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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cameron Flynn | 3.71 | 2013-2015 | |
| 2 | Ricardo Bautista | 3.18 | 2017-2018 | |
| 3 | Jose Osuna | 3.16 | 2013-2015 | |
| 4 | Yerlin Confidan# | 2.96 | 2023-2024 | |
| 5 | Diego Infante# | 2.82 | 2021-2022 | |
| 6 | Dariel Alvarez | 2.80 | 2014-2014 | |
| 7 | Clark Elliott# | 2.70 | 2025-2025 | |
| 8 | Clark Scolamiero | 2.66 | 2020-2021 | |
| 9 | Tyler Dearden# | 2.54 | 2018-2019 | |
| 10 | Luis Bandes | 2.48 | 2016-2016 | |
| 11 | Matthew Jarecki | 2.38 | 2020-2021 | |
| 12 | Aaron Mizell | 2.31 | 2016-2018 | |
| 13 | Micah Pries# | 2.12 | 2021-2021 | |
| 14 | Cameron Newell | 2.08 | 2016-2017 | |
| 15 | Pedro Pineda# | 2.04 | 2024-2025 | |
| 15 | Jonny DeLuca# | 2.04 | 2020-2022 | |
| 17 | Dalton Griffin | 2.00 | 2018-2018 | |
| 18 | Chase DeLauter# | 1.99 | 2023-2023 | |
| 19 | Shane Sasaki# | 1.91 | 2020-2021 | |
| 20 | Kevon Jackson# | 1.90 | 2019-2025 | |
| 21 | Justin Guerrera# | 1.88 | 2024-2024 | |
| 22 | Jimmy Govern# | 1.80 | 2020-2020 | |
| 23 | Brandon Parker# | 1.75 | 2020-2022 | |
| 24 | Joe Redfield# | 1.68 | 2024-2024 | |
| 25 | Tucker Maxwell | 1.64 | 2020-2020 | |
| 26 | Aaron Judge# | 1.55 | 2015-2015 | |
| 27 | Marc Wik | 1.52 | 2013-2016 | |
| 28 | Nick Schnell# | 1.50 | 2020-2020 | |
| 29 | Patrick Grady | 1.48 | 2015-2015 | |
| 30 | Connor Lien | 1.45 | 2013-2022 | |
| 30 | Isaiah Henry# | 1.45 | 2019-2024 | |
| 32 | Hudson Head# | 1.44 | 2023-2023 | |
| 33 | Justin Crawford# | 1.43 | 2023-2023 | |
| 34 | Rodarrick Jones | 1.35 | 2013-2016 | |
| 35 | Cesar Valdez | 1.34 | 2014-2019 | |
| 35 | Preston Beck | 1.34 | 2015-2015 | |
| 37 | Alejandro Osuna# | 1.31 | 2024-2024 | |
| 38 | Casey Golden | 1.29 | 2018-2019 | |
| 39 | Milton Ramos | 1.28 | 2015-2018 | |
| 40 | Terrance Robertson | 1.20 | 2016-2016 | |
| 41 | Trey Martin | 1.14 | 2016-2017 | |
| 41 | Fernando Kelli | 1.14 | 2021-2022 | |
| 41 | Aubrey McCarty | 1.14 | 2018-2021 | |
| 41 | Robby Martin# | 1.14 | 2022-2024 | |
| 45 | Ryan Peurifoy | 1.13 | 2018-2018 | |
| 46 | Rowan Wick# | 1.12 | 2013-2016 | |
| 47 | Alex Abbott | 1.11 | 2017-2017 | |
| 48 | Jorge Caballero# | 1.10 | 2020-2023 | |
| 49 | Blake Headley | 1.09 | 2016-2018 | |
| 50 | Stephen Smith | 1.08 | 2017-2017 | |
| 51 | Satchel McElroy | 1.07 | 2016-2021 | |
| 51 | Tristan Graham | 1.07 | 2017-2018 | |
| 53 | Kole Myers# | 1.06 | 2025-2025 | |
| 54 | Derek Jones | 1.05 | 2013-2013 | |
| 55 | Sean Reynolds# | 1.04 | 2017-2024 | |
| 56 | Jimmy Pickens | 1.03 | 2015-2017 | |
| 57 | Mark Laird | .96 | 2016-2018 | |
| 57 | Ernie Clement# | .96 | 2021-2021 | |
| 59 | Zach Shields | .93 | 2016-2019 | |
| 59 | Jace Bohrofen# | .93 | 2024-2024 | |
| 61 | Yoel Araujo | .92 | 2017-2018 | |
| 62 | Antonio Arias | .91 | 2019-2019 | |
| 63 | Anthony Scull# | .90 | 2024-2025 | |
| 64 | Jose Reyes# | .86 | 2022-2025 | |
| 65 | Joey Curletta | .85 | 2014-2022 | |
| 65 | Connor Oliver | .85 | 2016-2017 | |
| 67 | Matthew Woods | .84 | 2021-2022 | |
| 68 | Hunter Strong# | .83 | 2019-2024 | |
| 68 | Elijah Nunez# | .83 | 2024-2025 | |
| 70 | Donovan Casey# | .82 | 2025-2025 | |
| 71 | Jared Walker# | .77 | 2015-2016 | |
| 72 | Narciso Mesa | .76 | 2015-2019 | |
| 73 | Jake Randa# | .75 | 2020-2025 | |
| 73 | Tyler Alamo | .75 | 2018-2018 | |
| 73 | Amalani Fukofuka | .75 | 2014-2014 | |
| 76 | TJ McCants# | .74 | 2025-2025 | |
| 77 | Rymer Liriano | .71 | 2023-2023 | |
| 78 | Robert Martinez | .69 | 2015-2017 | |
| 79 | Jonah Advincula# | .68 | 2024-2024 | |
| 80 | Wilson Rodriguez# | .63 | 2024-2024 | |
| 81 | Zach Huffins# | .62 | 2022-2024 | |
| 82 | Justice Thompson# | .61 | 2022-2024 | |
| 82 | Johnathan Rodriguez# | .61 | 2018-2022 | |
| 84 | Wendell Marrero# | .56 | 2025-2025 | |
| 84 | Jordan Scott# | .56 | 2017-2018 | |
| 84 | Chris Carlson | .56 | 2016-2017 | |
| 87 | Chad Hardy | .54 | 2018-2022 | |
| 88 | Brett Stephens | .52 | 2018-2021 | |
| 88 | Jackson Lueck# | .52 | 2019-2025 | |
| 90 | Gerard Hernandez | .49 | 2015-2017 | |
| 90 | Stephen Paolini# | .49 | 2020-2023 | |
| 92 | Kala'i Rosario# | .47 | 2022-2022 | |
| 92 | Travis Honeyman# | .47 | 2024-2024 | |
| 94 | Jeffrey Diehl | .46 | 2013-2016 | |
| 94 | Jesse Franklin# | .46 | 2022-2022 | |
| 96 | Tanner Allen# | .45 | 2022-2022 | |
| 97 | Trevor Jensen | .44 | 2020-2023 | |
| 98 | Joe Stewart# | .43 | 2023-2023 | |
| 98 | Mike Dodig | .43 | 2013-2019 | |
| 100 | Tucker Tharp | .42 | 2017-2017 |
