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| Left Fielders Career SIMBL Championship Seriess Won Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | SIMBL Championship Seriess Won | |||
| 1. | Peter Bayerl | 3 | |||
| Gerardo Ayala | 3 | ||||
| 3. | Mathew Skinner | 2 | |||
| 4. | Alejo Ramirez | 1 | |||
| Greg Lainez | 1 | ||||
| Maiku Inejiro | 1 | ||||
| Alfred Holm | 1 | ||||
| Blake Hamilton | 1 | ||||
| Ray Barrot | 1 | ||||
| Palmer Amico | 1 | ||||
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