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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* | 40.18 | 2036-2047 | |
| 3 | Paulo Di Stephano* | 35.10 | 2019-2033 | |
| 4 | Kasey Vyda* | 30.27 | 2055-2067 | |
| 5 | Ruben Ramirez* | 29.76 | 2044-2055 | |
| 6 | Arthur Morgan* | 29.60 | 2052-2063 | |
| 7 | Steve Gonzales* | 26.02 | 2028-2039 | |
| 8 | Alyssa Jakob | 25.55 | 2059-2067 | |
| 9 | Toby McMuffin | 25.36 | 2031-2043 | |
| 10 | Adrian Columbus | 24.83 | 2017-2024 | |
| 11 | Anne Chovy | 24.70 | 2044-2054 | |
| 12 | A Starting Pitcher# | 22.91 | 2064-2073 | |
| 13 | Shrimp McDaniel# | 21.66 | 2063-2073 | |
| 14 | Franklin DeMars | 21.50 | 2055-2066 | |
| 15 | Jackie Daytona* | 21.03 | 2042-2052 | |
| 16 | Paulo Di Stephano Jr.* | 20.61 | 2035-2048 | |
| 17 | Berry Bonds | 20.20 | 2046-2054 | |
| 18 | Dusty Stradley | 19.77 | 2048-2059 | |
| 19 | Javithony Brizzo | 19.46 | 2046-2054 | |
| 20 | Rake Slammer* | 18.79 | 2054-2066 | |
| 21 | FR Finn-Rhys | 18.73 | 2033-2043 | |
| 22 | Johnny Pluto | 18.27 | 2038-2047 | |
| 23 | Big Vito* | 17.74 | 2050-2060 | |
| 24 | Lawn Gnomes# | 17.37 | 2066-2073 | |
| 25 | Stubby McGuire | 16.34 | 2047-2060 | |
| 26 | Dazen Guile# | 15.43 | 2063-2073 | |
| 27 | Dustin Johnson | 15.24 | 2046-2054 | |
| 28 | Sir Poe# | 14.81 | 2063-2073 | |
| 29 | Jake Stennett | 13.80 | 2018-2029 | |
| 30 | Dandy Chiggins Jr. | 13.67 | 2030-2039 | |
| 31 | Sobert Randberg | 12.14 | 2060-2070 | |
| 32 | Jerry Mander# | 12.09 | 2066-2073 | |
| 33 | Nigel Ortega | 11.98 | 2045-2055 | |
| 34 | Troy Murphy# | 11.78 | 2062-2073 | |
| 35 | John Camden* | 11.17 | 2033-2045 | |
| 36 | Udo Bonga# | 11.14 | 2065-2073 | |
| 37 | Ben Kruger | 11.11 | 2060-2067 | |
| 38 | Will Love* | 11.09 | 2043-2054 | |
| 39 | Ozamataz Buckshank* | 11.07 | 2017-2029 | |
| 40 | Marc Southworth | 10.88 | 2064-2070 | |
| 41 | Mustard M. Mustard | 10.67 | 2052-2062 | |
| 42 | Anita Fartinghouse | 10.61 | 2043-2048 | |
| 43 | Scottie Stirling# | 10.43 | 2062-2073 | |
| 44 | Ash Dragon | 10.28 | 2028-2038 | |
| 45 | Kirk Swerve* | 10.24 | 2040-2051 | |
| 46 | Mo Love* | 9.72 | 2058-2069 | |
| 47 | Ionel Bogescu | 9.50 | 2035-2044 | |
| 48 | Lalo Salamanca | 9.22 | 2053-2061 | |
| 49 | Zen Bobrist# | 9.21 | 2070-2073 | |
| 50 | Koty Kochan | 9.16 | 2051-2056 | |
| 51 | Richie Bonanza* | 8.97 | 2034-2043 | |
| 52 | Jordan Beauchamp-Reyes | 8.94 | 2049-2060 | |
| 53 | Tilapia Salmons II | 8.34 | 2031-2041 | |
| 54 | Al-Toowel Tenminawtvershun | 8.30 | 2053-2062 | |
| 55 | Danni Brennan | 8.23 | 2054-2063 | |
| 56 | Markus Emerson | 7.93 | 2045-2058 | |
| 57 | Schumi Hulkenvettel | 7.80 | 2044-2053 | |
| 58 | Mike Litoris* | 7.40 | 2033-2044 | |
| 59 | Jody Quinn | 6.79 | 2042-2051 | |
| 60 | Jay Cue | 6.72 | 2049-2061 | |
| 60 | Grant Iridian | 6.72 | 2032-2041 | |
| 62 | Chadwick McGillicuddy | 6.71 | 2060-2070 | |
| 63 | Thomas Rose* | 6.63 | 2037-2047 | |
| 64 | Stan Dupp | 6.58 | 2044-2055 | |
| 64 | Ethan Shadow# | 6.58 | 2066-2073 | |
| 66 | Mike Forbis Jr. | 6.57 | 2051-2065 | |
| 67 | Godfrey Bowman | 6.46 | 2021-2034 | |
| 68 | Andrew Myth | 6.24 | 2044-2052 | |
| 69 | Jimmy Dong* | 6.17 | 2021-2035 | |
| 70 | Matthew Edwards | 6.07 | 2041-2049 | |
| 71 | Toot Blan | 5.77 | 2039-2050 | |
| 72 | John DeMars | 5.71 | 2025-2033 | |
| 72 | Arbin Asipi | 5.71 | 2017-2022 | |
| 74 | Felipe Rios | 5.65 | 2017-2019 | |
| 75 | Matt Dubson | 5.60 | 2047-2059 | |
| 76 | Urs Schneider | 5.10 | 2049-2056 | |
| 77 | Carl Beaty Jr. | 5.07 | 2063-2071 | |
| 78 | Videl Valor Jr | 5.01 | 2059-2070 | |
| 79 | Ioe Torrent | 4.74 | 2037-2047 | |
| 80 | Philip Stein | 4.68 | 2037-2044 | |
| 81 | Jordan Gonzalez* | 4.45 | 2054-2065 | |
| 82 | Joshua Stevenson | 4.36 | 2033-2042 | |
| 83 | Zak Johnson III# | 4.29 | 2070-2073 | |
| 84 | Dorothy Morimura | 4.25 | 2026-2037 | |
| 85 | TGP* | 4.17 | 2049-2059 | |
| 86 | Tony Simms | 4.07 | 2053-2063 | |
| 87 | Mister Al E. Gator | 4.06 | 2051-2063 | |
| 88 | Yneas Kove# | 3.94 | 2063-2070 | |
| 89 | Criss Angel | 3.85 | 2058-2069 | |
| 90 | Pierre Phillip# | 3.81 | 2067-2073 | |
| 91 | JR Frankenstero* | 3.59 | 2048-2059 | |
| 92 | Jordan von Matt | 3.52 | 2022-2034 | |
| 93 | Martinez Momspooner# | 3.51 | 2067-2073 | |
| 94 | Ynot Kove | 3.50 | 2056-2063 | |
| 95 | Józef Pilsudski | 3.41 | 2053-2066 | |
| 96 | OOTP Wizard | 3.13 | 2053-2065 | |
| 97 | Jacques Hammer | 3.12 | 2054-2064 | |
| 97 | Micah Williams | 3.12 | 2049-2060 | |
| 99 | Barry Allen# | 3.00 | 2058-2072 | |
| 100 | Joe Shiesty Jr. | 2.98 | 2052-2060 |
