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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chris Bryan | 113.79 | 2007-2023 | |
| 2 | John Karpf | 103.92 | 2004-2021 | |
| 3 | Jason Wilson* | 101.83 | 2000-2016 | |
| 4 | Michael Mendez | 65.76 | 2007-2020 | |
| 5 | Dave Van Natta | 46.99 | 2000-2009 | |
| 6 | Bill Larrain | 46.35 | 2009-2023 | |
| 7 | Steve Reid | 41.99 | 2000-2008 | |
| 8 | David Phelps | 41.00 | 2006-2020 | |
| 9 | Jeff Kerner | 38.23 | 2005-2019 | |
| 10 | Brett Byrnes | 34.33 | 2001-2016 | |
| 11 | Mitsuaki Sakaguchi | 31.90 | 2008-2016 | |
| 12 | Bill Geeslin# | 30.13 | 2016-2025 | |
| 13 | Tommy Martin | 25.19 | 2011-2019 | |
| 14 | Austin Compton# | 24.48 | 2015-2025 | |
| 15 | Ethan Robertson | 24.39 | 2000-2009 | |
| 16 | Edwin Gomez | 23.76 | 2000-2008 | |
| 17 | Ian Mattheus | 23.60 | 2001-2014 | |
| 18 | Joaquin Bermudez | 23.55 | 2009-2018 | |
| 19 | Jerry Jamieson | 22.14 | 2000-2005 | |
| 20 | Javier Saiz | 21.56 | 2000-2008 | |
| 21 | Rich Gomez | 20.40 | 2000-2008 | |
| 22 | Joe Fossett | 19.51 | 2005-2016 | |
| 23 | Chance Smith# | 19.17 | 2020-2025 | |
| 24 | David Janson | 19.14 | 2006-2015 | |
| 25 | Brian O'Bryan | 18.85 | 2000-2007 | |
| 26 | Marcos Amador | 18.62 | 2010-2019 | |
| 27 | Frank Fernandez | 17.98 | 2008-2022 | |
| 28 | Jason Ramsey# | 17.54 | 2015-2025 | |
| 29 | Dusty Ward# | 17.30 | 2023-2025 | |
| 30 | Danny Lebron# | 16.93 | 2019-2025 | |
| 31 | Willie Cantu | 16.75 | 2001-2009 | |
| 32 | Tony Diaz | 14.36 | 2000-2005 | |
| 33 | Ruben Alamo# | 14.15 | 2020-2025 | |
| 34 | Chris Ceccoli | 14.07 | 2000-2007 | |
| 35 | Jeff Beeson# | 13.83 | 2018-2025 | |
| 36 | Brian Myers# | 13.24 | 2021-2025 | |
| 37 | David Duthie# | 12.46 | 2021-2025 | |
| 38 | Jared Priest# | 12.28 | 2016-2025 | |
| 39 | Robby Penland# | 12.11 | 2016-2025 | |
| 40 | Henry Cortez# | 11.92 | 2021-2025 | |
| 41 | Jason Cox# | 11.76 | 2019-2025 | |
| 42 | Adam Ponder | 11.72 | 2000-2011 | |
| 43 | Alec Pavelka# | 11.68 | 2013-2023 | |
| 44 | Andrew Evans | 11.58 | 2010-2021 | |
| 45 | Paul McCarthy# | 11.54 | 2018-2025 | |
| 46 | John Harris# | 11.48 | 2013-2022 | |
| 47 | Matt Munsey | 11.18 | 2002-2011 | |
| 48 | Isaiah Moffett | 11.13 | 2006-2017 | |
| 49 | Ivan Rodriguez | 10.35 | 2000-2009 | |
| 50 | Carlos Martinez | 10.10 | 2003-2016 | |
| 51 | Bill Jones | 9.71 | 2000-2008 | |
| 52 | Pat Grayson# | 9.63 | 2019-2023 | |
| 53 | Bill Shahan# | 9.01 | 2018-2024 | |
| 54 | Jesse Pratt# | 8.64 | 2016-2021 | |
| 55 | Bob Cook# | 8.37 | 2016-2025 | |
| 56 | Danny Sanchez | 8.30 | 2000-2011 | |
| 57 | Mike Lynn# | 8.20 | 2017-2022 | |
| 58 | Cory Sperber# | 8.03 | 2016-2023 | |
| 59 | Danny Meyer | 7.99 | 2014-2022 | |
| 60 | Paul Ainsworth# | 7.95 | 2022-2025 | |
| 61 | Sam Leone | 7.86 | 2007-2013 | |
| 62 | Myeong-hwan Pak | 7.75 | 2010-2016 | |
| 63 | Inácio Borralha | 7.64 | 2014-2019 | |
| 64 | Ryan Kasper | 7.60 | 2000-2004 | |
| 65 | Ângelo Sedas | 7.56 | 2012-2020 | |
| 66 | Paul Alexion | 7.53 | 2013-2020 | |
| 67 | Brad Delecki | 7.46 | 2015-2020 | |
| 68 | Jayden Gamble | 7.45 | 2000-2006 | |
| 69 | Tyshawn Cole | 7.17 | 2006-2013 | |
| 70 | Chris Lopez | 7.11 | 2011-2014 | |
| 71 | Jay Bloms# | 7.08 | 2021-2025 | |
| 72 | Andrew Lau | 6.99 | 2013-2018 | |
| 73 | Francisco Martinez | 6.84 | 2005-2012 | |
| 74 | Brian Byrd# | 6.77 | 2014-2023 | |
| 75 | Pedro Ramos | 6.70 | 2010-2015 | |
| 76 | Mike Haak | 6.59 | 2006-2016 | |
| 77 | Armando Zuniga | 6.45 | 2015-2021 | |
| 78 | Eric Barlow# | 6.27 | 2018-2025 | |
| 79 | Alex Delgado | 6.12 | 2011-2016 | |
| 80 | Severo Salcido# | 6.04 | 2013-2023 | |
| 81 | Bob Johnson | 6.01 | 2000-2012 | |
| 82 | Jeremiah Simpson | 5.74 | 2000-2004 | |
| 83 | Zack Husley# | 5.61 | 2022-2025 | |
| 84 | Oscar Fraga | 5.36 | 2005-2011 | |
| 85 | Tiberio Donelli | 5.31 | 2001-2011 | |
| 86 | Eli Mock | 5.27 | 2009-2013 | |
| 87 | Nick Pratt# | 5.15 | 2014-2025 | |
| 88 | Antonio Gabaldon | 5.03 | 2006-2014 | |
| 89 | Justin Barrett | 4.96 | 2000-2007 | |
| 90 | David McGowan# | 4.95 | 2023-2025 | |
| 91 | Drew Riggi# | 4.89 | 2024-2025 | |
| 92 | Hasan Raif | 4.87 | 2000-2008 | |
| 93 | Danny Ramirez | 4.85 | 2007-2014 | |
| 94 | Tobias Rivera# | 4.67 | 2023-2025 | |
| 95 | Robby Mills | 4.55 | 2013-2020 | |
| 96 | Mark LeFevre# | 4.46 | 2020-2025 | |
| 97 | Tim Morales | 4.42 | 2011-2017 | |
| 98 | Melvin Cruz | 4.41 | 2011-2017 | |
| 99 | Rob Wise | 4.31 | 2007-2013 | |
| 100 | Dave Jones | 4.25 | 2017-2022 |
