Dick Duff
L · Born February 18, 1936
Age in each postseason series
- 1956 Semifinals (March 20, 1956), Maple Leafs vs Red Wings 1–4: 20 years, 31 days
- 1959 Semifinals (March 24, 1959), Maple Leafs vs Bruins 4–3: 23 years, 34 days
- 1959 Stanley Cup Final (April 9, 1959), Maple Leafs vs Canadiens 1–4: 23 years, 50 days
- 1960 Semifinals (March 23, 1960), Maple Leafs vs Red Wings 4–2: 24 years, 34 days
- 1960 Stanley Cup Final (April 7, 1960), Maple Leafs vs Canadiens 0–4: 24 years, 49 days
- 1961 Semifinals (March 22, 1961), Maple Leafs vs Red Wings 1–4: 25 years, 32 days
- 1962 Semifinals (March 27, 1962), Maple Leafs vs Rangers 4–2: 26 years, 37 days
- 1962 Stanley Cup Final (April 10, 1962), Maple Leafs vs Blackhawks 4–2: 26 years, 51 days
- 1963 Semifinals (March 26, 1963), Maple Leafs vs Canadiens 4–1: 27 years, 36 days
- 1963 Stanley Cup Final (April 9, 1963), Maple Leafs vs Red Wings 4–1: 27 years, 50 days
- 1965 Semifinals (April 1, 1965), Canadiens vs Maple Leafs 4–2: 29 years, 42 days
- 1965 Stanley Cup Final (April 17, 1965), Canadiens vs Blackhawks 4–3: 29 years, 58 days
- 1966 Semifinals (April 7, 1966), Canadiens vs Maple Leafs 4–0: 30 years, 48 days
- 1966 Stanley Cup Final (April 24, 1966), Canadiens vs Red Wings 4–2: 30 years, 65 days
- 1967 Semifinals (April 6, 1967), Canadiens vs Rangers 4–0: 31 years, 47 days
- 1967 Stanley Cup Final (April 20, 1967), Canadiens vs Maple Leafs 2–4: 31 years, 61 days
- 1968 Quarterfinals (April 4, 1968), Canadiens vs Bruins 4–0: 32 years, 46 days
- 1968 Semifinals (April 18, 1968), Canadiens vs Blackhawks 4–1: 32 years, 60 days
- 1968 Stanley Cup Final (May 5, 1968), Canadiens vs Blues 4–0: 32 years, 77 days
- 1969 Quarterfinals (April 2, 1969), Canadiens vs Rangers 4–0: 33 years, 43 days
- 1969 Semifinals (April 10, 1969), Canadiens vs Bruins 4–2: 33 years, 51 days
- 1969 Stanley Cup Final (April 27, 1969), Canadiens vs Blues 4–0: 33 years, 68 days
Age in each season
- 1954-55 (Maple Leafs): 18 years, 225 days to 19 years, 71 days
- 1955-56 (Maple Leafs): 19 years, 225 days to 20 years, 72 days
- 1956-57 (Maple Leafs): 20 years, 226 days to 21 years, 71 days
- 1957-58 (Maple Leafs): 21 years, 225 days to 22 years, 71 days
- 1958-59 (Maple Leafs): 22 years, 225 days to 23 years, 71 days
- 1959-60 (Maple Leafs): 23 years, 225 days to 24 years, 72 days
- 1960-61 (Maple Leafs): 24 years, 226 days to 25 years, 71 days
- 1961-62 (Maple Leafs): 25 years, 225 days to 26 years, 71 days
- 1962-63 (Maple Leafs): 26 years, 225 days to 27 years, 71 days
- 1963-64 (Rangers, Maple Leafs): 27 years, 225 days to 28 years, 72 days
- 1964-65 (Canadiens, Rangers): 28 years, 226 days to 29 years, 71 days
- 1965-66 (Canadiens): 29 years, 225 days to 30 years, 71 days
- 1966-67 (Canadiens): 30 years, 225 days to 31 years, 71 days
- 1967-68 (Canadiens): 31 years, 225 days to 32 years, 72 days
- 1968-69 (Canadiens): 32 years, 226 days to 33 years, 71 days
- 1969-70 (Kings, Canadiens): 33 years, 225 days to 34 years, 71 days
- 1970-71 (Sabres, Kings): 34 years, 225 days to 35 years, 71 days
- 1971-72 (Sabres): 35 years, 225 days to 36 years, 72 days