Teams James Gillespie played for
| Main FC | Cambridge University (2020) |
| Nottinghamshire Premier League | Wollaton (2018) |
| Under-14 County Cup | Wiltshire Under-14s (2010) |
| Under-15 County Cup | Wiltshire Under-15s (2011) |
| Under-17 County Cup | Wiltshire Under-17s (2010-2013) |
| Under-17 County Championship | Wiltshire Under-17s (2011-2013) |
| Miscellaneous | Wiltshire Under-13s (2009) |
| Wiltshire Under-17s (2011-2012) | |
| Malmesbury (2012-2016) | |
| Wiltshire Development XI (2015) | |
| Wollaton (2018) | |
| Cambridge St Giles (2020-2024) | |
| Cambridge University (2021) | |
| Cambridge University Crusaders (2021) |
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