Troy O'Leary
LF · Born August 4, 1969
Age in each postseason series
- 1998 ALDS (September 29, 1998), Red Sox vs Indians 1–3: 29 years, 56 days
- 1999 ALDS (October 6, 1999), Red Sox vs Indians 3–2: 30 years, 63 days
- 1999 ALCS (October 13, 1999), Red Sox vs Yankees 1–4: 30 years, 70 days
- 2003 NLDS (September 30, 2003), Cubs vs Braves 3–2: 34 years, 57 days
- 2003 NLCS (October 7, 2003), Cubs vs Marlins 3–4: 34 years, 64 days
Age in each season
- 1993 (Brewers): 23 years, 240 days to 24 years, 58 days
- 1994 (Brewers): 24 years, 240 days to 25 years, 58 days
- 1995 (Red Sox): 25 years, 240 days to 26 years, 58 days
- 1996 (Red Sox): 26 years, 241 days to 27 years, 58 days
- 1997 (Red Sox): 27 years, 240 days to 28 years, 58 days
- 1998 (Red Sox): 28 years, 240 days to 29 years, 58 days
- 1999 (Red Sox): 29 years, 240 days to 30 years, 58 days
- 2000 (Red Sox): 30 years, 241 days to 31 years, 58 days
- 2001 (Red Sox): 31 years, 240 days to 32 years, 58 days
- 2002 (Expos): 32 years, 240 days to 33 years, 58 days
- 2003 (Cubs): 33 years, 240 days to 34 years, 58 days