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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SO | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Toby McMuffin | 1272 | 2031-2043 | |
| 2 | Al-Toowel Tenminawtvershun | 1072 | 2053-2062 | |
| 3 | Kasey Vyda | 1041 | 2055-2067 | |
| 4 | FR Finn-Rhys | 1038 | 2033-2043 | |
| 5 | Paulo Di Stephano Jr.* | 981 | 2035-2048 | |
| 6 | Alyssa Jakob | 964 | 2059-2067 | |
| 7 | Paulo Di Stephano* | 961 | 2019-2033 | |
| 8 | Willie Colón* | 930 | 2036-2047 | |
| 9 | Sophia Bennett* | 925 | 2017-2031 | |
| 10 | Arthur Morgan* | 907 | 2052-2063 | |
| 11 | Markus Emerson | 890 | 2045-2058 | |
| 11 | Dusty Stradley | 890 | 2048-2059 | |
| 13 | Javithony Brizzo | 856 | 2046-2054 | |
| 14 | Anne Chovy | 839 | 2044-2054 | |
| 15 | Berry Bonds | 824 | 2046-2054 | |
| 15 | Ruben Ramirez* | 824 | 2044-2055 | |
| 17 | Jake Stennett | 811 | 2018-2029 | |
| 18 | Matt Dubson | 799 | 2047-2059 | |
| 19 | Stubby McGuire | 776 | 2047-2060 | |
| 20 | Ynot Kove | 758 | 2056-2063 | |
| 21 | Adrian Columbus | 706 | 2017-2024 | |
| 22 | Sobert Randberg# | 690 | 2060-2069 | |
| 23 | Mustard M. Mustard | 674 | 2052-2062 | |
| 24 | Godfrey Bowman | 652 | 2021-2034 | |
| 25 | Israel Kamunhaikukanyekeyhagan | 645 | 2047-2056 | |
| 26 | Franklin DeMars# | 609 | 2055-2066 | |
| 27 | Farley Hank | 601 | 2032-2042 | |
| 28 | Philip Stein | 594 | 2037-2044 | |
| 29 | Muckers O'Houlihan | 590 | 2043-2053 | |
| 30 | Steve Gonzales* | 589 | 2028-2039 | |
| 31 | Shrimp McDaniel# | 587 | 2063-2069 | |
| 32 | Phillip J Fry | 583 | 2020-2033 | |
| 33 | Andrea Maggiacomo | 567 | 2037-2043 | |
| 34 | Mo Love# | 540 | 2058-2069 | |
| 35 | Jody Quinn | 538 | 2042-2051 | |
| 36 | Riley Tiffielder | 534 | 2027-2032 | |
| 37 | Dandy Chiggins Jr. | 532 | 2030-2039 | |
| 37 | Stanley Yelnats | 532 | 2039-2044 | |
| 39 | Danni Brennan | 528 | 2054-2063 | |
| 39 | Rake Slammer | 528 | 2054-2066 | |
| 41 | OOTP Wizard | 523 | 2053-2065 | |
| 42 | Jacques Hammer | 512 | 2054-2064 | |
| 43 | Johnny Pluto | 510 | 2038-2047 | |
| 44 | Ionel Bogescu | 509 | 2035-2044 | |
| 45 | Nigel Ortega | 508 | 2045-2055 | |
| 46 | Jackie Daytona* | 502 | 2042-2052 | |
| 47 | Andrew Myth | 482 | 2044-2052 | |
| 48 | Webster Rochka | 476 | 2058-2065 | |
| 49 | Ash Dragon | 475 | 2028-2038 | |
| 50 | Jordan Beauchamp-Reyes | 469 | 2049-2060 | |
| 51 | Dorothy Morimura | 468 | 2026-2037 | |
| 52 | Koty Kochan | 464 | 2051-2056 | |
| 53 | Isidore Fox | 458 | 2025-2034 | |
| 54 | Dan Johnston# | 442 | 2064-2069 | |
| 55 | Chadwick McGillicuddy# | 441 | 2060-2069 | |
| 56 | Troy Murphy# | 439 | 2062-2069 | |
| 57 | Big Vito* | 435 | 2050-2060 | |
| 58 | Ben Kruger | 431 | 2060-2067 | |
| 59 | Julio Ruiz | 424 | 2038-2050 | |
| 60 | Jarratt Gofford | 421 | 2042-2053 | |
| 61 | Joshua Stevenson | 412 | 2033-2042 | |
| 62 | Acuña Matata | 408 | 2037-2048 | |
| 63 | Dustin Johnson | 396 | 2046-2054 | |
| 64 | Yneas Kove# | 385 | 2063-2069 | |
| 65 | Józef Pilsudski | 381 | 2053-2066 | |
| 66 | Kirk Swerve* | 378 | 2040-2051 | |
| 67 | Tilapia Salmons II | 377 | 2031-2041 | |
| 68 | Scruff Mcgruff | 371 | 2043-2055 | |
| 69 | Tyler Colvin | 368 | 2037-2042 | |
| 70 | Steve Gonzales Jr | 359 | 2060-2065 | |
| 71 | Tony Simms | 356 | 2053-2063 | |
| 72 | John Camden* | 344 | 2033-2045 | |
| 73 | Thomas Rose* | 341 | 2037-2047 | |
| 74 | Fenway Turner | 339 | 2026-2034 | |
| 75 | Lalo Salamanca | 331 | 2053-2061 | |
| 76 | Jimmy Dong* | 330 | 2021-2035 | |
| 77 | Jay Cue | 326 | 2049-2061 | |
| 78 | Mike Forbis Jr. | 325 | 2051-2065 | |
| 79 | Trex Dan# | 324 | 2063-2069 | |
| 80 | Joeman Johnston V | 323 | 2029-2036 | |
| 81 | Jordan von Matt | 322 | 2022-2034 | |
| 82 | Jimmy Smith | 320 | 2041-2051 | |
| 83 | Dylan Hodge | 317 | 2039-2047 | |
| 84 | Will Love* | 313 | 2043-2054 | |
| 85 | Lawn Gnomes# | 310 | 2066-2069 | |
| 86 | Stan Dupp | 308 | 2044-2055 | |
| 87 | Roberto Kahn | 306 | 2033-2042 | |
| 88 | Dweezil Pazza | 300 | 2045-2052 | |
| 89 | Justin Fern# | 299 | 2064-2069 | |
| 90 | Grant Iridian | 296 | 2032-2041 | |
| 91 | Dom Drozdov | 294 | 2038-2043 | |
| 92 | Schumi Hulkenvettel | 290 | 2044-2053 | |
| 93 | Bryce Harden | 289 | 2017-2019 | |
| 94 | Arbin Asipi | 279 | 2017-2022 | |
| 95 | Toot Blan | 272 | 2039-2050 | |
| 96 | Matthew Edwards | 265 | 2041-2049 | |
| 97 | John DeMars | 259 | 2025-2033 | |
| 97 | A Starting Pitcher# | 259 | 2064-2069 | |
| 97 | Grand Slamdalf# | 259 | 2063-2068 | |
| 100 | Yuuto Kira Cloudera | 258 | 2037-2046 |
