1996 Walter Smith (Rangers)
1997 Walter Smith (Rangers)
1998 Jim Jefferies (Heart of Midlothian)
1999 Dick Advocaat (Rangers)
2000 Dick Advocaat (Rangers)
2001 Martin O'Neill (Celtic)
2002 John Lambie (Partick Thistle)
2003 Alex McLeish (Rangers)
2004 Martin O'Neill (Celtic)
2005 Tony Mowbray (Hibernian)
2006 Gordon Strachan (Celtic)
2007 Gordon Strachan (Celtic)
2008 Walter Smith (Rangers)
2009 Csaba László (Heart of Midlothian)
2010 Walter Smith (Rangers)
2011 Mixu Paatelainen (Kilmarnock)
2012 Neil Lennon (Celtic)
2013 Neil Lennon (Celtic)
2014 Derek McInnes (Aberdeen)
2015 John Hughes (Inverness Caledonian Thistle)
2016 Jim McIntyre (Ross County)
2017 Brendan Rodgers (Celtic)
2018 Steve Clarke (Kilmarnock)
2019 Steve Clarke (Kilmarnock)
2020 Neil Lennon (Celtic)
2021 Steven Gerrard (Rangers)
2022 Ange Postecoglou (Celtic) 2023 Ange Postecoglou (Celtic) 2024 Derek McInnes (Kilmarnock)