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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sophia Bennett* | 45.39 | 2017-2031 | |
| 2 | Willie Colón* | 37.56 | 2036-2047 | |
| 3 | Paulo Di Stephano* | 35.10 | 2019-2033 | |
| 4 | Kasey Vyda* | 30.26 | 2055-2067 | |
| 5 | Arthur Morgan* | 28.76 | 2052-2063 | |
| 6 | Ruben Ramirez* | 28.30 | 2044-2055 | |
| 7 | Steve Gonzales* | 25.81 | 2028-2039 | |
| 8 | Alyssa Jakob | 25.38 | 2059-2067 | |
| 9 | Toby McMuffin | 25.01 | 2031-2043 | |
| 10 | Adrian Columbus | 24.83 | 2017-2024 | |
| 11 | Anne Chovy | 23.82 | 2044-2054 | |
| 12 | Shrimp McDaniel# | 23.80 | 2063-2074 | |
| 13 | Lawn Gnomes# | 21.80 | 2066-2074 | |
| 14 | A Starting Pitcher# | 20.73 | 2064-2074 | |
| 15 | Jackie Daytona* | 20.45 | 2042-2052 | |
| 16 | Franklin DeMars | 20.39 | 2055-2066 | |
| 17 | Rake Slammer* | 18.81 | 2054-2066 | |
| 18 | Paulo Di Stephano Jr.* | 18.74 | 2035-2048 | |
| 19 | Johnny Pluto | 18.41 | 2038-2047 | |
| 20 | Dusty Stradley | 18.01 | 2048-2059 | |
| 21 | Sir Poe# | 17.46 | 2063-2074 | |
| 22 | Javithony Brizzo | 17.28 | 2046-2054 | |
| 23 | Berry Bonds | 17.20 | 2046-2054 | |
| 24 | FR Finn-Rhys | 16.93 | 2033-2043 | |
| 25 | Stubby McGuire | 16.65 | 2047-2060 | |
| 26 | Jerry Mander# | 15.53 | 2066-2074 | |
| 27 | Big Vito* | 15.52 | 2050-2060 | |
| 28 | Dustin Johnson | 14.91 | 2046-2054 | |
| 29 | Dazen Guile | 14.61 | 2063-2074 | |
| 30 | Scottie Stirling# | 13.87 | 2062-2074 | |
| 31 | Jake Stennett | 13.80 | 2018-2029 | |
| 32 | Dandy Chiggins Jr. | 13.67 | 2030-2039 | |
| 33 | Sobert Randberg | 12.70 | 2060-2070 | |
| 34 | Marc Southworth | 12.03 | 2064-2070 | |
| 35 | Udo Bonga# | 11.55 | 2065-2074 | |
| 36 | Troy Murphy | 11.45 | 2062-2073 | |
| 37 | Ben Kruger | 11.39 | 2060-2067 | |
| 38 | Nigel Ortega | 11.18 | 2045-2055 | |
| 39 | Ozamataz Buckshank* | 11.07 | 2017-2029 | |
| 40 | Al-Toowel Tenminawtvershun | 10.90 | 2053-2062 | |
| 41 | Mustard M. Mustard | 10.86 | 2052-2062 | |
| 42 | John Camden* | 10.80 | 2033-2045 | |
| 43 | Ash Dragon | 10.17 | 2028-2038 | |
| 44 | Mo Love* | 10.15 | 2058-2069 | |
| 45 | Will Love* | 10.06 | 2043-2054 | |
| 46 | Anita Fartinghouse | 9.95 | 2043-2048 | |
| 47 | Lalo Salamanca | 9.83 | 2053-2061 | |
| 47 | Kirk Swerve* | 9.83 | 2040-2051 | |
| 49 | Zen Bobrist# | 9.53 | 2070-2074 | |
| 50 | Koty Kochan | 9.35 | 2051-2056 | |
| 51 | Ethan Shadow# | 9.31 | 2066-2074 | |
| 52 | Jordan Beauchamp-Reyes | 9.30 | 2049-2060 | |
| 53 | Ionel Bogescu | 9.02 | 2035-2044 | |
| 54 | Danni Brennan | 8.70 | 2054-2063 | |
| 55 | Pierre Phillip# | 8.63 | 2067-2074 | |
| 56 | Richie Bonanza* | 8.19 | 2034-2043 | |
| 57 | Tilapia Salmons II | 8.06 | 2031-2041 | |
| 58 | Markus Emerson | 7.51 | 2045-2058 | |
| 59 | Schumi Hulkenvettel | 7.46 | 2044-2053 | |
| 60 | Stan Dupp | 7.14 | 2044-2055 | |
| 60 | Mike Litoris* | 7.14 | 2033-2044 | |
| 62 | Jay Cue | 6.83 | 2049-2061 | |
| 63 | Zak Johnson III# | 6.72 | 2070-2074 | |
| 64 | Chadwick McGillicuddy | 6.53 | 2060-2070 | |
| 65 | Jody Quinn | 6.47 | 2042-2051 | |
| 66 | Godfrey Bowman | 6.46 | 2021-2034 | |
| 67 | Jimmy Dong* | 6.17 | 2021-2035 | |
| 68 | Harry Callahan# | 6.13 | 2066-2074 | |
| 69 | Grant Iridian | 5.98 | 2032-2041 | |
| 70 | Mike Forbis Jr. | 5.92 | 2051-2065 | |
| 70 | Thomas Rose* | 5.92 | 2037-2047 | |
| 72 | Matt Dubson | 5.87 | 2047-2059 | |
| 73 | Matthew Edwards | 5.71 | 2041-2049 | |
| 73 | John DeMars | 5.71 | 2025-2033 | |
| 73 | Arbin Asipi | 5.71 | 2017-2022 | |
| 76 | Felipe Rios | 5.65 | 2017-2019 | |
| 77 | Videl Valor Jr | 5.43 | 2059-2070 | |
| 78 | Yneas Kove | 5.14 | 2063-2070 | |
| 79 | Toot Blan | 5.06 | 2039-2050 | |
| 80 | Andrew Myth | 4.99 | 2044-2052 | |
| 81 | Carl Beaty Jr. | 4.97 | 2063-2071 | |
| 82 | Tony Simms | 4.69 | 2053-2063 | |
| 83 | Urs Schneider | 4.66 | 2049-2056 | |
| 84 | Ioe Torrent | 4.31 | 2037-2047 | |
| 85 | Mister Al E. Gator | 4.28 | 2051-2063 | |
| 86 | Dorothy Morimura | 4.25 | 2026-2037 | |
| 87 | Joshua Stevenson | 4.17 | 2033-2042 | |
| 88 | Jordan Gonzalez* | 4.07 | 2054-2065 | |
| 89 | OOTP Wizard | 3.91 | 2053-2065 | |
| 90 | TGP* | 3.72 | 2049-2059 | |
| 91 | Criss Angel | 3.66 | 2058-2069 | |
| 92 | Jordan von Matt | 3.52 | 2022-2034 | |
| 93 | Józef Pilsudski | 3.32 | 2053-2066 | |
| 94 | Beryl Summers# | 3.19 | 2071-2074 | |
| 95 | JR Frankenstero* | 3.10 | 2048-2059 | |
| 96 | Rhyno Legg | 3.09 | 2061-2070 | |
| 97 | Kingsley Hoodlum-Havoc# | 3.06 | 2065-2067 | |
| 98 | Micah Williams | 2.94 | 2049-2060 | |
| 99 | Whiskey Fuse* | 2.83 | 2051-2063 | |
| 100 | Martinez Momspooner# | 2.80 | 2067-2074 |
