RANK

PLAYER

TROPHIES

WINNING YEARS

1

Bobby Lennox

9

Celtic (1964-65, 1966-67, 1968-69, 1970-71, 1971-72, 1973-74, 1974-75, 1976-77, 1979-80)

2

James Forrest

8

Celtic (2010-11, 2012-13, 2016-17, 2017-18, 2018-19, 2019-20, 2022-23, 2023-24)

3

Billy McNeill

7

Celtic (1964-65, 1966-67, 1968-69, 1970-71, 1971-72, 1973-74, 1974-75)

4

Bob McPhail

6

Rangers (1927-28, 1929-30, 1931-32, 1933-34, 1934-35, 1935-36)

5

Douglas Gray

6

Rangers (1927-28, 1929-30, 1931-32, 1933-34, 1934-35, 1935-36)

6

John Greig

6

Rangers (1962-63, 1963-64, 1965-66, 1972-73, 1975-76, 1977-78)

7

Callum McGregor

6

Celtic (2016-17, 2017-18, 2018-19, 2019-20, 2022-23, 2023-24)

8

Scott Brown

6

Celtic (2010-11, 2012-13, 2016-17, 2017-18, 2018-19, 2019-20)