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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Gary Matthews Jr | 6.93 | 1999 | |
| 2 | Gabe Gross | 6.65 | 2005 | |
| 3 | Denny Burris# | 6.42 | 2030 | |
| 4 | Alexander Robinson | 5.93 | 2020 | |
| 5 | Edison Smith | 5.85 | 2013 | |
| 6 | Darren Crabtree | 5.68 | 2018 | |
| 7 | Gary Ross | 5.54 | 2010 | |
| 8 | Damon Buford | 5.49 | 2002 | |
| 9 | Silvério Montarroio# | 5.48 | 2030 | |
| 10 | Miguel Venet | 5.46 | 2013 | |
| 11 | Richard Hidalgo | 5.36 | 2005 | |
| 12 | Cisco Ramírez | 5.20 | 2022 | |
| 13 | Brian Short | 5.16 | 2008 | |
| 14 | Mike Rivera# | 4.92 | 2031 | |
| 15 | Del Tollberg | 4.87 | 2013 | |
| 16 | John Patterson# | 4.86 | 2024 | |
| 17 | Vicente Mendoza | 4.78 | 2024 | |
| 18 | Bart Cook | 4.76 | 2014 | |
| 19 | Jerry Monroe | 4.75 | 2008 | |
| 20 | Ben Trent | 4.71 | 2014 | |
| 21 | Doug Williams | 4.70 | 2003 | |
| 21 | Travis Cain# | 4.70 | 2027 | |
| 23 | Mark Bryant | 4.66 | 2006 | |
| 24 | Dale Hopkins | 4.60 | 2013 | |
| 25 | Tom Williams | 4.59 | 2006 | |
| 26 | José Gómez | 4.57 | 2007 | |
| 27 | Roberto Santos | 4.53 | 2011 | |
| 28 | Lance Clune | 4.52 | 2008 | |
| 28 | Dong-hoon Hwang# | 4.52 | 2027 | |
| 30 | Jack Cust | 4.48 | 2002 | |
| 31 | Darren Bragg | 4.47 | 1996 | |
| 31 | Karim Garcia | 4.47 | 1999 | |
| 33 | Lawrence Donaldson | 4.40 | 2006 | |
| 34 | Eisaku Maeda# | 4.34 | 2030 | |
| 35 | Joe Turner# | 4.33 | 2017 | |
| 36 | Do-hyung O# | 4.31 | 2030 | |
| 37 | Robbie Petersen | 4.30 | 2018 | |
| 38 | Darren Crabtree | 4.28 | 2019 | |
| 39 | Steve Barraclough | 4.25 | 2017 | |
| 39 | Jeremy Townsend# | 4.25 | 2022 | |
| 41 | Don Stephens | 4.24 | 2008 | |
| 42 | Bob Tomlin# | 4.23 | 2028 | |
| 42 | Juan Alonso | 4.23 | 2006 | |
| 42 | Sean MacOmish | 4.23 | 2018 | |
| 45 | Nathan Hayes | 4.21 | 2017 | |
| 46 | Imamverdi Guliyev# | 4.16 | 2027 | |
| 47 | Ken Nelson | 4.12 | 2007 | |
| 48 | Hideki Matsui | 4.10 | 2016 | |
| 49 | Kazuma Yamaguchi# | 4.09 | 2027 | |
| 49 | Endy Chavez | 4.09 | 2003 | |
| 51 | Lawrence Donaldson | 4.02 | 2002 | |
| 52 | John Wiggins# | 4.00 | 2022 | |
| 52 | Álex Murillo | 4.00 | 2001 | |
| 54 | Álex Murillo | 3.98 | 2005 | |
| 54 | Brian McCarthy | 3.98 | 2020 | |
| 54 | Spencer Torkelson# | 3.98 | 2026 | |
| 57 | Bob Tomlin# | 3.96 | 2031 | |
| 58 | José Negrón# | 3.95 | 2031 | |
| 59 | B.J. MacFadden | 3.94 | 2015 | |
| 60 | Colton Cowser# | 3.93 | 2029 | |
| 60 | Octavo Ramírez# | 3.93 | 2028 | |
| 62 | Alan O'Sullivan | 3.88 | 2019 | |
| 63 | Ozzie Timmons | 3.87 | 1995 | |
| 64 | Trot Nixon | 3.85 | 1997 | |
| 65 | Art Looper | 3.83 | 2019 | |
| 65 | Edison Smith | 3.83 | 2015 | |
| 67 | Bill Kramer | 3.82 | 2007 | |
| 67 | Bob Letson# | 3.82 | 2030 | |
| 69 | Duncan Stephens# | 3.81 | 2030 | |
| 70 | Dustin MacCorkindale | 3.79 | 2019 | |
| 71 | Carlos Hernández# | 3.78 | 2022 | |
| 71 | Jeff DaVanon | 3.78 | 2000 | |
| 73 | Stanley Rush | 3.73 | 2010 | |
| 74 | Bob Hall | 3.71 | 2026 | |
| 75 | Bob Tomlin# | 3.69 | 2029 | |
| 75 | Kurt Hardin# | 3.69 | 2028 | |
| 77 | Iván Dávila | 3.68 | 2017 | |
| 78 | Pedro Delgado# | 3.65 | 2023 | |
| 79 | Matt Wilson | 3.64 | 2013 | |
| 79 | Dave Ashley | 3.64 | 2012 | |
| 81 | Pete Woods | 3.63 | 2016 | |
| 82 | Alberto Medina# | 3.60 | 2025 | |
| 83 | Howard Sutherland | 3.59 | 2022 | |
| 84 | Álex Murillo | 3.57 | 2002 | |
| 85 | José Gómez | 3.52 | 2006 | |
| 85 | Julian Moss | 3.52 | 2007 | |
| 85 | Quentin Porter | 3.52 | 2001 | |
| 88 | Carlos Lee | 3.51 | 2002 | |
| 89 | Chris Watson | 3.50 | 2010 | |
| 90 | Nathan Hayes | 3.48 | 2020 | |
| 91 | Shumei Yamaguchi# | 3.46 | 2031 | |
| 92 | Cory Wright | 3.45 | 2005 | |
| 92 | Pedro Ortíz# | 3.45 | 2026 | |
| 94 | Matt Watts | 3.44 | 2010 | |
| 94 | Brian Wall# | 3.44 | 2031 | |
| 96 | Derrick Kerr | 3.43 | 2023 | |
| 97 | Rod Weatherhead# | 3.41 | 2025 | |
| 97 | Ralph Ervin | 3.41 | 2020 | |
| 99 | Ronald Watson | 3.39 | 2018 | |
| 100 | Alberto Salazar | 3.35 | 2004 |
