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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Marcos Armas | 19.16 | 1993-2000 | |
| 2 | Miguel Aguirre | 11.55 | 2006-2007 | |
| 3 | Rody Veenbrink# | 9.80 | 2029-2031 | |
| 4 | Álex Moreno | 9.41 | 2021-2023 | |
| 5 | Ray Flowers | 9.33 | 2010-2012 | |
| 6 | Ángel Baca | 9.08 | 2006-2017 | |
| 7 | Vincente Soto# | 8.85 | 2028-2029 | |
| 8 | Ed Duffy# | 8.33 | 2019-2021 | |
| 9 | Cristián Cuevas | 8.32 | 2006-2011 | |
| 10 | Trent Benjamin | 8.29 | 2007-2010 | |
| 11 | Iván López# | 8.06 | 2024-2028 | |
| 12 | John Ellison | 8.05 | 2019-2021 | |
| 13 | Guy Arens# | 7.96 | 2025-2027 | |
| 14 | Pedro Rivera | 7.64 | 2005-2015 | |
| 15 | John Ward# | 7.56 | 2018-2019 | |
| 16 | Carlos Morán | 7.30 | 2002-2004 | |
| 17 | Randall Simon | 7.17 | 1997-1998 | |
| 18 | Steve R Dunn | 7.01 | 1994-2002 | |
| 19 | Todd Habyan | 6.84 | 2014-2014 | |
| 19 | Al Hammond# | 6.84 | 2023-2023 | |
| 21 | Edmund Ferris | 6.77 | 2002-2005 | |
| 22 | António Rúbio# | 6.40 | 2026-2027 | |
| 23 | Anthony Rizzo | 6.39 | 2011-2011 | |
| 24 | Bob Austin* | 6.37 | 2005-2006 | |
| 25 | Reginald DeLarue | 6.33 | 2012-2014 | |
| 26 | Toyokuni Oishi# | 6.19 | 2024-2029 | |
| 27 | Emílio Segura | 5.87 | 2022-2023 | |
| 28 | Jim Mockly | 5.73 | 2012-2013 | |
| 29 | Miguel Duarte | 5.65 | 2000-2001 | |
| 30 | Shohei Ohtani | 5.59 | 2020-2021 | |
| 31 | Simon Rouhan | 5.51 | 2014-2017 | |
| 32 | Ben Holley | 5.48 | 2010-2010 | |
| 33 | Pat Lennon | 5.43 | 1991-1991 | |
| 34 | Vincent Lewis | 5.40 | 2013-2014 | |
| 35 | Andrew Johnson | 5.39 | 2017-2017 | |
| 36 | Rusty Klein | 5.28 | 2010-2013 | |
| 37 | John Thomas | 5.23 | 2019-2020 | |
| 38 | Ron Lewis | 5.20 | 2010-2010 | |
| 39 | Héctor Vázquez# | 5.18 | 2030-2031 | |
| 40 | Cho-rin Park# | 5.11 | 2028-2031 | |
| 41 | Harry Ford | 5.10 | 2005-2007 | |
| 42 | Jacob Madden | 5.05 | 2013-2013 | |
| 43 | Dan Neal | 5.02 | 2003-2004 | |
| 44 | Ron Perry | 5.00 | 2012-2012 | |
| 45 | Justin Winter | 4.87 | 2013-2014 | |
| 45 | Roelof van de Ven# | 4.87 | 2028-2030 | |
| 47 | Drew Saunders# | 4.84 | 2023-2023 | |
| 48 | Kendrys Morales | 4.81 | 2006-2006 | |
| 49 | John Hogan# | 4.79 | 2025-2026 | |
| 49 | Arjan Melman# | 4.79 | 2030-2030 | |
| 51 | Prince Fielder | 4.74 | 2005-2005 | |
| 52 | Billy Butler | 4.72 | 2007-2007 | |
| 53 | Raúl Jen# | 4.71 | 2024-2029 | |
| 54 | Vincent Hoffman | 4.65 | 2009-2012 | |
| 55 | Rich Mason# | 4.59 | 2027-2031 | |
| 56 | Harlan Lawrence | 4.58 | 2017-2017 | |
| 57 | Joe Long | 4.53 | 2023-2024 | |
| 58 | Júlio Sánchez | 4.52 | 2005-2017 | |
| 59 | José De Los Santos# | 4.51 | 2030-2031 | |
| 60 | Horace Hutchinson | 4.48 | 2019-2019 | |
| 60 | Gary Green# | 4.48 | 2025-2027 | |
| 62 | José Campos# | 4.46 | 2024-2025 | |
| 63 | Ben Holland | 4.40 | 2007-2009 | |
| 63 | Chris Sharp | 4.40 | 2014-2015 | |
| 65 | Fernando González# | 4.24 | 2025-2026 | |
| 66 | Christian Halkett | 4.23 | 2012-2012 | |
| 67 | Curtis Walsh | 4.21 | 2013-2013 | |
| 68 | Lance Burrell# | 4.20 | 2021-2021 | |
| 68 | Troy Olsen | 4.20 | 2002-2014 | |
| 70 | Jaime Castillo# | 4.19 | 2021-2022 | |
| 70 | Mario Ortíz# | 4.19 | 2029-2030 | |
| 70 | Raúl Díaz | 4.19 | 2012-2013 | |
| 70 | Bruce Adams# | 4.19 | 2024-2024 | |
| 74 | Artie Crosby# | 4.18 | 2024-2024 | |
| 75 | Curt Rice | 4.10 | 2018-2018 | |
| 76 | Seong-chae Chong# | 4.09 | 2030-2030 | |
| 77 | Hiroaki Tanaka# | 4.06 | 2027-2028 | |
| 78 | Esteban Lucero# | 4.02 | 2027-2030 | |
| 79 | Neifi Perez | 3.98 | 2002-2003 | |
| 79 | Luther Nuesink# | 3.98 | 2025-2026 | |
| 81 | Reggie Willemsen# | 3.96 | 2026-2027 | |
| 82 | Michael Townsend# | 3.95 | 2020-2020 | |
| 83 | John Wells | 3.94 | 2014-2016 | |
| 84 | Elza Estefique# | 3.92 | 2026-2027 | |
| 85 | Aliyy bin Kadin | 3.91 | 2009-2010 | |
| 86 | Tsunesaburo Kamuta# | 3.89 | 2024-2027 | |
| 86 | Christian Higgins | 3.89 | 2013-2014 | |
| 88 | Hideki Maeda# | 3.88 | 2029-2030 | |
| 89 | Lyle Overbay | 3.86 | 2001-2001 | |
| 90 | Gonzalo Ramírez# | 3.81 | 2031-2031 | |
| 90 | Jorge Herrera# | 3.81 | 2025-2025 | |
| 92 | Ben Anderson# | 3.80 | 2021-2022 | |
| 93 | Don Anderson# | 3.79 | 2019-2019 | |
| 94 | Tom Sullivan# | 3.77 | 2016-2017 | |
| 94 | Alberto López | 3.77 | 2013-2013 | |
| 96 | Marvin Campbell | 3.76 | 2008-2010 | |
| 97 | Bill Hawkins# | 3.71 | 2025-2025 | |
| 98 | Kian Rymer# | 3.68 | 2029-2030 | |
| 99 | Maurice Sexton | 3.67 | 2007-2007 | |
| 100 | Ricardo Cortés# | 3.65 | 2016-2017 |
