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| Shortstops Career National Cup Seriess Won Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | National Cup Seriess Won | |||
| 1. | Jerrold Dukes | 2 | |||
| 2. | Mark Vanman | 1 | |||
| Natanael Posso | 1 | ||||
| Archy Miller Jr | 1 | ||||
| Rudy Lareau | 1 | ||||
| Bob Jahn | 1 | ||||
| Timothy Fortier | 1 | ||||
| Timothy Brooks | 1 | ||||
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