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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sean Jamieson | 13.85 | 2013-2016 | |
| 2 | Zach Shepherd | 13.68 | 2018-2023 | |
| 3 | Bijan Rademacher | 11.56 | 2013-2017 | |
| 4 | Jacob Gatewood# | 10.04 | 2016-2023 | |
| 5 | Javier Baez# | 9.58 | 2013-2014 | |
| 6 | Arquimedes Gamboa# | 8.79 | 2019-2024 | |
| 6 | Nathan Lukes# | 8.79 | 2017-2020 | |
| 8 | Jordan Brewer# | 8.78 | 2020-2023 | |
| 9 | David Masters | 8.56 | 2016-2019 | |
| 10 | Steve Bean | 8.40 | 2014-2017 | |
| 11 | Oswaldo Cabrera# | 7.68 | 2019-2023 | |
| 12 | Jeff Gelalich | 7.64 | 2014-2019 | |
| 13 | Stone Garrett# | 7.57 | 2017-2019 | |
| 14 | Blake Perkins# | 7.55 | 2018-2022 | |
| 15 | MJ Melendez# | 6.83 | 2020-2021 | |
| 16 | Garrett Spain# | 6.80 | 2023-2025 | |
| 17 | Alex Yarbrough | 6.64 | 2014-2015 | |
| 18 | Pedro Alfonseca# | 6.61 | 2019-2024 | |
| 19 | Justin Ellison | 6.44 | 2016-2018 | |
| 20 | Dom Johnson# | 6.33 | 2022-2025 | |
| 21 | Caleb Hamilton# | 6.31 | 2018-2021 | |
| 21 | Andretty Cordero | 6.31 | 2019-2021 | |
| 23 | Tyler Friis | 6.24 | 2019-2021 | |
| 24 | John Bormann | 6.21 | 2016-2018 | |
| 25 | Angel Ortega | 6.06 | 2013-2018 | |
| 26 | Alex Ramirez# | 6.00 | 2023-2024 | |
| 27 | Luis Jean | 5.85 | 2020-2021 | |
| 28 | Liover Peguero# | 5.84 | 2020-2022 | |
| 29 | Shea Langeliers# | 5.81 | 2020-2022 | |
| 30 | Nathan Melendres | 5.66 | 2013-2015 | |
| 31 | Arden Pabst# | 5.64 | 2018-2023 | |
| 32 | Daz Cameron# | 5.52 | 2016-2020 | |
| 33 | Tyler Hill# | 5.50 | 2017-2021 | |
| 34 | Korey Holland# | 5.47 | 2019-2025 | |
| 35 | Jeremy Pena# | 5.35 | 2019-2020 | |
| 36 | Brett Nicholas | 5.29 | 2014-2014 | |
| 37 | Christian Lopes | 5.26 | 2013-2015 | |
| 38 | Luis Torrens# | 5.21 | 2016-2019 | |
| 38 | Zach Coppola | 5.21 | 2016-2017 | |
| 40 | Cheslor Cuthbert | 5.08 | 2015-2015 | |
| 41 | Pablo Abreu# | 4.97 | 2020-2021 | |
| 42 | Tanner Schobel# | 4.96 | 2022-2025 | |
| 43 | Domingo Leyba# | 4.95 | 2018-2019 | |
| 44 | Sean Roby# | 4.93 | 2023-2024 | |
| 45 | Ernesto Martinez# | 4.84 | 2022-2023 | |
| 46 | Colin Moran | 4.75 | 2014-2015 | |
| 46 | Gabriel Quintana | 4.75 | 2014-2018 | |
| 48 | Desmond Henry | 4.73 | 2014-2018 | |
| 48 | Shannon Wilkerson | 4.73 | 2013-2015 | |
| 50 | Josh Morgan | 4.71 | 2016-2021 | |
| 51 | Colby Thomas# | 4.70 | 2024-2024 | |
| 52 | Max Clark# | 4.68 | 2023-2025 | |
| 53 | Abrahan Gutierrez# | 4.66 | 2022-2023 | |
| 54 | Jayce Easley# | 4.64 | 2019-2024 | |
| 55 | Blake Rutherford# | 4.63 | 2019-2020 | |
| 56 | Daniel Brito | 4.60 | 2019-2023 | |
| 56 | Gavin Sheets# | 4.60 | 2019-2020 | |
| 58 | Carlos Vidal# | 4.52 | 2016-2019 | |
| 59 | Edwin Lora | 4.48 | 2017-2021 | |
| 60 | Marcos J. Gonzalez# | 4.43 | 2021-2024 | |
| 61 | Fabian Pena | 4.37 | 2020-2021 | |
| 62 | Addison Russell | 4.28 | 2013-2013 | |
| 63 | Toby Demello | 4.27 | 2013-2016 | |
| 63 | Wilmer Oberto | 4.27 | 2016-2017 | |
| 65 | James McCann# | 4.24 | 2013-2015 | |
| 66 | Joey Curletta | 4.21 | 2019-2022 | |
| 67 | Brett Pirtle | 4.20 | 2017-2018 | |
| 67 | Jake Fox# | 4.20 | 2023-2024 | |
| 69 | Eudy Ramos | 4.18 | 2018-2020 | |
| 70 | Gabriel Mejia | 4.13 | 2017-2019 | |
| 70 | Seth Lancaster | 4.13 | 2020-2021 | |
| 72 | Will Matthiessen# | 4.09 | 2022-2025 | |
| 73 | Eric Brown Jr.# | 4.06 | 2023-2023 | |
| 74 | Justin Dean# | 4.04 | 2021-2023 | |
| 75 | Frank Schwindel# | 3.98 | 2015-2017 | |
| 76 | Steven Moya | 3.96 | 2014-2015 | |
| 77 | Gary Sanchez# | 3.95 | 2014-2014 | |
| 78 | Brian O'Keefe# | 3.91 | 2017-2024 | |
| 78 | Shane Carrier | 3.91 | 2018-2019 | |
| 80 | Ricardo Andujar | 3.87 | 2016-2017 | |
| 81 | Gregory Lorenzo | 3.86 | 2013-2016 | |
| 82 | Jack Marder | 3.85 | 2013-2016 | |
| 82 | Alexis Pantoja | 3.85 | 2016-2020 | |
| 84 | Charlie Szykowny# | 3.83 | 2024-2025 | |
| 85 | Max Muncy# | 3.82 | 2014-2014 | |
| 85 | Avery Romero | 3.82 | 2016-2016 | |
| 87 | Zac Veen# | 3.76 | 2023-2024 | |
| 87 | Ty Young | 3.76 | 2017-2017 | |
| 89 | Kennie Taylor# | 3.75 | 2021-2025 | |
| 90 | Mac Horvath# | 3.74 | 2024-2025 | |
| 91 | Luis Vazquez# | 3.72 | 2021-2023 | |
| 91 | William Bergolla# | 3.72 | 2025-2025 | |
| 93 | Chris Roller# | 3.68 | 2022-2023 | |
| 94 | Chris Seise# | 3.65 | 2019-2024 | |
| 94 | Ben Carhart | 3.65 | 2013-2016 | |
| 96 | Jeremy Rathjen | 3.63 | 2013-2014 | |
| 97 | Cole Roederer# | 3.60 | 2020-2023 | |
| 98 | Chris Bostick | 3.58 | 2013-2014 | |
| 99 | Jose Tena# | 3.51 | 2022-2023 | |
| 100 | Garin Cecchini | 3.50 | 2013-2013 |
