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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ryan Casteel# | 7.84 | 2023-2024 | |
| 2 | Grant Lavigne# | 5.93 | 2019-2022 | |
| 3 | Preston Palmeiro | 5.31 | 2020-2023 | |
| 4 | Jordan Diaz# | 4.78 | 2022-2023 | |
| 5 | Elvis Sanchez | 3.90 | 2013-2018 | |
| 6 | Jonathan Rodriguez | 3.86 | 2014-2015 | |
| 7 | Nic Ready | 3.52 | 2020-2022 | |
| 8 | John Nogowski | 3.50 | 2018-2018 | |
| 9 | Wilfred Veras# | 3.49 | 2024-2025 | |
| 10 | Austin Byler | 3.45 | 2016-2017 | |
| 11 | David Chester | 3.16 | 2013-2016 | |
| 12 | Neyfy Castillo# | 3.06 | 2022-2024 | |
| 13 | Josh Ockimey | 3.01 | 2019-2019 | |
| 14 | Rainer Nunez# | 2.88 | 2024-2025 | |
| 15 | Anthony Bemboom# | 2.83 | 2019-2019 | |
| 16 | Tristin English# | 2.80 | 2021-2022 | |
| 17 | Juan Kelly | 2.78 | 2018-2020 | |
| 18 | Diomedes Eusebio | 2.71 | 2016-2017 | |
| 19 | Dom Nunez# | 2.61 | 2023-2025 | |
| 20 | Cody Bellinger# | 2.58 | 2017-2017 | |
| 21 | Joey Gallo# | 2.55 | 2013-2014 | |
| 22 | Devin Davis | 2.54 | 2016-2020 | |
| 23 | Aaron Sabato# | 2.53 | 2023-2025 | |
| 24 | Ti'quan Forbes# | 2.49 | 2022-2023 | |
| 25 | Jeremy Schaffer | 2.46 | 2015-2016 | |
| 26 | Jake Burger# | 2.45 | 2018-2019 | |
| 27 | Juan Yepez# | 2.36 | 2019-2020 | |
| 28 | Cristian Santana# | 2.31 | 2021-2023 | |
| 29 | Raynel Delgado# | 2.20 | 2022-2024 | |
| 30 | Pablo Olivares | 2.15 | 2020-2021 | |
| 31 | Trae Santos | 1.99 | 2014-2015 | |
| 32 | Christian Williams | 1.97 | 2016-2021 | |
| 33 | Correlle Prime | 1.88 | 2017-2017 | |
| 34 | Carter Aldrete# | 1.86 | 2022-2025 | |
| 35 | Shane McGuire# | 1.85 | 2024-2025 | |
| 36 | Casey Grayson | 1.82 | 2016-2016 | |
| 37 | Damek Tomscha | 1.79 | 2018-2018 | |
| 38 | Brady Whalen# | 1.78 | 2022-2025 | |
| 39 | McCarthy Tatum# | 1.76 | 2021-2025 | |
| 40 | Jair Camargo# | 1.70 | 2023-2023 | |
| 41 | Angelys Nina | 1.68 | 2013-2013 | |
| 42 | Grant Kay | 1.64 | 2016-2018 | |
| 43 | David Olmedo-Barrera | 1.60 | 2019-2021 | |
| 44 | Ronnie Gideon | 1.59 | 2017-2020 | |
| 45 | Jake Noll# | 1.55 | 2019-2024 | |
| 46 | Chris Hess | 1.51 | 2019-2022 | |
| 47 | Yohel Pozo# | 1.49 | 2020-2022 | |
| 48 | Ryan Fitzpatrick | 1.47 | 2019-2019 | |
| 49 | Evan Edwards# | 1.43 | 2022-2023 | |
| 50 | Seth Brown# | 1.38 | 2016-2019 | |
| 51 | Jacob Melton# | 1.32 | 2023-2023 | |
| 52 | Caleb Cali# | 1.30 | 2025-2025 | |
| 53 | Shawn Pleffner | 1.26 | 2013-2018 | |
| 54 | Chris Iriart | 1.23 | 2017-2019 | |
| 54 | Bradley Jones | 1.23 | 2018-2023 | |
| 56 | Aaron Ackerman | 1.21 | 2019-2021 | |
| 57 | Jesus Valdez | 1.20 | 2014-2016 | |
| 58 | Wynston Sawyer | 1.18 | 2013-2021 | |
| 59 | Logan Moore | 1.14 | 2014-2016 | |
| 60 | Jimmy Govern# | 1.13 | 2021-2024 | |
| 60 | Vinnie Pasquantino# | 1.13 | 2021-2021 | |
| 62 | Riley Mahan# | 1.09 | 2018-2024 | |
| 63 | Aaron Westlake | 1.08 | 2015-2016 | |
| 64 | Mac James | 1.01 | 2017-2023 | |
| 65 | Josh Lester# | .97 | 2018-2019 | |
| 66 | Bobby Honeyman | .89 | 2022-2022 | |
| 67 | David Jacob# | .87 | 2018-2025 | |
| 68 | Steven Souza Jr. | .85 | 2013-2013 | |
| 69 | Angel Villalona | .84 | 2017-2017 | |
| 70 | Kyle Wren | .83 | 2015-2015 | |
| 71 | Carlos Munoz | .82 | 2021-2021 | |
| 71 | Aderlin Rodriguez | .82 | 2013-2024 | |
| 73 | Wade Hinkle | .80 | 2015-2016 | |
| 73 | Dominic D'Alessandro | .80 | 2020-2022 | |
| 75 | Matt Shortall | .78 | 2016-2016 | |
| 76 | Blake Wiggins | .77 | 2020-2021 | |
| 76 | Jim Haley# | .77 | 2018-2020 | |
| 78 | Cade Harris# | .76 | 2019-2024 | |
| 78 | Thomas Francisco# | .76 | 2023-2025 | |
| 80 | J.D. Mundy# | .75 | 2023-2023 | |
| 81 | Hendrik Clementina# | .71 | 2020-2025 | |
| 82 | Ryan Ripken | .68 | 2016-2020 | |
| 83 | T.J. Rumfield# | .67 | 2024-2024 | |
| 84 | Nate Baez# | .66 | 2025-2025 | |
| 85 | Pierce Rankin | .63 | 2013-2013 | |
| 86 | Richard Amion | .62 | 2015-2016 | |
| 87 | Karson Simas# | .61 | 2024-2025 | |
| 88 | Nick Podkul# | .60 | 2022-2023 | |
| 89 | Art Charles | .59 | 2015-2016 | |
| 90 | Brendan Tinsman# | .56 | 2023-2025 | |
| 91 | Ruben Ibarra# | .54 | 2024-2024 | |
| 92 | Trey Lipscomb# | .47 | 2023-2025 | |
| 93 | Sean Reynolds# | .45 | 2020-2022 | |
| 93 | Jacob Berry# | .45 | 2023-2023 | |
| 95 | Marcus Greene Jr. | .43 | 2015-2021 | |
| 96 | Jeff Malm | .42 | 2013-2015 | |
| 97 | Kevin Maitan# | .39 | 2019-2025 | |
| 97 | Alex Erro# | .39 | 2022-2024 | |
| 97 | Edwin Drexler | .39 | 2017-2017 | |
| 100 | Cuba Bess# | .38 | 2024-2025 |
