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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | HR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Toby McMuffin | 244 | 2031-2043 | |
| 2 | Paulo Di Stephano* | 232 | 2019-2033 | |
| 3 | Willie Colón* | 228 | 2036-2047 | |
| 4 | Sophia Bennett* | 219 | 2017-2031 | |
| 5 | Dusty Stradley | 183 | 2048-2059 | |
| 6 | Arthur Morgan* | 176 | 2052-2063 | |
| 7 | Adrian Columbus | 173 | 2017-2024 | |
| 8 | Alyssa Jakob | 172 | 2059-2067 | |
| 9 | Johnny Pluto | 162 | 2038-2047 | |
| 10 | Paulo Di Stephano Jr.* | 160 | 2035-2048 | |
| 11 | Al-Toowel Tenminawtvershun | 159 | 2053-2062 | |
| 12 | Kasey Vyda | 156 | 2055-2067 | |
| 13 | Stubby McGuire | 148 | 2047-2060 | |
| 14 | Jackie Daytona* | 139 | 2042-2052 | |
| 15 | Ruben Ramirez* | 138 | 2044-2055 | |
| 16 | FR Finn-Rhys | 131 | 2033-2043 | |
| 17 | Javithony Brizzo | 127 | 2046-2054 | |
| 18 | Berry Bonds | 124 | 2046-2054 | |
| 19 | Dandy Chiggins Jr. | 123 | 2030-2039 | |
| 20 | Ionel Bogescu | 120 | 2035-2044 | |
| 20 | Mustard M. Mustard | 120 | 2052-2062 | |
| 22 | Matt Dubson | 117 | 2047-2059 | |
| 23 | Anne Chovy | 108 | 2044-2054 | |
| 24 | Franklin DeMars | 106 | 2055-2066 | |
| 25 | Shrimp McDaniel# | 102 | 2063-2070 | |
| 26 | Yneas Kove# | 97 | 2063-2070 | |
| 27 | Ash Dragon | 95 | 2028-2038 | |
| 28 | Steve Gonzales* | 93 | 2028-2039 | |
| 28 | Rake Slammer* | 93 | 2054-2066 | |
| 30 | Israel Kamunhaikukanyekeyhagan | 92 | 2047-2056 | |
| 31 | Nigel Ortega | 91 | 2045-2055 | |
| 32 | Sobert Randberg# | 90 | 2060-2070 | |
| 33 | Dustin Johnson | 88 | 2046-2054 | |
| 34 | John Camden* | 85 | 2033-2045 | |
| 35 | Jordan Beauchamp-Reyes | 83 | 2049-2060 | |
| 35 | Phillip J Fry | 83 | 2020-2033 | |
| 35 | Troy Murphy# | 83 | 2062-2070 | |
| 38 | Lawn Gnomes# | 82 | 2066-2070 | |
| 38 | Ynot Kove | 82 | 2056-2063 | |
| 40 | Mo Love | 81 | 2058-2069 | |
| 41 | Julio Ruiz | 78 | 2038-2050 | |
| 42 | Markus Emerson | 77 | 2045-2058 | |
| 43 | Riley Tiffielder | 76 | 2027-2032 | |
| 44 | Koty Kochan | 75 | 2051-2056 | |
| 44 | Kirk Swerve* | 75 | 2040-2051 | |
| 44 | OOTP Wizard | 75 | 2053-2065 | |
| 47 | Chadwick McGillicuddy# | 71 | 2060-2070 | |
| 47 | Big Vito* | 71 | 2050-2060 | |
| 49 | Jordan von Matt | 69 | 2022-2034 | |
| 49 | Stanley Yelnats | 69 | 2039-2044 | |
| 51 | Videl Valor Jr# | 68 | 2059-2070 | |
| 52 | Arbin Asipi | 66 | 2017-2022 | |
| 52 | Danni Brennan | 66 | 2054-2063 | |
| 54 | Jody Quinn | 65 | 2042-2051 | |
| 54 | Jake Stennett | 65 | 2018-2029 | |
| 56 | Jay Cue | 64 | 2049-2061 | |
| 56 | Acuña Matata | 64 | 2037-2048 | |
| 58 | Thomas Rose* | 63 | 2037-2047 | |
| 59 | Jimmy Dong* | 62 | 2021-2035 | |
| 59 | Matthew Edwards | 62 | 2041-2049 | |
| 59 | Andrea Maggiacomo | 62 | 2037-2043 | |
| 59 | Tilapia Salmons II | 62 | 2031-2041 | |
| 63 | Ozamataz Buckshank* | 61 | 2017-2029 | |
| 64 | Godfrey Bowman | 60 | 2021-2034 | |
| 64 | Ben Kruger | 60 | 2060-2067 | |
| 66 | Isidore Fox | 57 | 2025-2034 | |
| 66 | Schumi Hulkenvettel | 57 | 2044-2053 | |
| 68 | Andrew Myth | 56 | 2044-2052 | |
| 69 | Huston Haze | 55 | 2051-2062 | |
| 70 | Jarratt Gofford | 54 | 2042-2053 | |
| 71 | Richie Bonanza* | 53 | 2034-2043 | |
| 71 | Udo Bonga# | 53 | 2065-2070 | |
| 73 | John DeMars | 51 | 2025-2033 | |
| 74 | Tony Simms | 50 | 2053-2063 | |
| 75 | Jacques Hammer | 49 | 2054-2064 | |
| 75 | Dorothy Morimura | 49 | 2026-2037 | |
| 75 | Philip Stein | 49 | 2037-2044 | |
| 78 | Farley Hank | 48 | 2032-2042 | |
| 78 | Scruff Mcgruff | 48 | 2043-2055 | |
| 80 | Dom Drozdov | 47 | 2038-2043 | |
| 80 | Will Love* | 47 | 2043-2054 | |
| 82 | Józef Pilsudski | 44 | 2053-2066 | |
| 82 | Marc Southworth# | 44 | 2064-2070 | |
| 84 | Anita Fartinghouse | 43 | 2043-2048 | |
| 84 | Justin Fern# | 43 | 2064-2070 | |
| 84 | Roberto Kahn | 43 | 2033-2042 | |
| 87 | Muckers O'Houlihan | 42 | 2043-2053 | |
| 87 | Ioe Torrent | 42 | 2037-2047 | |
| 89 | Grant Iridian | 41 | 2032-2041 | |
| 89 | Lalo Salamanca | 41 | 2053-2061 | |
| 89 | Joshua Stevenson | 41 | 2033-2042 | |
| 92 | Dan Johnston# | 40 | 2064-2070 | |
| 93 | Carl Beaty Jr.# | 39 | 2063-2070 | |
| 93 | Enderman# | 39 | 2064-2070 | |
| 93 | Felipe Rios | 39 | 2017-2019 | |
| 96 | Stan Dupp | 38 | 2044-2055 | |
| 96 | JewThe TheJew | 38 | 2056-2067 | |
| 98 | Rob Littleton# | 37 | 2068-2070 | |
| 98 | Fenway Turner | 37 | 2026-2034 | |
| 100 | Toot Blan | 36 | 2039-2050 |
