Jimmy Connors defeated John Mcenroe at 1982 wimbledon overcoming 7 years age gap
Jimmy Connors beats Ivan Lendl at 1984 Wimbledon overcoming 8 years age gap
Jimmy Connors straight setted Stefan Edberg at the 1989 US open overcoming 14 years age gap
John Mcenroe straight setted Boom Boom Becker at 1992 Aus Open overcoming 8 years age gap
Ivan Lendl defeated Boom Boom Becker at 1992 US open overcoming 7 years age gap
Novak Djokovic defeated Carlos Alcaraz at the 2023 French Open overcoming 16 years age gap
These are the exceptions.
Since 1980, 30+ year olds are 7-37 when facing younger all-time greats (at least 3 years younger) in Slam QFs/SFs/Fs.
*3-17 for 33+ year olds.
- Federer: 3W—10L
- Connors: 3W—15L
- Lendl: 1W—6L
- Agassi: 0W—3L
- McEnroe: 0W—3L
- Sampras: 0–0
- Nadal: 0-0
- Djokovic: 0-0
If you count Murray as an ATG, it’s 10 W, 38L.
- Federer: 6W—11L
- Connors: 3W—15L
- Lendl: 1W—6L
- Agassi: 0—3L
- McEnroe: 0W—3L
- Sampras: 0–0
- Nadal: 0-0
- Djokovic: 0-0
—Connors lost to McEnroe, 1980 Wimby SFs
—Connors lost to McEnroe, 1980 USO SFs
—Connors lost to Borg, 1981 USO SFs
—Connors lost to Borg, 1981 Wimby SFs
—Connors beat Lendl, 1982 USO F
—Connors beat Lendl,1983 USO F
—Connors lost to McEnroe, RG 1984 SFs
—Connors beat Lendl, 1984 Wimby SFs
—Connors lost to McEnroe. 1984 Wimby Fs
—Connors lost to McEnroe, 1984 USO SFs
—Connors Lost to Lendl, 1985 RG SFs
—Connors Lost to Lendl, 1985 USO SFs
—Connors Lost to Becker, 1987 RG QFs
—Connors Lost to Lendl, 1987 USO SFs
—Connors Lost to Agassi, 1988 USO QFs
—McEnroe Lost to Edberg, 1989 Wimby QF
—Connors Lost to Agassi, 1989 USO QFs
—Lendl Lost to Edberg, 1990 Wimby SFs
—Lendl Lost to Sampras, 1990 USO QFs
—McEnroe Lost to Sampras, 1990 USO SFs
—Lendl Beat Edberg, 1991 AO SFs
—Lendl Lost to Becker, 1991 AO Fs
—Connors Lost to Courier, 1991 USO SFs
—Lendl Lost to Edberg, 1991 USO SFs
—Lendl Lost to Edberg, 1992 AO QFs
—McEnroe Lost to Agassi, 1992 Wimby SFs
—Lendl Lost to Edberg, 1992 USO QFs
—Agassi Lost to Federer, 2004 USO QFs,
—Agassi Lost to Federer, 2005 AO QFs,
—Agassi Lost to Federer, 2005 USO F
—Federer Lost to Djokovic, 2011 USO
—Federer Lost to Nadal, 2012 AO
—Federer Beat Djokovic, 2012 Wimby SFs
—Federer Beat Murray, 2012 Wimby Fs (if you count Murray)
—Federer Lost to Murray, 2013 AO, SFs
—Federer Beat Murray, 2014 AO QFs (if you count Murray)
—Federer Lost to Nadal, 2014 AO SFs
—Federer Lost to Djokovic, 2014 Wimby Fs
—Federer Beat Murray, 2015 Wimby SFs (if you count Murray)
—Federer Lost to Djokovic. 2015 Wimby Fs
—Federer Lost to Djokovic, 2015 USO Fs
—Federer Lost to Djokovic, 2016 AO SFs
—Federer Beat Nadal, 2017 AO Fs
—Federer Lost to Nadal, 2019 RG SFs
—Federer Beat Nadal, 2019 Wimbledon SFs
—Federer lost to Djokovic, 2019 Wimbledon Fs
—Federer lost to Djokovic, 2020 AO SFs
For 33+ year olds
—Connors Lost to Lendl, 1985 RG SFs
—Connors Lost to Lendl, 1985 USO SFs
—Connors Lost to Becker, 1987 RG QFs
—Connors Lost to Lendl, 1987 USO SFs
—Connors Lost to Agassi, 1988 USO QFs
—Connors Lost to Agassi, 1989 USO QFs
—Connors Lost to Courier, 1991 USO SFs
—McEnroe Lost to Agassi, 1992 Wimby SFs
—Agassi Lost to Federer, 2004 USO QFs,
—Agassi Lost to Federer, 2005 AO QFs,
—Agassi Lost to Federer, 2005 USO F
—Federer Beat Murray, 2015 Wimby SFs (if you count Murray)
—Federer Lost to Djokovic. 2015 Wimby Fs
—Federer Lost to Djokovic, 2015 USO Fs
—Federer Lost to Djokovic, 2016 AO SFs
—Federer Beat Nadal, 2017 AO Fs
—Federer Lost to Nadal, 2019 RG SFs
—Federer Beat Nadal, 2019 Wimbledon SFs
—Federer lost to Djokovic, 2019 Wimbledon Fs
—Federer lost to Djokovic, 2020 AO SFs