1994 Winter Olympics |
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| Two, Men | Trinidad and Tobago | 37 | |
| Gregory Sun • Curtis Harry | |||
1998 Winter Olympics |
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| Two, Men | Trinidad and Tobago | 32 | |
| Gregory Sun • Curtis Harry | |||
2002 Winter Olympics |
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| Two, Men | Trinidad and Tobago | 37 | |
| Andrew McNeilly • Errol Aguilera • Gregory Sun | |||
2022 Winter Olympics |
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| Two, Men | Trinidad and Tobago 1 | 28 | |
| Axel Brown • Shakeel John • Andre Marcano | |||