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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Dennis Myers | 9.80 | 2061-2063 | |
| 2 | Vince Heard | 9.25 | 2025-2026 | |
| 3 | Caleb Joseph | 8.52 | 2010-2013 | |
| 4 | Gil Cruz# | 8.15 | 2088-2098 | |
| 5 | John Tinker | 7.49 | 2036-2040 | |
| 6 | Jakson Reetz | 6.95 | 2018-2020 | |
| 7 | Danny Brownstone | 6.72 | 2076-2078 | |
| 8 | Jorge Fiscal | 6.68 | 2023-2032 | |
| 9 | Eric Martin | 6.64 | 2028-2032 | |
| 10 | Eduardo Velazquez | 6.60 | 2066-2068 | |
| 11 | Corey Fuller | 6.54 | 2058-2061 | |
| 11 | Chris Okey | 6.54 | 2016-2019 | |
| 13 | Ivan Paredes | 6.47 | 2024-2025 | |
| 14 | Andrew Terry | 6.35 | 2079-2079 | |
| 15 | Juan Medina | 6.31 | 2026-2029 | |
| 16 | Mike Durant | 6.28 | 2028-2032 | |
| 17 | Trey Norsworthy | 6.08 | 2076-2077 | |
| 18 | Chance Sisco | 6.07 | 2015-2016 | |
| 19 | Luke Kirby | 6.02 | 2027-2028 | |
| 20 | Tom Brace | 5.94 | 2050-2064 | |
| 21 | Hector Rivera | 5.87 | 2069-2082 | |
| 22 | Bryan Hughes | 5.72 | 2057-2064 | |
| 22 | Gavin Collins | 5.72 | 2017-2022 | |
| 24 | Tom Orndorf | 5.71 | 2067-2071 | |
| 25 | Alex Fernandez | 5.67 | 2044-2049 | |
| 26 | Raul Pena | 5.64 | 2055-2057 | |
| 27 | Carlos Santana | 5.53 | 2008-2009 | |
| 28 | Matt Oakes# | 5.50 | 2088-2095 | |
| 29 | Brett Applegate | 5.32 | 2024-2032 | |
| 30 | David Andrews | 5.28 | 2029-2030 | |
| 31 | Peppino Sighel | 5.27 | 2033-2039 | |
| 32 | Andrew Knapp | 5.17 | 2015-2023 | |
| 33 | Adam Marlin | 5.13 | 2046-2047 | |
| 34 | Nelson Silva | 5.12 | 2081-2089 | |
| 35 | Mario Gonzalez | 5.09 | 2049-2056 | |
| 35 | Angelo Martinez | 5.09 | 2081-2083 | |
| 37 | Ryan Harris | 5.08 | 2027-2030 | |
| 38 | Ramon Cabrera | 5.04 | 2012-2014 | |
| 39 | Travis d'Arnaud | 5.03 | 2011-2015 | |
| 40 | Nestor Romo | 4.99 | 2066-2070 | |
| 41 | Josmil Pinto | 4.98 | 2012-2013 | |
| 42 | Jorge Arias | 4.95 | 2064-2069 | |
| 43 | Adam Rochette | 4.91 | 2020-2025 | |
| 44 | Chris Herrmann | 4.87 | 2011-2012 | |
| 45 | Elih Marrero | 4.81 | 2021-2021 | |
| 46 | Eric Swartz | 4.72 | 2023-2025 | |
| 47 | Cedric Bradford | 4.70 | 2039-2051 | |
| 48 | Rich Franco | 4.69 | 2035-2036 | |
| 49 | Danny Jansen | 4.64 | 2017-2019 | |
| 50 | Gabe de la Rosa | 4.59 | 2066-2070 | |
| 51 | Jeff Page | 4.47 | 2054-2056 | |
| 52 | Gary Sanchez | 4.41 | 2013-2015 | |
| 53 | Oscar Cruz | 4.39 | 2072-2073 | |
| 54 | Kennet Sorenson | 4.37 | 2018-2019 | |
| 55 | Kevin Garton | 4.36 | 2066-2073 | |
| 56 | Steve Smalley | 4.35 | 2030-2031 | |
| 57 | Jordan Hand | 4.30 | 2019-2019 | |
| 57 | Dusty Mallory | 4.30 | 2061-2062 | |
| 59 | Andrew Baker | 4.24 | 2028-2036 | |
| 59 | Luis Gutierrez | 4.24 | 2075-2076 | |
| 61 | Jonathan Homeyer | 4.23 | 2088-2090 | |
| 62 | Jesse Knowles | 4.20 | 2060-2068 | |
| 63 | Carlton Begum | 4.17 | 2026-2031 | |
| 64 | Ricardo Acosta | 4.16 | 2030-2031 | |
| 65 | Sean Skinner | 4.12 | 2060-2060 | |
| 65 | Jose de la Torre | 4.12 | 2031-2034 | |
| 65 | Pablo Figueroa | 4.12 | 2029-2030 | |
| 68 | Johnny Monell | 4.11 | 2011-2012 | |
| 68 | Guillermo Quiroz | 4.11 | 2003-2003 | |
| 70 | Matt Simpson | 3.96 | 2079-2085 | |
| 71 | Octavio Negron | 3.93 | 2069-2070 | |
| 71 | Ryan Lavarnway | 3.93 | 2010-2014 | |
| 73 | Chris Johnson | 3.91 | 2065-2066 | |
| 74 | Jesus Mantilla | 3.89 | 2057-2057 | |
| 75 | Andres Regnault | 3.88 | 2020-2023 | |
| 75 | Victor Moreno | 3.88 | 2084-2086 | |
| 77 | Wyatt Cross | 3.87 | 2018-2024 | |
| 78 | Ruben Solis | 3.86 | 2058-2058 | |
| 79 | Vinny Gutierrez | 3.83 | 2077-2077 | |
| 79 | Billy Seitz | 3.83 | 2067-2068 | |
| 81 | Fernando Cota | 3.82 | 2067-2067 | |
| 82 | Jeremy Bei | 3.78 | 2033-2034 | |
| 83 | Derek Norris | 3.76 | 2011-2023 | |
| 84 | Dave Shomper | 3.74 | 2034-2034 | |
| 85 | Ulbrecht Arnold | 3.73 | 2061-2064 | |
| 86 | Dylan Smith | 3.69 | 2089-2092 | |
| 86 | Corey Pollock | 3.69 | 2043-2043 | |
| 86 | Jesse Swaney | 3.69 | 2044-2044 | |
| 89 | David Levesque# | 3.68 | 2093-2095 | |
| 90 | J.R. Rizzi | 3.67 | 2036-2038 | |
| 91 | Shane Southern | 3.66 | 2048-2050 | |
| 91 | Danny Cerecedes | 3.66 | 2043-2043 | |
| 93 | Matt Wieters | 3.62 | 2008-2015 | |
| 93 | Jordan Beckett# | 3.62 | 2088-2092 | |
| 95 | Tuffy Gosewisch | 3.61 | 2009-2011 | |
| 96 | Joe Sabella | 3.60 | 2063-2064 | |
| 96 | Matt Franchi | 3.60 | 2052-2052 | |
| 98 | Dan Smithwick | 3.58 | 2049-2050 | |
| 98 | Tom J. Murphy | 3.58 | 2015-2016 | |
| 100 | Tristan McClatchey | 3.56 | 2062-2062 |
