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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | HR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Julian O'Sullivan* | 244 | 2017-2033 | |
| 2 | Bobby McDonald* | 209 | 2031-2041 | |
| 3 | Eduardo Dinero* | 204 | 2018-2032 | |
| 4 | Chris Jimenez | 172 | 2041-2050 | |
| 5 | Patrick Kelley* | 157 | 2025-2035 | |
| 6 | Richie Bonanza* | 156 | 2034-2043 | |
| 7 | Ace Carter | 149 | 2034-2046 | |
| 8 | Johnny Runakiwi* | 146 | 2017-2031 | |
| 9 | Herb Sessions | 135 | 2033-2043 | |
| 10 | Davis Campbell | 130 | 2042-2050 | |
| 11 | Jet Stargasm | 127 | 2046-2058 | |
| 12 | Paulo Di Stephano Jr.* | 126 | 2035-2048 | |
| 13 | Ozamataz Buckshank* | 122 | 2017-2029 | |
| 14 | Jackson Krowley | 116 | 2029-2035 | |
| 15 | Alexander Blitz | 110 | 2025-2034 | |
| 16 | Kyle Bellinger | 106 | 2026-2036 | |
| 17 | Chris King | 99 | 2029-2038 | |
| 18 | Linus Riverboat* | 97 | 2039-2050 | |
| 19 | Jake Grinz | 94 | 2028-2038 | |
| 20 | Clem Johnson* | 93 | 2020-2034 | |
| 21 | Stretch Armstrong | 84 | 2036-2044 | |
| 22 | Ichiban Sokudo# | 82 | 2061-2068 | |
| 23 | Peter Dawson Jr. | 81 | 2040-2049 | |
| 23 | Wonder Franco* | 81 | 2041-2052 | |
| 25 | Paulo Di Stephano* | 76 | 2019-2033 | |
| 26 | Steve Eso | 74 | 2033-2041 | |
| 27 | Dani Gonzalez | 73 | 2040-2052 | |
| 27 | Wallaby Hiccombs | 73 | 2042-2051 | |
| 29 | Jimmy Dong* | 71 | 2021-2035 | |
| 30 | Izzy D'Alessio | 68 | 2031-2041 | |
| 31 | Martin Honda | 67 | 2047-2055 | |
| 31 | OOTP Wizard | 67 | 2053-2065 | |
| 33 | Gladdy Vuerrero | 65 | 2052-2065 | |
| 34 | Beckett Brooks# | 64 | 2056-2068 | |
| 34 | Dan King | 64 | 2041-2049 | |
| 34 | Joey Moose | 64 | 2052-2063 | |
| 37 | Brooks Walker# | 63 | 2065-2068 | |
| 38 | Styles Stern | 57 | 2048-2058 | |
| 39 | Amelia Milligen# | 56 | 2057-2066 | |
| 40 | Justin Justice | 55 | 2053-2057 | |
| 40 | Otijomyzarc Kove# | 55 | 2058-2068 | |
| 42 | Erik Rivers | 54 | 2031-2040 | |
| 43 | Uldren Sov | 53 | 2051-2060 | |
| 44 | Aaaaa Aaaaa | 52 | 2042-2051 | |
| 45 | Ulysses Rove* | 51 | 2025-2037 | |
| 46 | Zhang-Xuan Sim | 50 | 2032-2041 | |
| 47 | Papa Emeritus I# | 49 | 2057-2066 | |
| 48 | Lightning Bolt | 48 | 2031-2038 | |
| 48 | Jagger Philliefan | 48 | 2035-2044 | |
| 50 | Loren Jackson | 46 | 2056-2066 | |
| 50 | Kenny McCormick | 46 | 2017-2031 | |
| 50 | Bobby Shmurda | 46 | 2017-2026 | |
| 50 | Louis Storm | 46 | 2024-2035 | |
| 54 | Juni Panda | 44 | 2037-2043 | |
| 55 | Arbin Asipi Jr | 43 | 2025-2032 | |
| 56 | Luka Dordevic | 42 | 2043-2053 | |
| 56 | Robbie Jackinson | 42 | 2051-2059 | |
| 58 | Parker Beauchamp | 41 | 2038-2046 | |
| 58 | Rick Hood | 41 | 2034-2041 | |
| 60 | Jeff Lewis | 40 | 2056-2064 | |
| 61 | James Barker# | 39 | 2043-2052 | |
| 62 | Jebediah Crunk | 38 | 2042-2050 | |
| 62 | Antonio Fresca | 38 | 2057-2067 | |
| 62 | Jeff Newman | 38 | 2049-2062 | |
| 62 | Sneaky Snek | 38 | 2046-2055 | |
| 66 | Pin Flanaball | 37 | 2047-2056 | |
| 66 | Urs Schneider | 37 | 2049-2056 | |
| 68 | Xander Azza# | 36 | 2059-2068 | |
| 68 | Diddle McGee | 36 | 2046-2049 | |
| 68 | Peter Pretzelman | 36 | 2041-2050 | |
| 71 | Joseph Jolly# | 35 | 2060-2068 | |
| 72 | Blair Buoyant | 33 | 2053-2065 | |
| 72 | Trevor Tulowitzki | 33 | 2054-2063 | |
| 74 | Danny B | 32 | 2038-2048 | |
| 75 | Sam Sung Jr. | 30 | 2049-2056 | |
| 75 | Kirk Swerve* | 30 | 2040-2051 | |
| 77 | Mike Forbis Jr. | 29 | 2051-2065 | |
| 77 | Grant Iridian | 29 | 2032-2041 | |
| 79 | Adam Mellott | 28 | 2042-2052 | |
| 80 | JD Jacks* | 27 | 2026-2038 | |
| 81 | Mudcat Skelton | 25 | 2051-2061 | |
| 82 | Harvey Brinkley Jr. | 24 | 2057-2067 | |
| 82 | Michael David | 24 | 2030-2038 | |
| 84 | Haagen Dazs | 23 | 2049-2056 | |
| 84 | Archer Fisch | 23 | 2028-2035 | |
| 86 | Drew Leahy | 22 | 2049-2056 | |
| 86 | Beau Nappeteat# | 22 | 2066-2068 | |
| 88 | Al Bunty | 21 | 2038-2042 | |
| 88 | BJ Faux | 21 | 2042-2046 | |
| 88 | Pawa Loet-Joe | 21 | 2039-2048 | |
| 88 | Marc Southworth# | 21 | 2064-2068 | |
| 92 | Bob Alpin | 20 | 2031-2034 | |
| 92 | Sax Justice | 20 | 2044-2058 | |
| 94 | Ness Kind | 19 | 2050-2056 | |
| 94 | Tom Shue* | 19 | 2035-2047 | |
| 96 | Desmond Andrews | 18 | 2030-2034 | |
| 96 | Pee Wee Rhys# | 18 | 2064-2068 | |
| 96 | Kirk Swerve Jr. | 18 | 2057-2065 | |
| 99 | Matt Dubson | 17 | 2047-2059 | |
| 99 | Whiskey Fuse* | 17 | 2051-2063 |
