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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sandy Koufax | .2711 | 1955-1966 | |
| 2 | Steve Hamilton | .2786 | 1961-1972 | |
| 3 | Larry Dierker | .2921 | 1964-1976 | |
| 4 | Billy O'Dell | .2949 | 1954-1967 | |
| 5 | Bob Feller | .2965 | 1947-1956 | |
| 6 | Catfish Hunter | .2986 | 1965-1976 | |
| 7 | Bill Stafford | .3061 | 1960-1967 | |
| 8 | Adam Ottavino# | .3069 | 2010-2024 | |
| 9 | Johnny Antonelli | .3090 | 1948-1961 | |
| 10 | Craig Kimbrel# | .3148 | 2011-2025 | |
| 11 | Johnny Kucks | .3284 | 1955-1960 | |
| 12 | Edwin Diaz# | .3285 | 2017-2025 | |
| 13 | Kenley Jansen# | .3326 | 2012-2025 | |
| 14 | Russ Kemmerer | .3345 | 1954-1963 | |
| 15 | Andrew Miller | .3373 | 2007-2020 | |
| 16 | David Robertson# | .3384 | 2010-2025 | |
| 17 | Aroldis Chapman# | .3447 | 2011-2025 | |
| 18 | Joe Nathan | .3455 | 2000-2016 | |
| 19 | Smith Smith | .3468 | 2002-2018 | |
| 20 | Jonathan Broxton | .3517 | 2007-2017 | |
| 21 | Francisco Rodriguez | .3524 | 2003-2018 | |
| 21 | Ryan Pressly# | .3524 | 2016-2025 | |
| 23 | Brad Ziegler | .3533 | 2007-2018 | |
| 24 | Huston Street | .3553 | 2005-2016 | |
| 25 | Lance McCullers Jr.# | .3563 | 2016-2025 | |
| 26 | Jeurys Familia | .3582 | 2010-2022 | |
| 27 | Max Scherzer# | .3592 | 2009-2025 | |
| 28 | Sean Marshall | .3600 | 2007-2016 | |
| 29 | Dylan Cease# | .3604 | 2015-2025 | |
| 30 | Jonathan Papelbon | .3614 | 2006-2017 | |
| 31 | Jose Alvarez | .3625 | 2010-2023 | |
| 32 | Jason Grilli | .3642 | 2001-2017 | |
| 33 | Sean Doolittle | .3668 | 2011-2022 | |
| 34 | Yu Darvish# | .3680 | 2012-2025 | |
| 35 | Trevor Rosenthal | .3683 | 2010-2023 | |
| 36 | Luke Gregerson | .3692 | 2010-2019 | |
| 37 | Shane McClanahan# | .3694 | 2023-2025 | |
| 38 | Joakim Soria | .3699 | 2007-2020 | |
| 39 | Blake Snell# | .3701 | 2012-2025 | |
| 40 | Tyler Clippard | .3702 | 2007-2019 | |
| 41 | Caleb Ferguson# | .3715 | 2015-2025 | |
| 42 | Jesse Crain | .3726 | 2006-2015 | |
| 43 | Smith Smith | .3728 | 2005-2015 | |
| 43 | Stephen Strasburg# | .3728 | 2010-2025 | |
| 45 | Mark Melancon | .3732 | 2010-2023 | |
| 46 | Matt Belisle | .3746 | 2004-2018 | |
| 47 | Felix Hernandez | .3752 | 2005-2021 | |
| 48 | Chad Billingsley | .3754 | 2007-2015 | |
| 49 | Oliver Drake | .3755 | 2010-2022 | |
| 50 | Steve Cishek | .3757 | 2012-2021 | |
| 51 | Josh M. Johnson | .3758 | 2006-2017 | |
| 52 | Casey Janssen | .3759 | 2007-2016 | |
| 53 | J.P. Howell | .3761 | 2008-2017 | |
| 53 | Framber Valdez# | .3761 | 2022-2025 | |
| 55 | Freddy Peralta# | .3763 | 2019-2025 | |
| 56 | Ubaldo Jimenez | .3771 | 2010-2020 | |
| 57 | Rafael Soriano | .3777 | 2003-2015 | |
| 57 | Raisel Iglesias# | .3777 | 2016-2025 | |
| 59 | Joe Smith | .3778 | 2008-2022 | |
| 60 | Darren O'Day | .3783 | 2010-2022 | |
| 61 | Justin Steele# | .3786 | 2015-2025 | |
| 62 | Trevor Bauer | .3793 | 2012-2023 | |
| 63 | Brandon Maurer | .3811 | 2010-2018 | |
| 64 | Tanner Scheppers | .3814 | 2010-2016 | |
| 65 | Hunter Strickland# | .3821 | 2010-2023 | |
| 66 | Wade Davis | .3822 | 2009-2020 | |
| 67 | Aaron Nola# | .3829 | 2015-2025 | |
| 68 | Jake Peavy | .3833 | 2002-2018 | |
| 69 | Robbie Ross Jr. | .3839 | 2010-2017 | |
| 70 | Alex Colome | .3842 | 2010-2022 | |
| 71 | Smith Smith | .3844 | 2005-2014 | |
| 72 | Danny Salazar | .3845 | 2010-2021 | |
| 73 | Lucas Giolito# | .3847 | 2016-2025 | |
| 74 | Justin Masterson | .3853 | 2010-2016 | |
| 75 | Jenrry Mejia | .3854 | 2010-2014 | |
| 76 | Santiago Casilla | .3855 | 2005-2017 | |
| 77 | Luis Castillo# | .3857 | 2020-2025 | |
| 78 | Chad Qualls | .3858 | 2005-2017 | |
| 79 | Hector Rondon | .3862 | 2010-2021 | |
| 79 | Chaz Roe | .3862 | 2010-2021 | |
| 81 | C.J. Wilson | .3872 | 2008-2017 | |
| 82 | Neftali Feliz | .3879 | 2010-2018 | |
| 83 | Mat Latos | .3882 | 2010-2016 | |
| 84 | Joel Peralta | .3884 | 2005-2016 | |
| 85 | Neal Cotts | .3889 | 2005-2016 | |
| 86 | Pedro Strop | .3894 | 2011-2021 | |
| 87 | Oliver Perez | .3903 | 2003-2022 | |
| 88 | Richard Bleier | .3911 | 2010-2023 | |
| 88 | Sonny Gray# | .3911 | 2012-2025 | |
| 88 | Carlos Rodon# | .3911 | 2015-2025 | |
| 91 | Michael Fulmer# | .3916 | 2012-2025 | |
| 91 | Chris Sale# | .3916 | 2011-2025 | |
| 91 | Jerry Blevins | .3916 | 2008-2018 | |
| 94 | Eric O'Flaherty | .3918 | 2007-2016 | |
| 94 | David Price | .3918 | 2009-2023 | |
| 96 | Zac Gallen# | .3919 | 2020-2025 | |
| 97 | Luke Hochevar | .3922 | 2010-2018 | |
| 98 | Justin Verlander# | .3923 | 2007-2025 | |
| 99 | Walker Buehler# | .3925 | 2019-2025 | |
| 100 | Joe Kelly# | .3928 | 2010-2025 |
