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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ben Holland | 7.03 | 2009 | |
| 2 | Todd Habyan | 6.84 | 2014 | |
| 2 | Al Hammond# | 6.84 | 2023 | |
| 4 | Anthony Rizzo | 6.39 | 2011 | |
| 5 | Reginald DeLarue | 6.33 | 2014 | |
| 6 | Álex Moreno | 6.32 | 2022 | |
| 7 | Miguel Aguirre | 6.03 | 2006 | |
| 8 | Bob Austin* | 5.94 | 2006 | |
| 8 | Jim Mockly | 5.94 | 2013 | |
| 10 | Emílio Segura | 5.87 | 2022 | |
| 11 | John Ward# | 5.62 | 2019 | |
| 12 | Ray Flowers | 5.59 | 2011 | |
| 13 | Ángel Baca | 5.53 | 2008 | |
| 13 | Miguel Aguirre | 5.53 | 2007 | |
| 15 | Ben Holley | 5.48 | 2010 | |
| 16 | Randall Simon | 5.45 | 1997 | |
| 17 | Toyokuni Oishi# | 5.44 | 2029 | |
| 18 | Andrew Johnson | 5.39 | 2017 | |
| 19 | Cristián Cuevas | 5.24 | 2011 | |
| 20 | Ron Lewis | 5.20 | 2010 | |
| 21 | Héctor Vázquez# | 5.18 | 2031 | |
| 22 | Pat Lennon | 5.16 | 1991 | |
| 23 | Dan Neal | 5.06 | 2004 | |
| 24 | Jacob Madden | 5.05 | 2013 | |
| 25 | Ron Perry | 5.00 | 2012 | |
| 26 | Marcos Armas | 4.94 | 1999 | |
| 27 | Mark Moore | 4.84 | 2011 | |
| 27 | Drew Saunders# | 4.84 | 2023 | |
| 29 | Marcos Armas | 4.81 | 1998 | |
| 29 | Kendrys Morales | 4.81 | 2006 | |
| 31 | Arjan Melman# | 4.79 | 2030 | |
| 32 | Trent Benjamin | 4.72 | 2009 | |
| 32 | Billy Butler | 4.72 | 2007 | |
| 34 | Vincente Soto# | 4.64 | 2029 | |
| 35 | Harlan Lawrence | 4.58 | 2017 | |
| 36 | Ed Duffy# | 4.53 | 2021 | |
| 37 | Júlio Sánchez | 4.52 | 2017 | |
| 38 | Horace Hutchinson | 4.48 | 2019 | |
| 38 | Gary Green# | 4.48 | 2027 | |
| 40 | Rusty Klein | 4.46 | 2012 | |
| 41 | John Thomas | 4.36 | 2020 | |
| 42 | John Ellison | 4.30 | 2020 | |
| 43 | Troy Olsen | 4.29 | 2004 | |
| 44 | Miguel Duarte | 4.28 | 2001 | |
| 45 | Christian Halkett | 4.23 | 2012 | |
| 46 | Carlos Morán | 4.22 | 2004 | |
| 47 | Vincente Soto# | 4.21 | 2028 | |
| 47 | Curtis Walsh | 4.21 | 2013 | |
| 49 | Lance Burrell# | 4.20 | 2021 | |
| 50 | Bruce Adams# | 4.19 | 2024 | |
| 51 | Artie Crosby# | 4.18 | 2024 | |
| 52 | Guy Arens# | 4.10 | 2026 | |
| 52 | Curt Rice | 4.10 | 2018 | |
| 54 | Seong-chae Chong# | 4.09 | 2030 | |
| 55 | Gary Miner# | 4.04 | 2020 | |
| 56 | Chris Sharp | 4.03 | 2015 | |
| 57 | Harry Ford | 3.99 | 2006 | |
| 57 | Raúl Díaz | 3.99 | 2012 | |
| 59 | Luther Nuesink# | 3.98 | 2025 | |
| 60 | Mario Ortíz# | 3.96 | 2030 | |
| 60 | Reggie Willemsen# | 3.96 | 2027 | |
| 62 | Michael Townsend# | 3.95 | 2020 | |
| 63 | Lyle Overbay | 3.86 | 2001 | |
| 64 | Gonzalo Ramírez# | 3.81 | 2031 | |
| 64 | Jorge Herrera# | 3.81 | 2025 | |
| 66 | Don Anderson# | 3.79 | 2019 | |
| 67 | Alberto López | 3.77 | 2013 | |
| 68 | Marvin Campbell | 3.76 | 2010 | |
| 69 | Tsunesaburo Kamuta# | 3.74 | 2027 | |
| 70 | Christian Higgins | 3.72 | 2014 | |
| 71 | Bill Hawkins# | 3.71 | 2025 | |
| 72 | John Hogan# | 3.70 | 2026 | |
| 72 | John Ellison | 3.70 | 2021 | |
| 74 | Marcos Armas | 3.68 | 1994 | |
| 75 | Juan Ramos | 3.67 | 2008 | |
| 76 | Hideki Maeda# | 3.66 | 2030 | |
| 77 | Yun-ho Son# | 3.63 | 2027 | |
| 78 | Jeff Miller# | 3.58 | 2029 | |
| 79 | Rody Veenbrink# | 3.51 | 2031 | |
| 80 | Steve R Dunn | 3.48 | 1994 | |
| 81 | Bob Murray | 3.47 | 2003 | |
| 82 | Cristóbal Guerra | 3.45 | 2007 | |
| 83 | John Wells | 3.42 | 2016 | |
| 84 | Rody Veenbrink# | 3.40 | 2030 | |
| 85 | Steve R Dunn | 3.39 | 1995 | |
| 86 | Rhys Fewings# | 3.37 | 2024 | |
| 87 | Jaime Castillo# | 3.36 | 2022 | |
| 87 | César Chávez# | 3.36 | 2016 | |
| 89 | Steve Butler# | 3.33 | 2022 | |
| 90 | António Rúbio# | 3.29 | 2026 | |
| 90 | Ambrose Corona | 3.29 | 2016 | |
| 92 | Steve Robinson# | 3.27 | 2022 | |
| 93 | Wilbert Ford# | 3.25 | 2022 | |
| 94 | Charles Lang# | 3.24 | 2030 | |
| 95 | Ángel Baca | 3.23 | 2016 | |
| 96 | Justin Winter | 3.20 | 2014 | |
| 96 | Jason McNee# | 3.20 | 2020 | |
| 98 | Greg Pirkl | 3.19 | 2002 | |
| 99 | José Campos# | 3.17 | 2025 | |
| 100 | Teko van Kralingen# | 3.16 | 2028 |
