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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jerry Matthews# | 7.14 | 2035-2040 | |
| 2 | Ben Kitch# | 6.14 | 2047-2048 | |
| 3 | T.J. Johnson | 6.00 | 2040-2042 | |
| 4 | Brian Christian | 5.27 | 2035-2043 | |
| 5 | Justin Gray# | 5.13 | 2046-2048 | |
| 6 | Ricky Arriola | 4.77 | 2039-2042 | |
| 7 | Juan Rodriguez | 4.38 | 2040-2043 | |
| 8 | Ben Peter | 4.13 | 2035-2036 | |
| 9 | Josh Conway | 3.85 | 2038-2040 | |
| 10 | Bill Guyett | 3.28 | 2041-2043 | |
| 11 | Ruben Torres | 3.15 | 2044-2044 | |
| 12 | Doug Maag | 3.09 | 2046-2046 | |
| 13 | Mario Marin | 3.03 | 2041-2043 | |
| 14 | Mark Vecchio | 3.01 | 2036-2043 | |
| 15 | Tony Fernandez# | 2.94 | 2046-2046 | |
| 16 | Tom Markee | 2.73 | 2045-2045 | |
| 17 | Omar Garcia | 2.58 | 2036-2037 | |
| 18 | Jorge de la Torre# | 2.53 | 2046-2046 | |
| 18 | Jim Herrick | 2.53 | 2038-2038 | |
| 20 | Braxton Wallace | 2.52 | 2044-2044 | |
| 21 | Omar Chavez | 2.44 | 2034-2035 | |
| 22 | Santiago Robles | 2.42 | 2045-2045 | |
| 23 | Ben Exley | 2.40 | 2039-2041 | |
| 24 | Jon Orozco# | 2.39 | 2046-2046 | |
| 25 | Chris Shewey# | 2.27 | 2049-2049 | |
| 26 | Alberto Camacho | 2.25 | 2043-2044 | |
| 27 | Arturo Mancera | 2.23 | 2042-2043 | |
| 28 | Kurat Feyzioglu# | 2.18 | 2034-2042 | |
| 29 | Yakir Roman# | 2.17 | 2049-2049 | |
| 30 | Jose Garcia | 2.13 | 2035-2037 | |
| 31 | Corey Palmer | 2.05 | 2034-2035 | |
| 32 | Miguel Rios# | 2.03 | 2048-2048 | |
| 33 | Edwin Esquivel# | 1.90 | 2047-2047 | |
| 34 | Matt Poole# | 1.78 | 2049-2049 | |
| 35 | Kevin Renninger | 1.73 | 2038-2038 | |
| 36 | Ricky Hernandez# | 1.67 | 2041-2041 | |
| 37 | Enrique Giraldo | 1.60 | 2039-2041 | |
| 38 | Flinn Berthelsen | 1.52 | 2039-2043 | |
| 39 | Gary Veilleux | 1.51 | 2036-2036 | |
| 40 | Alex Camarillo# | 1.49 | 2048-2048 | |
| 40 | Paul Rigney | 1.49 | 2046-2047 | |
| 42 | Fernando Alvarez | 1.46 | 2044-2044 | |
| 43 | Eric O'Hara# | 1.40 | 2048-2048 | |
| 44 | Jason Thomas# | 1.27 | 2045-2045 | |
| 44 | Chad Britt | 1.27 | 2032-2032 | |
| 46 | Calvin Birley# | 1.26 | 2045-2045 | |
| 47 | Wayne Ayler | 1.24 | 2033-2033 | |
| 48 | Houston Weinreb | 1.22 | 2037-2039 | |
| 49 | Ricardo Rossito | 1.21 | 2038-2038 | |
| 50 | Joe Rice | 1.20 | 2041-2043 | |
| 51 | Ken Mason# | 1.17 | 2049-2049 | |
| 52 | Randy Letson | 1.15 | 2036-2043 | |
| 53 | Alberto Aranda | 1.12 | 2033-2033 | |
| 54 | Matt Rockmore# | 1.02 | 2048-2049 | |
| 54 | Curtis Weidman | 1.02 | 2035-2035 | |
| 56 | Edgar Torres | 1.01 | 2034-2034 | |
| 57 | Adam Brown | .98 | 2037-2037 | |
| 58 | Alex Huertas | .94 | 2038-2040 | |
| 58 | Mike Hood | .94 | 2033-2033 | |
| 60 | Joey Roberts | .93 | 2037-2037 | |
| 61 | C.J. Morgan | .91 | 2038-2038 | |
| 62 | Mike Matter | .90 | 2033-2033 | |
| 63 | Ira Aguilar | .87 | 2034-2034 | |
| 64 | Quadir Brown# | .83 | 2048-2049 | |
| 65 | Bryant Patterson | .76 | 2042-2042 | |
| 66 | Brett Gross | .68 | 2034-2034 | |
| 67 | Chris Adams# | .67 | 2048-2048 | |
| 68 | Melvin Nino | .66 | 2042-2042 | |
| 69 | Pedro Lopez# | .65 | 2049-2049 | |
| 69 | Francisco Rodriguez | .65 | 2036-2036 | |
| 71 | Jake Butler# | .63 | 2041-2042 | |
| 72 | Kyle Rogers | .62 | 2039-2042 | |
| 72 | Jeff Rabinowitz# | .62 | 2045-2045 | |
| 74 | Adam O'Rourke | .61 | 2034-2034 | |
| 75 | Alex Harper# | .57 | 2048-2049 | |
| 76 | Joe Braun# | .54 | 2036-2036 | |
| 77 | Miguel Leon | .53 | 2034-2034 | |
| 77 | Arturo Espejo | .53 | 2040-2043 | |
| 79 | Luke Senz | .51 | 2046-2046 | |
| 80 | Rafael Marin | .46 | 2034-2034 | |
| 81 | Nick Northrup | .43 | 2046-2046 | |
| 82 | Brent Torres | .42 | 2043-2043 | |
| 82 | Nelson Ramos | .42 | 2033-2033 | |
| 84 | Mike Moore | .41 | 2046-2046 | |
| 85 | Tommy Esparza | .33 | 2033-2033 | |
| 86 | Alik Zekkel | .31 | 2039-2039 | |
| 87 | Adam Auger# | .30 | 2049-2049 | |
| 88 | Greg Sweigart# | .29 | 2048-2049 | |
| 89 | Wilson Ballinas | .28 | 2039-2040 | |
| 90 | Dan Rogers# | .27 | 2048-2049 | |
| 90 | David Eisert# | .27 | 2049-2049 | |
| 92 | Rich Richmond | .25 | 2038-2038 | |
| 92 | Alex Diaz# | .25 | 2049-2049 | |
| 94 | Chi-hyeon Jang | .24 | 2041-2041 | |
| 95 | Dirk Buffy | .22 | 2036-2036 | |
| 96 | Chance Welch | .21 | 2039-2039 | |
| 97 | Tyler Baldridge | .17 | 2045-2045 | |
| 98 | William Rodriguez# | .16 | 2046-2047 | |
| 98 | Larry Tiffany | .16 | 2036-2036 | |
| 100 | Ryan Anderson | .13 | 2047-2047 |
