Here's the managers who’ve won this award the most times in the competitions history...
![Wolves x2, Ipswich Town x2, Sunderland x1 (Photo by Ian Walton/Getty Images)](https://jp-ct.co.uk/image/onecms:4f3cab7c-b32b-4e81-b12c-f17e830f14f4:108a6ac9-ab85-4089-8412-c1941a9f9651/image.jpg?crop=3:2&width=640)
13. Mick McCarthy – 5
Wolves x2, Ipswich Town x2, Sunderland x1 (Photo by Ian Walton/Getty Images) Photo: Ian Walton
![Cardiff City x5 (Photo by Jed Leicester/Getty Images)](https://jp-ct.co.uk/image/onecms:24f1ad0f-efdb-4409-a29e-0ab50d5d00b9:69a3b9da-1ca2-458c-8996-95caa9a18301/image.jpg?crop=3:2&width=640)
14. Dave Jones – 5
Cardiff City x5 (Photo by Jed Leicester/Getty Images) Photo: Jed Leicester
![Middlesbrough x3, West Bromwich Albion x2, Blackburn Rovers x1 (Photo credit should read CHRIS RATCLIFFE/AFP/Getty Images)](https://jp-ct.co.uk/image/onecms:d6f391e7-70da-44cc-9e26-a84e2ebf1f29:3081d442-52c2-4c1e-9f04-9c18f67a499a/image.jpg?crop=3:2&width=640)
15. Tony Mowbray – 6
Middlesbrough x3, West Bromwich Albion x2, Blackburn Rovers x1 (Photo credit should read CHRIS RATCLIFFE/AFP/Getty Images) Photo: AFP
![Nottingham Forest x3, Preston North End x2, Derby County x2 (Photo by Laurence Griffiths/Getty Images)](https://jp-ct.co.uk/image/onecms:f75cbd3c-b7fc-49be-aee4-0050664bf350:59ffba4e-2167-45db-a067-3d303d9ce0b4/image.jpg?crop=3:2&width=640)
16. Billy Davies - 7
Nottingham Forest x3, Preston North End x2, Derby County x2 (Photo by Laurence Griffiths/Getty Images) Photo: Laurence Griffiths
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