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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Brandon Dickson | .3237 | 2010 | |
| 2 | Nathan Eovaldi# | .3494 | 2013 | |
| 3 | Rubby de la Rosa# | .3542 | 2014 | |
| 4 | Rob Kaminsky# | .3591 | 2022 | |
| 5 | Nathan Eovaldi# | .3679 | 2014 | |
| 6 | Eduardo Rodriguez# | .3694 | 2016 | |
| 7 | Lucas Harrell | .3722 | 2013 | |
| 8 | Allen Webster | .3750 | 2014 | |
| 9 | Chris Volstad | .3776 | 2021 | |
| 10 | Brandon Dickson | .3796 | 2011 | |
| 11 | Bryan Mitchell# | .3799 | 2017 | |
| 12 | Brett Kennedy# | .3812 | 2022 | |
| 13 | Jordan Lyles# | .3814 | 2017 | |
| 14 | Alex Cobb# | .3815 | 2013 | |
| 15 | Brandon Cumpton | .3831 | 2015 | |
| 16 | Jameson Taillon# | .3837 | 2015 | |
| 17 | Gerrit Cole# | .3847 | 2014 | |
| 18 | Reid Detmers# | .3855 | 2023 | |
| 19 | Jack Flaherty# | .3888 | 2018 | |
| 20 | Trevor Cahill | .3910 | 2016 | |
| 21 | Nathan Eovaldi# | .3946 | 2015 | |
| 22 | Tyler Anderson# | .3966 | 2015 | |
| 23 | Corey Kluber# | .3971 | 2014 | |
| 24 | Brent Suter# | .3978 | 2020 | |
| 25 | August Schlosser | .3990 | 2015 | |
| 25 | Taijuan Walker# | .3990 | 2017 | |
| 27 | Mitch White# | .3994 | 2023 | |
| 28 | Chris Martin# | .4009 | 2015 | |
| 29 | Manny Banuelos# | .4024 | 2014 | |
| 30 | Spencer Howard# | .4036 | 2021 | |
| 31 | Taylor Clarke# | .4041 | 2020 | |
| 32 | Zac Lowther# | .4060 | 2021 | |
| 33 | Blaine Hardy | .4061 | 2020 | |
| 34 | Brett Cecil | .4065 | 2013 | |
| 35 | Drew Hutchison# | .4079 | 2022 | |
| 36 | Cole Ragans# | .4100 | 2023 | |
| 37 | Burch Smith# | .4130 | 2020 | |
| 38 | Jose De Leon# | .4137 | 2017 | |
| 39 | Brandon Finnegan# | .4138 | 2016 | |
| 40 | Casey Crosby | .4140 | 2015 | |
| 41 | Jarred Cosart | .4141 | 2013 | |
| 42 | Brian Flynn | .4142 | 2016 | |
| 43 | Nabil Crismatt# | .4145 | 2021 | |
| 44 | Dylan Dodd# | .4147 | 2023 | |
| 45 | Alfredo Simon | .4151 | 2014 | |
| 46 | Casey Lawrence | .4168 | 2022 | |
| 47 | Felix Doubront | .4178 | 2018 | |
| 48 | Jose Alvarez# | .4179 | 2014 | |
| 49 | Brent Honeywell Jr.# | .4180 | 2018 | |
| 50 | Brandon Cumpton | .4182 | 2014 | |
| 51 | Brandon Workman | .4186 | 2017 | |
| 52 | August Schlosser | .4187 | 2016 | |
| 53 | Tyler Skaggs | .4204 | 2015 | |
| 54 | Ken Waldichuk# | .4206 | 2022 | |
| 55 | Bryan Hudson# | .4211 | 2022 | |
| 56 | Collin Wiles# | .4216 | 2023 | |
| 57 | Dillon Overton | .4223 | 2022 | |
| 58 | Clayton Richard | .4224 | 2017 | |
| 59 | Tanner Bibee# | .4235 | 2023 | |
| 60 | Luke Putkonen | .4236 | 2015 | |
| 61 | Scott Diamond | .4239 | 2015 | |
| 62 | Nicholas Tepesch | .4244 | 2015 | |
| 63 | Brent Honeywell Jr.# | .4247 | 2020 | |
| 64 | Kwang-hyun Kim# | .4249 | 2023 | |
| 65 | Eduardo Rodriguez# | .4252 | 2017 | |
| 65 | Tsuyoshi Wada | .4252 | 2013 | |
| 67 | Ryan Merritt# | .4286 | 2017 | |
| 68 | Burch Smith# | .4293 | 2021 | |
| 69 | Tanner Andrews# | .4294 | 2023 | |
| 70 | Jesse Scholtens# | .4300 | 2023 | |
| 71 | Lucas Harrell | .4306 | 2015 | |
| 72 | Kevin McCanna# | .4308 | 2020 | |
| 73 | Kolby Allard# | .4322 | 2021 | |
| 74 | Andy Oliver | .4332 | 2014 | |
| 75 | Dylan File# | .4337 | 2023 | |
| 76 | Zach Hedges# | .4344 | 2021 | |
| 77 | Liam Hendriks# | .4349 | 2014 | |
| 78 | Adam Oller# | .4361 | 2023 | |
| 79 | Nicholas Kingham# | .4362 | 2014 | |
| 80 | Juan Nicasio | .4376 | 2013 | |
| 81 | Spencer Howard# | .4377 | 2020 | |
| 82 | Rob Scahill | .4378 | 2013 | |
| 83 | Tyler Alexander# | .4380 | 2023 | |
| 84 | Clayton Richard | .4384 | 2016 | |
| 84 | Josh Hader# | .4384 | 2017 | |
| 84 | Casey Kelly# | .4384 | 2013 | |
| 87 | Rob Scahill | .4385 | 2014 | |
| 88 | Andy Oliver | .4391 | 2015 | |
| 89 | Ryan Pepiot# | .4392 | 2023 | |
| 90 | Scott Diamond | .4419 | 2014 | |
| 91 | Nicholas Kingham# | .4420 | 2015 | |
| 92 | Paolo Espino | .4421 | 2017 | |
| 93 | Jesse Scholtens# | .4434 | 2022 | |
| 94 | Phil Irwin | .4451 | 2015 | |
| 95 | Simon Castro | .4456 | 2013 | |
| 96 | Burch Smith# | .4465 | 2018 | |
| 97 | Luis Patino# | .4466 | 2021 | |
| 98 | Scott Blewett# | .4487 | 2018 | |
| 99 | Wes Parsons# | .4503 | 2021 | |
| 100 | Brian Matusz | .4519 | 2013 |
