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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Dexter Sheehan* | 8.92 | 2011 | |
| 2 | Dexter Sheehan* | 8.31 | 2006 | |
| 3 | Cisco Arreola* | 8.30 | 2029 | |
| 4 | Ralph Butt | 8.14 | 2006 | |
| 5 | Paul Barfoot* | 8.09 | 2007 | |
| 5 | Matias Ferrero | 8.09 | 1999 | |
| 7 | Dexter Sheehan* | 8.07 | 2007 | |
| 8 | Paul Barfoot* | 8.04 | 2006 | |
| 9 | Hank Brewer* | 7.82 | 2033 | |
| 10 | Jason Dunn* | 7.74 | 2016 | |
| 11 | Chuck Bowers | 7.67 | 2015 | |
| 12 | Pat Larkin Jr. | 7.65 | 2001 | |
| 13 | Jeremy Hunter* | 7.42 | 2007 | |
| 14 | Dexter Sheehan* | 7.39 | 2008 | |
| 15 | Larry Jenkins | 7.33 | 1995 | |
| 16 | Washu Hakubi | 7.31 | 1996 | |
| 17 | Conner Keely | 7.28 | 2000 | |
| 18 | Elroy Hinson* | 7.18 | 2027 | |
| 19 | Hank Brewer* | 7.17 | 2029 | |
| 20 | Jeremy Hunter* | 7.16 | 2003 | |
| 21 | Jeremy Hunter* | 7.12 | 2005 | |
| 22 | Hank Brewer* | 7.08 | 2030 | |
| 23 | Cisco Arreola* | 7.07 | 2030 | |
| 24 | Peter McClure | 7.05 | 2016 | |
| 25 | Rafael Ávila | 6.98 | 2003 | |
| 26 | Cisco Arreola* | 6.93 | 2034 | |
| 27 | Hank Brewer* | 6.91 | 2031 | |
| 28 | Elroy Hinson* | 6.90 | 2023 | |
| 28 | Rafael Ávila | 6.90 | 2006 | |
| 30 | Hsin Mei | 6.84 | 2036 | |
| 31 | Jason Dunn* | 6.71 | 2019 | |
| 32 | Jeremy Hunter* | 6.68 | 2004 | |
| 33 | Shag Hopkins | 6.67 | 2030 | |
| 33 | Rhys Atticus# | 6.67 | 2058 | |
| 35 | Aaron Stone | 6.57 | 2035 | |
| 35 | Lewis Stephens | 6.57 | 2016 | |
| 37 | Rafael Ávila | 6.53 | 2001 | |
| 38 | Cisco Arreola* | 6.46 | 2028 | |
| 38 | Cisco Arreola* | 6.46 | 2035 | |
| 40 | Ernest Watts* | 6.39 | 2014 | |
| 41 | Dexter Sheehan* | 6.35 | 2012 | |
| 42 | Pedro Berrios | 6.32 | 2011 | |
| 42 | Chad Lawrence | 6.32 | 2023 | |
| 42 | Francisco Flores | 6.32 | 2038 | |
| 45 | Ernest Watts* | 6.24 | 2021 | |
| 45 | Ernest Watts* | 6.24 | 2013 | |
| 47 | Maxwell Weiss, Jr. | 6.23 | 2020 | |
| 48 | Eric Melton | 6.21 | 2011 | |
| 49 | Elroy Hinson* | 6.18 | 2024 | |
| 49 | Sam Brewington | 6.18 | 2004 | |
| 51 | Jeremy Hunter* | 6.17 | 1999 | |
| 51 | Peter McClure | 6.17 | 2017 | |
| 53 | Matias Ferrero | 6.15 | 1998 | |
| 54 | Sam Adams | 6.14 | 2027 | |
| 54 | Tobias Kelly | 6.14 | 2005 | |
| 56 | Sam Brewington | 6.09 | 2007 | |
| 57 | Chad Lawrence | 6.08 | 2025 | |
| 58 | Jason Dunn* | 6.06 | 2014 | |
| 58 | Darius Rucker | 6.06 | 1996 | |
| 60 | Mario Cascio | 6.04 | 1997 | |
| 61 | Sam Brewington | 6.02 | 2005 | |
| 62 | Peter McClure | 5.98 | 2015 | |
| 63 | Eliazar Osorno | 5.97 | 1995 | |
| 64 | Bob Burke | 5.93 | 2024 | |
| 65 | Elroy Hinson* | 5.92 | 2028 | |
| 66 | Washu Hakubi | 5.91 | 1998 | |
| 67 | Luis Barrera | 5.87 | 2030 | |
| 68 | Champ Kind | 5.83 | 1995 | |
| 68 | Bob Burke | 5.83 | 2023 | |
| 70 | Elroy Hinson* | 5.80 | 2030 | |
| 71 | Alberto Rodríguez | 5.79 | 2045 | |
| 72 | Rafael Ávila | 5.78 | 2004 | |
| 73 | Conner Keely | 5.77 | 1999 | |
| 74 | Jason Dunn* | 5.75 | 2021 | |
| 75 | Ernest Watts* | 5.72 | 2017 | |
| 75 | Octávio Moreno | 5.72 | 2046 | |
| 77 | Rafael Ávila | 5.71 | 2002 | |
| 78 | Davenport Hinkle# | 5.70 | 2057 | |
| 78 | Oliver Carmona | 5.70 | 2023 | |
| 80 | Gustavo Maldonado | 5.69 | 1997 | |
| 81 | Jeremy Hunter* | 5.68 | 2002 | |
| 81 | Cisco Arreola* | 5.68 | 2027 | |
| 83 | Gabriel Bonilla | 5.66 | 2017 | |
| 83 | Jeremy Hunter* | 5.66 | 2008 | |
| 85 | Chuck Bowers | 5.65 | 2018 | |
| 85 | Larry Jenkins | 5.65 | 1996 | |
| 87 | Jason Dunn* | 5.63 | 2017 | |
| 87 | Sam Brewington | 5.63 | 2014 | |
| 89 | Tobias Kelly | 5.62 | 2011 | |
| 90 | Ippolito Basaglia | 5.61 | 2029 | |
| 90 | Dexter Sheehan* | 5.61 | 2009 | |
| 92 | Rick Mascarenas | 5.60 | 1997 | |
| 92 | Sam Adams | 5.60 | 2029 | |
| 94 | Elroy Hinson* | 5.59 | 2029 | |
| 94 | Jimmy Waite | 5.59 | 2002 | |
| 94 | Wesley Brummett | 5.59 | 2002 | |
| 97 | Cisco Arreola* | 5.55 | 2031 | |
| 98 | Jim Miranda | 5.54 | 2031 | |
| 99 | Hurley Reyes | 5.52 | 1999 | |
| 99 | Ichizo Sugiyama | 5.52 | 2046 |
