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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chuck Nasty# | .775 | 2069-2074 | |
| 2 | Guy Walker* | .739 | 2021-2034 | |
| 3 | Victoria Secret* | .731 | 2017-2028 | |
| 4 | Harry Styles* | .721 | 2028-2039 | |
| 5 | Ryan Knock | .702 | 2057-2065 | |
| 6 | Bobby Daring* | .688 | 2034-2044 | |
| 7 | Frederick Birdington | .687 | 2025-2037 | |
| 8 | Guy Roussy# | .683 | 2067-2074 | |
| 9 | Booze Gooser* | .680 | 2045-2054 | |
| 10 | Aaron Beckett* | .677 | 2047-2056 | |
| 11 | Ed Barker* | .676 | 2027-2039 | |
| 12 | Athena Aria* | .674 | 2045-2058 | |
| 12 | Cantaloupe Crocodile | .674 | 2042-2050 | |
| 14 | S'Vanaleigh Mykutowicz* | .673 | 2047-2058 | |
| 15 | Nova Montagne* | .664 | 2057-2069 | |
| 16 | Greg Steiner* | .663 | 2018-2031 | |
| 16 | Michael Dion | .663 | 2039-2049 | |
| 16 | Esteban Rodriguez* | .663 | 2017-2029 | |
| 19 | King George III | .658 | 2040-2049 | |
| 19 | Anthony Parco | .658 | 2052-2061 | |
| 21 | Ren Toltraid | .654 | 2065-2071 | |
| 22 | Dude Manbro | .646 | 2031-2039 | |
| 23 | Mudbone | .645 | 2059-2067 | |
| 23 | Ray Xavier# | .645 | 2066-2074 | |
| 25 | Ryan Rose* | .644 | 2031-2042 | |
| 26 | D'Aroldis Borkman* | .643 | 2018-2031 | |
| 27 | Remy Lebeau# | .642 | 2068-2074 | |
| 27 | Brent Lomew* | .642 | 2029-2041 | |
| 29 | Erick Bolanos | .640 | 2039-2049 | |
| 29 | Starscream* | .640 | 2053-2064 | |
| 29 | Tristan Leung* | .640 | 2032-2043 | |
| 32 | Shoto Todoroki* | .638 | 2044-2056 | |
| 33 | Johnny Patey V2 | .637 | 2056-2068 | |
| 34 | Ryan Stryker Jr.* | .636 | 2055-2069 | |
| 35 | Jose Forty-Three* | .634 | 2031-2043 | |
| 36 | Nate Pearson* | .632 | 2029-2039 | |
| 36 | Xavier Pruitt# | .632 | 2066-2073 | |
| 38 | Glyn Davies* | .629 | 2044-2057 | |
| 39 | Rhydon Dirty* | .628 | 2043-2056 | |
| 40 | Blu Line* | .627 | 2027-2040 | |
| 41 | Wright Indadert* | .626 | 2051-2062 | |
| 42 | Shayne Green | .625 | 2031-2040 | |
| 43 | Oerjan Thrastarsen* | .624 | 2055-2067 | |
| 44 | Jackson DeMarco* | .623 | 2037-2048 | |
| 45 | Flame MacDonald | .621 | 2040-2049 | |
| 46 | Barack Obama* | .620 | 2030-2040 | |
| 47 | Glenallen Mixon* | .619 | 2043-2055 | |
| 47 | Elston Sinclair* | .619 | 2017-2029 | |
| 49 | Guy-Manuel L'or | .618 | 2061-2067 | |
| 50 | Pax Abadeer* | .616 | 2042-2055 | |
| 51 | "Big Rig" Tig O'Sullivan | .614 | 2044-2056 | |
| 51 | Pedro Martini# | .614 | 2068-2074 | |
| 53 | Center Fielder# | .613 | 2060-2073 | |
| 54 | Luke Wright | .611 | 2039-2049 | |
| 55 | Buzz Lightyear | .610 | 2053-2064 | |
| 56 | John Cowgill# | .609 | 2068-2074 | |
| 56 | Straightgas Homie* | .609 | 2042-2055 | |
| 58 | Vivi Zielman* | .608 | 2036-2046 | |
| 58 | Wutcanisae Eksepurwelkam* | .608 | 2054-2065 | |
| 60 | Man O'Rite | .607 | 2052-2067 | |
| 61 | Ryan Lee# | .606 | 2067-2074 | |
| 62 | Wendy Marvell* | .604 | 2047-2061 | |
| 63 | J.A. Jabs* | .603 | 2026-2039 | |
| 63 | Fastguy Pitcherman | .603 | 2019-2028 | |
| 63 | Sampson Price | .603 | 2044-2055 | |
| 66 | M4XX V3L0# | .602 | 2065-2074 | |
| 67 | Giuseppe Jones* | .601 | 2048-2061 | |
| 68 | Ransom Jones# | .600 | 2066-2074 | |
| 68 | Constantine Kahn* | .600 | 2045-2053 | |
| 70 | Kevin Choate* | .599 | 2032-2044 | |
| 70 | Cassius Bright* | .599 | 2048-2062 | |
| 70 | Anderson Pooper | .599 | 2023-2033 | |
| 73 | Giovani Sánchez* | .597 | 2042-2055 | |
| 73 | Nolan Windsor* | .597 | 2036-2047 | |
| 73 | Flamethrower Meta | .597 | 2057-2069 | |
| 76 | Joey Moose Jr.# | .596 | 2066-2074 | |
| 76 | Aduke Singh* | .596 | 2043-2054 | |
| 78 | Vader Page | .595 | 2051-2060 | |
| 79 | Remy Ratatouille | .594 | 2039-2050 | |
| 80 | Henry Chadwick | .593 | 2028-2041 | |
| 80 | James Pleasants | .593 | 2034-2047 | |
| 80 | Allegra McArena* | .593 | 2052-2067 | |
| 80 | Johnathon Livingston | .593 | 2024-2032 | |
| 84 | Pete Williams | .592 | 2051-2060 | |
| 84 | Joe Kelly# | .592 | 2064-2074 | |
| 86 | Khamati Kahn | .591 | 2018-2029 | |
| 87 | Pax Torrent* | .590 | 2050-2063 | |
| 87 | Phillip Thompson* | .590 | 2018-2028 | |
| 89 | Romeo Rosas | .589 | 2056-2070 | |
| 90 | Bobby Hill | .588 | 2023-2033 | |
| 91 | Justin Ripsbahd* | .587 | 2032-2045 | |
| 91 | Penny Kowers* | .587 | 2017-2034 | |
| 91 | PDub Woods# | .587 | 2065-2074 | |
| 91 | Hiro Nakamura | .587 | 2036-2048 | |
| 95 | Hol Horse | .586 | 2035-2046 | |
| 95 | Calm Chicken# | .586 | 2067-2074 | |
| 97 | Parker Parton | .585 | 2045-2058 | |
| 97 | J.C. Swishman# | .585 | 2065-2074 | |
| 97 | John Marston* | .585 | 2052-2064 | |
| 97 | Abraham Lincrab | .585 | 2048-2058 |
