | Tilapia Salmons II | 8.44 | 2031-2041 | |
| 47 | Al-Toowel Tenminawtvershun | 8.31 | 2053-2062 | |
| 48 | Danni Brennan | 8.20 | 2054-2063 | |
| 49 | Markus Emerson | 8.02 | 2045-2058 | |
| 50 | Schumi Hulkenvettel | 7.91 | 2044-2053 | |
| 51 | Dazen Guile# | 7.73 | 2063-2069 | |
| 52 | Mike Litoris* | 7.42 | 2033-2044 | |
| 53 | Jody Quinn | 6.80 | 2042-2051 | |
| 54 | Grant Iridian | 6.77 | 2032-2041 | |
| 55 | Godfrey Bowman | 6.74 | 2021-2034 | |
| 55 | Chadwick McGillicuddy# | 6.74 | 2060-2069 | |
| 57 | Jay Cue | 6.73 | 2049-2061 | |
| 58 | Thomas Rose* | 6.68 | 2037-2047 | |
| 59 | Mike Forbis Jr. | 6.58 | 2051-2065 | |
| 60 | Stan Dupp | 6.49 | 2044-2055 | |
| 61 | Jimmy Dong* | 6.28 | 2021-2035 | |
| 62 | Andrew Myth | 6.24 | 2044-2052 | |
| 63 | Matthew Edwards | 6.07 | 2041-2049 | |
| 64 | John DeMars | 5.82 | 2025-2033 | |
| 65 | Toot Blan | 5.77 | 2039-2050 | |
| 66 | Matt Dubson | 5.59 | 2047-2059 | |
| 67 | Videl Valor Jr# | 5.20 | 2059-2069 | |
| 68 | Urs Schneider | 5.11 | 2049-2056 | |
| 69 | Arbin Asipi | 5.00 | 2017-2022 | |
| 70 | Philip Stein | 4.78 | 2037-2044 | |
| 71 | Ioe Torrent | 4.74 | 2037-2047 | |
| 72 | Dorothy Morimura | 4.50 | 2026-2037 | |
| 73 | Jordan Gonzalez* | 4.45 | 2054-2065 | |
| 74 | Joshua Stevenson | 4.43 | 2033-2042 | |
| 75 | Felipe Rios | 4.42 | 2017-2019 | |
| 76 | TGP* | 4.19 | 2049-2059 | |
| 77 | Mister Al E. Gator | 4.06 | 2051-2063 | |
| 78 | Tony Simms | 4.05 | 2053-2063 | |
| 79 | Criss Angel# | 3.65 | 2058-2069 | |
| 80 | Jordan von Matt | 3.62 | 2022-2034 | |
| 81 | JR Frankenstero* | 3.60 | 2048-2059 | |
| 82 | Yneas Kove# | 3.59 | 2063-2069 | |
| 83 | Ynot Kove | 3.49 | 2056-2063 | |
| 84 | Józef Pilsudski | 3.43 | 2053-2066 | |
| 85 | Jacques Hammer | 3.15 | 2054-2064 | |
| 86 | OOTP Wizard | 3.13 | 2053-2065 | |
| 86 | Micah Williams | 3.13 | 2049-2060 | |
| 88 | Barry Allen# | 3.02 | 2058-2069 | |
| 89 | Rhyno Legg# | 2.98 | 2061-2069 | |
| 90 | Huston Haze | 2.97 | 2051-2062 | |
| 90 | Bailey Jones | 2.97 | 2056-2062 | |
| 92 | Joe Shiesty Jr. | 2.95 | 2052-2060 | |
| 93 | Whiskey Fuse* | 2.89 | 2051-2063 | |
| 94 | Phillip J Fry | 2.79 | 2020-2033 | |
| 95 | Kingsley Hoodlum-Havoc# | 2.65 | 2065-2067 | |
| 96 | Roberto Kahn | 2.58 | 2033-2042 | |
| 97 | Julio Ruiz | 2.57 | 2038-2050 | |
| 98 | Lump O'Sullivan | 2.51 | 2045-2056 | |
| 99 | Justin Fern# | 2.48 | 2064-2069 | |
| 100 | Udo Bonga# | 2.45 | 2065-2069 |
