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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 | Lawn Gnomes | 27.53 | 2066-2077 | |
| 8 | Steve Gonzales* | 25.81 | 2028-2039 | |
| 9 | Alyssa Jakob | 25.38 | 2059-2067 | |
| 10 | Toby McMuffin | 25.01 | 2031-2043 | |
| 11 | Adrian Columbus | 24.83 | 2017-2024 | |
| 12 | Shrimp McDaniel | 24.00 | 2063-2075 | |
| 13 | Anne Chovy | 23.82 | 2044-2054 | |
| 14 | Pierre Phillip# | 22.61 | 2067-2078 | |
| 15 | A Starting Pitcher | 20.73 | 2064-2076 | |
| 16 | Jackie Daytona* | 20.45 | 2042-2052 | |
| 17 | Franklin DeMars | 20.39 | 2055-2066 | |
| 18 | Jerry Mander# | 19.44 | 2066-2078 | |
| 19 | Rake Slammer* | 18.81 | 2054-2066 | |
| 20 | Paulo Di Stephano Jr.* | 18.74 | 2035-2048 | |
| 21 | Johnny Pluto | 18.41 | 2038-2047 | |
| 22 | Zak Johnson III# | 18.11 | 2070-2078 | |
| 23 | Dusty Stradley | 18.01 | 2048-2059 | |
| 24 | Sir Poe | 17.84 | 2063-2075 | |
| 25 | Javithony Brizzo | 17.28 | 2046-2054 | |
| 26 | Berry Bonds | 17.20 | 2046-2054 | |
| 27 | FR Finn-Rhys | 16.93 | 2033-2043 | |
| 28 | Stubby McGuire | 16.65 | 2047-2060 | |
| 29 | Big Vito* | 15.52 | 2050-2060 | |
| 30 | Dustin Johnson | 14.91 | 2046-2054 | |
| 31 | Dazen Guile | 14.61 | 2063-2074 | |
| 32 | Ethan Shadow | 14.00 | 2066-2077 | |
| 33 | Jake Stennett | 13.80 | 2018-2029 | |
| 34 | Dandy Chiggins Jr. | 13.67 | 2030-2039 | |
| 35 | Scottie Stirling | 13.63 | 2062-2075 | |
| 36 | Sobert Randberg | 12.70 | 2060-2070 | |
| 37 | Marc Southworth | 12.03 | 2064-2070 | |
| 38 | Udo Bonga | 11.55 | 2065-2075 | |
| 39 | Troy Murphy* | 11.45 | 2062-2073 | |
| 40 | Ben Kruger | 11.39 | 2060-2067 | |
| 41 | Nigel Ortega | 11.18 | 2045-2055 | |
| 42 | Ozamataz Buckshank* | 11.07 | 2017-2029 | |
| 43 | Al-Toowel Tenminawtvershun | 10.90 | 2053-2062 | |
| 44 | Mustard M. Mustard | 10.86 | 2052-2062 | |
| 45 | John Camden* | 10.80 | 2033-2045 | |
| 46 | Harry Callahan# | 10.20 | 2066-2078 | |
| 47 | Ash Dragon | 10.17 | 2028-2038 | |
| 48 | Mo Love* | 10.15 | 2058-2069 | |
| 49 | Will Love* | 10.06 | 2043-2054 | |
| 50 | Anita Fartinghouse | 9.95 | 2043-2048 | |
| 51 | Lalo Salamanca | 9.83 | 2053-2061 | |
| 51 | Kirk Swerve* | 9.83 | 2040-2051 | |
| 53 | Zen Bobrist# | 9.53 | 2070-2078 | |
| 54 | Koty Kochan | 9.35 | 2051-2056 | |
| 55 | Jordan Beauchamp-Reyes | 9.30 | 2049-2060 | |
| 56 | Napoleon Solo# | 9.22 | 2073-2078 | |
| 57 | Ionel Bogescu | 9.02 | 2035-2044 | |
| 58 | Danni Brennan | 8.70 | 2054-2063 | |
| 59 | Seymour Baltz# | 8.63 | 2072-2078 | |
| 60 | Richie Bonanza* | 8.19 | 2034-2043 | |
| 61 | Tilapia Salmons II | 8.06 | 2031-2041 | |
| 62 | Markus Emerson | 7.51 | 2045-2058 | |
| 63 | Schumi Hulkenvettel | 7.46 | 2044-2053 | |
| 64 | Speedy McFly Jr.# | 7.19 | 2074-2078 | |
| 65 | Stan Dupp | 7.14 | 2044-2055 | |
| 65 | Mike Litoris* | 7.14 | 2033-2044 | |
| 67 | Jay Cue | 6.83 | 2049-2061 | |
| 68 | Beryl Summers# | 6.64 | 2071-2078 | |
| 69 | Chadwick McGillicuddy | 6.53 | 2060-2070 | |
| 70 | Jody Quinn | 6.47 | 2042-2051 | |
| 71 | Godfrey Bowman | 6.46 | 2021-2034 | |
| 72 | Jimmy Arenado | 6.22 | 2067-2076 | |
| 73 | Jimmy Dong* | 6.17 | 2021-2035 | |
| 74 | Grant Iridian | 5.98 | 2032-2041 | |
| 75 | Mike Forbis Jr. | 5.92 | 2051-2065 | |
| 75 | Thomas Rose* | 5.92 | 2037-2047 | |
| 77 | Matt Dubson | 5.87 | 2047-2059 | |
| 78 | Matthew Edwards | 5.71 | 2041-2049 | |
| 78 | John DeMars | 5.71 | 2025-2033 | |
| 78 | Arbin Asipi | 5.71 | 2017-2022 | |
| 81 | Odin CheekiSon# | 5.69 | 2067-2078 | |
| 82 | Felipe Rios | 5.65 | 2017-2019 | |
| 83 | Videl Valor Jr | 5.43 | 2059-2070 | |
| 84 | Isuro Tanaka# | 5.32 | 2072-2078 | |
| 85 | Yneas Kove | 5.14 | 2063-2070 | |
| 86 | Toot Blan | 5.06 | 2039-2050 | |
| 87 | Andrew Myth | 4.99 | 2044-2052 | |
| 88 | Carl Beaty Jr. | 4.97 | 2063-2071 | |
| 89 | Tony Simms | 4.69 | 2053-2063 | |
| 90 | Urs Schneider | 4.66 | 2049-2056 | |
| 91 | Ioe Torrent | 4.31 | 2037-2047 | |
| 92 | Mister Al E. Gator | 4.28 | 2051-2063 | |
| 93 | Dorothy Morimura | 4.25 | 2026-2037 | |
| 94 | Joshua Stevenson | 4.17 | 2033-2042 | |
| 95 | Jordan Gonzalez* | 4.07 | 2054-2065 | |
| 96 | J.B. Rainier# | 3.95 | 2076-2078 | |
| 97 | OOTP Wizard | 3.91 | 2053-2065 | |
| 98 | TGP* | 3.72 | 2049-2059 | |
| 99 | Criss Angel | 3.66 | 2058-2069 | |
| 100 | Jordan von Matt | 3.52 | 2022-2034 |
