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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | HR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Dan Sims# | 19 | 2048 | |
| 1 | Brian Matthews# | 19 | 2048 | |
| 3 | J.R. Leach# | 18 | 2048 | |
| 4 | Kasey Stephens# | 16 | 2048 | |
| 5 | Edoardo Risso# | 12 | 2048 | |
| 5 | John Baccari# | 12 | 2048 | |
| 7 | Tom Powell# | 10 | 2048 | |
| 7 | David Everhart# | 10 | 2048 | |
| 7 | Jesus Alvarado# | 10 | 2048 | |
| 10 | Ben Modelski# | 9 | 2048 | |
| 11 | Hector Garcia# | 8 | 2048 | |
| 11 | Tony Vasques# | 8 | 2048 | |
| 11 | Jose del Cid# | 8 | 2048 | |
| 14 | Ryan Brown# | 6 | 2048 | |
| 15 | Jose Rosario# | 5 | 2048 | |
| 15 | Matt Thomas# | 5 | 2048 | |
| 17 | Noël Pizarro# | 4 | 2048 | |
| 18 | Blake DeWitt# | 2 | 2048 |
