RANK

MANAGER

TROPHIES

WINNING YEARS

1

Bill Struth

18

Rangers (1920-21, 1922-23, 1923-24, 1924-25, 1926-27, 1927-28, 1928-29, 1929-30, 1930-31, 1932-33, 1933-34, 1934-35, 1936-37, 1938-39, 1946-47, 1948-49, 1949-50, 1952-53)

2

Willie Maley

16

Celtic (1897-98, 1904-05, 1905-06, 1906-07, 1907-08, 1908-09, 1909-10, 1913-14, 1914-15, 1915-16, 1916-17, 1918-19, 1921-22, 1925-26, 1935-36, 1937-38)

3

Jock Stein

10

Celtic (1966-67, 1967-68, 1968-69, 1969-70, 1970-71, 1971-72, 1972-73, 1973-74, 1974-75, 1976-77)

4

Walter Smith

10

Rangers (1990-91, 1991-92, 1992-93, 1993-94, 1994-95, 1995-96, 1996-97, 2008-09, 2009-10, 2010-11)

5

William Wilton

8

Rangers (1900-01, 1901-02, 1902-03, 1910-11, 1911-12, 1912-13, 1917-18, 1919-20)

6

Scot Symon

6

Rangers (1955-56, 1956-57, 1958-59, 1960-61, 1962-63, 1963-64)

7

Neil Lennon

5

Celtic (2011-12, 2012-13, 2013-14, 2018-19, 2019-20)

8

Billy McNeill

4

Celtic (1978-79, 1980-81, 1981-82, 1987-88)

9

Brendan Rodgers

4

Celtic (2016-17, 2017-18, 2023-24, 2024-25)

10

Hugh Shaw

3

Hibernian (1947-48, 1950-51, 1951-52)

11

Jock Wallace Jr.

3

Rangers (1974-75, 1975-76, 1977-78)

12

Alex Ferguson

3

Aberdeen (1979-80, 1983-84, 1984-85)

13

Martin O’Neill

3

Celtic (2000-01, 2001-02, 2003-04)

14

Gordon Strachan

3

Celtic (2005-06, 2006-07, 2007-08)

15

Tommy Walker

2

Heart of Midlothian (1957-58, 1959-60)

16

Dick Advocaat

2

Rangers (1998-99, 1999-00)

17

Alex McLeish

2

Rangers (2002-03, 2004-05)

18

Ronny Deila

2

Celtic (2014-15, 2015-16)

19

Ange Postecoglou

2

Celtic (2021-22, 2022-23)

20

Dan McMichael

1

Hibernian (1902-03)

21

Jimmy McGrory

1

Celtic (1953-54)

22

Dave Halliday

1

Aberdeen (1954-55)

23

Bob Shankly

1

Dundee (1961-62)

24

Willie Waddell

1

Kilmarnock (1964-65)

25

Jim McLean

1

Dundee United (1982-83)

26

Davie Hay

1

Celtic (1985-86)

27

Wim Jansen

1

Celtic (1997-98)

28

Steven Gerrard

1

Rangers (2020-21)

29

John Hunter

1

Motherwell (1931-32)