Teams McChesney Simon played for
| Main FC | Leeward Islands (1985/86-1991/92) |
| Main ListA | Leeward Islands (1985/86-1991/92) |
| West Indies Competition | Leeward Islands (1985/86-1991/92) |
| Miscellaneous | Leeward Islands Under-19s (1979/80-1980) |
| Antigua (1981) | |
| Antigua and Barbuda (1982-1993/94) |
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