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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Greg Anderson | 1.000 | 2038-2048 | |
| 1 | Ian Anderson | 1.000 | 2019-2035 | |
| 1 | Chad Arrants | 1.000 | 2078-2090 | |
| 1 | Chase Benny | 1.000 | 2028-2044 | |
| 1 | Joe Branham | 1.000 | 2058-2063 | |
| 1 | Joseph Buban | 1.000 | 2061-2070 | |
| 1 | Brendan Burmaster | 1.000 | 2056-2070 | |
| 1 | Alejandro Castillo | 1.000 | 2076-2086 | |
| 1 | Juan Castorena | 1.000 | 2053-2070 | |
| 1 | Justin Chatham | 1.000 | 2025-2040 | |
| 1 | Jason Chesak | 1.000 | 2071-2085 | |
| 1 | Tyler DeLoach | 1.000 | 2017-2022 | |
| 1 | Nathan Eovaldi | 1.000 | 2011-2024 | |
| 1 | Frank Franz | 1.000 | 2069-2081 | |
| 1 | Brett Gerler | 1.000 | 2052-2065 | |
| 1 | Andy Gordillo | 1.000 | 2054-2070 | |
| 1 | Ricky Hess | 1.000 | 2043-2056 | |
| 1 | Robbie Hicken | 1.000 | 2055-2059 | |
| 1 | Tim Huebert | 1.000 | 2023-2040 | |
| 1 | Chris Lattanzi | 1.000 | 2074-2089 | |
| 1 | Nick LeBoeuf# | 1.000 | 2084-2098 | |
| 1 | Jacob Lindgren | 1.000 | 2015-2031 | |
| 1 | Matt MacDougall | 1.000 | 2042-2052 | |
| 1 | Phil Moonen | 1.000 | 2063-2071 | |
| 1 | Wilfredo Moreno# | 1.000 | 2091-2098 | |
| 1 | Antonio Pagan | 1.000 | 2047-2059 | |
| 1 | Ivan Perez | 1.000 | 2041-2050 | |
| 1 | Karl Pettis | 1.000 | 2046-2058 | |
| 1 | Austin Priester | 1.000 | 2031-2045 | |
| 1 | Nick Ray | 1.000 | 2083-2096 | |
| 1 | Robbie Ray | 1.000 | 2014-2026 | |
| 1 | Hyun-jin Ryu | 1.000 | 2013-2020 | |
| 1 | Chris Sale* | 1.000 | 2010-2025 | |
| 1 | Manny Sanchez | 1.000 | 2031-2043 | |
| 1 | Chris Sullivan | 1.000 | 2075-2090 | |
| 1 | Victor Urueta# | 1.000 | 2095-2098 | |
| 1 | Manny Villareal | 1.000 | 2076-2082 | |
| 38 | Jose Benitez# | .917 | 2087-2098 | |
| 39 | Chris Flores | .900 | 2060-2071 | |
| 40 | Jeremy LeVan | .875 | 2053-2064 | |
| 41 | Eddie de Dios | .857 | 2029-2044 | |
| 41 | Adam Hammond | .857 | 2023-2028 | |
| 41 | Bobby Landeros | .857 | 2075-2087 | |
| 44 | Jon Meger# | .846 | 2082-2098 | |
| 45 | Ryan Bohlen | .833 | 2063-2075 | |
| 45 | Jimmy Crowden | .833 | 2024-2033 | |
| 45 | Josh Farley | .833 | 2079-2096 | |
| 45 | Rico Flores | .833 | 2075-2088 | |
| 45 | Adam Gilles# | .833 | 2088-2098 | |
| 45 | Jared Givens | .833 | 2075-2087 | |
| 45 | Chris Marcum | .833 | 2058-2065 | |
| 45 | Jon Sandoval* | .833 | 2053-2067 | |
| 45 | Dan White | .833 | 2077-2091 | |
| 54 | Max Fried* | .812 | 2017-2030 | |
| 55 | Jose Berrios | .800 | 2016-2024 | |
| 55 | Eitor Mausinha | .800 | 2056-2069 | |
| 55 | Tyler Paskewitz | .800 | 2075-2085 | |
| 55 | Benito Sanchez | .800 | 2051-2057 | |
| 55 | Steve Scruggs | .800 | 2080-2094 | |
| 55 | Kyle Serrano | .800 | 2020-2032 | |
| 55 | Phil Weatherston | .800 | 2085-2095 | |
| 62 | Manny Baez | .786 | 2069-2083 | |
| 63 | Jon Arce | .778 | 2031-2045 | |
| 63 | Garçia Bacharel | .778 | 2070-2079 | |
| 63 | Greg Earle# | .778 | 2092-2098 | |
| 63 | Phil Giorgio | .778 | 2059-2073 | |
| 63 | Marco McAlonan | .778 | 2042-2056 | |
| 63 | Ricardo Rivera | .778 | 2023-2044 | |
| 69 | Mario Segura* | .769 | 2060-2080 | |
| 70 | Chris Budler | .750 | 2068-2084 | |
| 70 | Alex Catalan | .750 | 2055-2064 | |
| 70 | Jose Cruz# | .750 | 2085-2098 | |
| 70 | Zach Dale | .750 | 2059-2072 | |
| 70 | Brian Dingley | .750 | 2051-2064 | |
| 70 | Eddie Gilligan | .750 | 2044-2053 | |
| 70 | Lucas Giolito | .750 | 2017-2030 | |
| 70 | Jonathan Hoover | .750 | 2024-2040 | |
| 70 | Tony Juarez | .750 | 2051-2064 | |
| 70 | Tim Kish | .750 | 2059-2072 | |
| 70 | Ryan Kuhn | .750 | 2070-2086 | |
| 70 | Josh Lowe | .750 | 2033-2047 | |
| 70 | Edgar Morado | .750 | 2087-2097 | |
| 70 | Raul Murillo | .750 | 2071-2081 | |
| 70 | Scott Nagle | .750 | 2069-2080 | |
| 70 | Kumar Rocker | .750 | 2022-2030 | |
| 70 | Chris Sable# | .750 | 2091-2098 | |
| 70 | Dave Schanowski | .750 | 2070-2084 | |
| 70 | Bobby Tapia | .750 | 2082-2097 | |
| 70 | Paul Tate | .750 | 2052-2062 | |
| 70 | Gustavo Torres | .750 | 2054-2061 | |
| 70 | Mike Yates# | .750 | 2086-2098 | |
| 92 | Bob Johannes | .737 | 2080-2096 | |
| 92 | Hugo Vega | .737 | 2072-2088 | |
| 94 | John Barcalow | .714 | 2076-2089 | |
| 94 | Josh Burkhart | .714 | 2060-2071 | |
| 94 | Mike Coles | .714 | 2058-2072 | |
| 94 | Brian LaHale | .714 | 2063-2075 | |
| 94 | Josh Levy | .714 | 2066-2074 | |
| 94 | Josh Mulrooney | .714 | 2075-2091 | |
| 94 | Chris Soles | .714 | 2059-2066 |
