Teams Oliver Bailey played for
| Minor Counties Championship | Cambridgeshire (2000-2007) |
| Wiltshire (2003) | |
| Minor Counties Trophy | Huntingdonshire (1999) |
| Cambridgeshire (2000-2007) | |
| East Anglia Premier League | Cambridge Granta (2000-2007) |
| Liverpool Premier League | Sefton Park (1998) |
| Northamptonshire Premier League | Brixworth (2009-2010) |
| Miscellaneous | Huntingdonshire and Peterborough Cricket Association (1996) |
| Huntingdonshire (1997-1999) | |
| Huntingdonshire Colts (1997-1998) | |
| Huntingdonshire Under-19s (1998) | |
| Huntingdonshire Cricket Board (1999) | |
| Sefton Park (2000) | |
| Cambridgeshire Second XI (2000) | |
| Royal Air Force Under-25s (2002-2004) | |
| Wiltshire (2003) | |
| Royal Air Force (2003-2011) | |
| Combined Services (2003-2011) | |
| Combined Services Under-25s (2004) | |
| Marylebone Cricket Club (2005-2014/15) | |
| Cambridgeshire (2006-2007) | |
| Hampshire Hogs (2006) | |
| Auburn (2008/09) |
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