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If Roger Federer wins a Masters title this year, or at any point going forward, he will be the oldest player during the Open Era to not only win a Masters, but appear in a final. Currently Andre Agassi was 34 years and 3 months when he won the 2004 Cincinnati Masters. Roger was just a few months younger when he won his last Masters, 2015 Cincinnati.
Both Pancho Gonzales and Ken Rosewall won numerous ATP 250 equivalent (low level) titles in their 40s, during the late 60s and early 70s, with Pancho winning Des Moines in 1972 at age 43 and 8 months being the oldest during the Open Era. Ivo Karlovic's two titles in 2016 at age 37 were the oldest a player has been and won an ATP title since the 70s: Marty Riessen in 1979, to be exact. Jimmy Connors was also 37 when he won a couple titles in 1989, but a bit younger than Ivo. If Ivo wins a title this year at age 38, he'll be the oldest since Rosewall in 1977, when Rosewall was 43!
Roger Federer currently has the fourth longest span between his first title (Lombardia, Jan 2001) and his last (Basel, Oct 2015) at 14 years and 8 months. Right now he's at 16 years since his first title. Third on the list is Lleyton Hewitt at 16 years and 6 months, so if Roger wins a title in July or later he moves up past him. Number two is Andre Agassi at 17 years and 8 months, and then Jimmy Connors at 17 years and 9 months. This counts only those players who started their careers during the Open Era; clearly Rosewall and Gonzales had much longer spans. For Roger to surpass Connors he'd need to win a title after October, 2018 when he's 37 years old.
During the Open Era, only five players have won Masters titles as teenagers: Andre Agassi (1), Michael Chang (1), Andrei Medvedev (2), Rafael Nadal (6), and Novak Djokovic (1). Roger Federer didn't win his first until he was 20 years and 9 months.
Novak Djokovic has won 229 Grand Slam matches, 4 behind Jimmy Connors at 233. Roger Federer is first at 308.
Rafael Nadal is 2nd in the Open Era with 19 matches won vs. the #1 player. With one more win against the #1, he'll tie Ivan Lendl for 1st.
Andy Murray has played the most matches against a #1 with 41, five more than the second player, Rafael Nadal.
I could go on, but that's enough for now.
Both Pancho Gonzales and Ken Rosewall won numerous ATP 250 equivalent (low level) titles in their 40s, during the late 60s and early 70s, with Pancho winning Des Moines in 1972 at age 43 and 8 months being the oldest during the Open Era. Ivo Karlovic's two titles in 2016 at age 37 were the oldest a player has been and won an ATP title since the 70s: Marty Riessen in 1979, to be exact. Jimmy Connors was also 37 when he won a couple titles in 1989, but a bit younger than Ivo. If Ivo wins a title this year at age 38, he'll be the oldest since Rosewall in 1977, when Rosewall was 43!
Roger Federer currently has the fourth longest span between his first title (Lombardia, Jan 2001) and his last (Basel, Oct 2015) at 14 years and 8 months. Right now he's at 16 years since his first title. Third on the list is Lleyton Hewitt at 16 years and 6 months, so if Roger wins a title in July or later he moves up past him. Number two is Andre Agassi at 17 years and 8 months, and then Jimmy Connors at 17 years and 9 months. This counts only those players who started their careers during the Open Era; clearly Rosewall and Gonzales had much longer spans. For Roger to surpass Connors he'd need to win a title after October, 2018 when he's 37 years old.
During the Open Era, only five players have won Masters titles as teenagers: Andre Agassi (1), Michael Chang (1), Andrei Medvedev (2), Rafael Nadal (6), and Novak Djokovic (1). Roger Federer didn't win his first until he was 20 years and 9 months.
Novak Djokovic has won 229 Grand Slam matches, 4 behind Jimmy Connors at 233. Roger Federer is first at 308.
Rafael Nadal is 2nd in the Open Era with 19 matches won vs. the #1 player. With one more win against the #1, he'll tie Ivan Lendl for 1st.
Andy Murray has played the most matches against a #1 with 41, five more than the second player, Rafael Nadal.
I could go on, but that's enough for now.