Ray McKinnon and Jack Ross are bidding to become the latest managers to guide a team to success in the IRN-BRU Cup.
Dundee United face Ladbrokes Championship rivals St Mirren at Fir Park on Saturday, live on BBC ALBA with a 12.30pm kick-off.
The only manager to have won this competition twice is Terry Christie (pictured), with Stenhousemuir in 1995/96 and Alloa Athletic in 1999/00.
Previous winning managers
1990/91 Gordon Wallace (Dundee)
1991/92 Billy McLaren (Hamilton Accies)
1992/93 Iain Munro (Hamilton Accies)
1993/94 Jim Jefferies (Falkirk)
1994/95 Alex MacDonald (Airdrie)
1995/96 Terry Christie (Stenhousemuir)
1996/97 Campbell Money (Stranraer)
1997/98 Alex Totten (Falkirk)
1998/99 Competition not held
1999/00 Terry Christie (Alloa Athletic)
2000/01 Steve Archibald (Airdrie)
2001/02 Ian McCall (Airdrie)
2002/03 John Connolly (Queen of the South)
2003/04 John Robertson (Inverness Caley Thistle)
2004/05 John Hughes (Falkirk)
2005/06 Gus MacPherson (St Mirren)
2006/07 Scott Leitch (Ross County)
2007/08 Sandy Stewart (St Johnstone)
2008/09 Kenny Black (Airdrie)
2009/10 Jocky Scott (Dundee)
2010/11 Jimmy Calderwood (Ross County)
2011/12 Steven Pressley (Falkirk)
2012/13 Allan Johnston (Queen of the South)
2013/14 Grant Murray (Raith Rovers)
2014/15 Mark Burchill (Livingston)
2015/16 Mark Warburton (Rangers)
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