Second Division 2008/2009
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Season Winner
2008/2009 Unknown
2007/2008 Ross County FC
2006/2007 Unknown
2005/2006 Gretna FC
2004/2005 Brechin City FC
2003/2004 Airdrie United FC
2002/2003 Raith Rovers FC
2001/2002 Queen of the South FC
2000/2001 Partick Thistle FC
1999/2000 Clyde FC
1998/1999 Livingston FC
1997/1998 Stranraer FC
1996/1997 Unknown
1995/1996 Unknown
1994/1995 Unknown