RANK

MANAGERS

TROPHIES

WINNING YEARS

1

Alex Ferguson

13

Manchester United (1992–93, 1993–94, 1995–96, 1996–97, 1998–99, 1999–2000, 2000–01, 2002–03, 2006–07, 2007–08, 2008–09, 2010–11, 2012–13)

2

George Ramsay

6

Aston Villa (1893–94, 1895–96, 1896–97, 1898–99, 1899–1900, 1909–10)

3

Bob Paisley

6

Liverpool (1975–76, 1976–77, 1978–79, 1979–80, 1981–82, 1982–83)

4

Pep Guardiola

6

Manchester City (2017–18, 2018–19, 2020–21, 2021–22, 2022–23, 2023–24)

5

Tom Watson

5

Sunderland (1891–92, 1892–93, 1894–95), Liverpool (1900–01, 1905–06)

6

Matt Busby

5

Manchester United (1951–52, 1955–56, 1956–57, 1964–65, 1966–67)

7

Frank Watt

4

Newcastle United (1904–05, 1906–07, 1908–09, 1926–27)

8

Herbert Chapman

4

Huddersfield Town (1923–24, 1924–25), Arsenal (1930–31, 1932–33)

9

Kenny Dalglish

4

Liverpool (1985–86, 1987–88, 1989–90), Blackburn Rovers (1994–95)

10

Stan Cullis

3

Wolverhampton Wanderers (1953–54, 1957–58, 1958–59)

11

Bill Shankly

3

Liverpool (1963–64, 1965–66, 1972–73)

12

Arsène Wenger

3

Arsenal (1997–98, 2001–02, 2003–04)

13

José Mourinho

3

Chelsea (2004–05, 2005–06, 2014–15)

14

Arthur Dickinson

2

The Wednesday (1902–03, 1903–04)

15

Ernest Mangnall

2

Manchester United (1907–08, 1910–11)

16

Robert Middleton

2

Blackburn Rovers (1911–12, 1913–14)

17

Thomas H. McIntosh

2

Everton (1927–28, 1931–32)

18

Robert Brown

2

Sheffield Wednesday (1928–29, 1929–30)

19

George Allison

2

Arsenal (1934–35, 1937–38)

20

Tom Whittaker

2

Arsenal (1947–48, 1952–53)

21

Bob Jackson

2

Portsmouth (1948–49, 1949–50)

22

Harry Catterick

2

Everton (1962–63, 1969–70)

23

Don Revie

2

Leeds United (1968–69, 1973–74)

24

Brian Clough

2

Derby County (1971–72), Nottingham Forest (1977–78)

25

Howard Kendall

2

Everton (1984–85, 1986–87)

26

George Graham

2

Arsenal (1988–89, 1990–91)