Teams Gary Headley played for
| Main ListA | Berkshire (1990-1994) |
| Minor Counties Championship | Berkshire (1988-1994) |
| Minor Counties Trophy | Berkshire (1990-1994) |
| Second Eleven Championship | Glamorgan Second XI (1984-1990) |
| Middlesex Second XI (1988-1989) | |
| Derbyshire Second XI (1988-1990) | |
| Second Eleven Trophy | Derbyshire Second XI (1989) |
| Middlesex Premier League | Hampstead (2002-2008) |
| Miscellaneous | Marylebone Cricket Club Young Cricketers (1985-1987) |
| Cross Arrows (1986) | |
| Marylebone Cricket Club (1987) | |
| Berkshire XI (1988-1991) | |
| Berkshire Under-25s (1988-1989) | |
| Berkshire (1988/89-1990) | |
| Hampstead (1994-2008) |
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