Tsitsipas has a career-high ranking of No. 5 in the world, making him the highest-ranked Greek player in history. In 2019, he reached the semi-finals of the Australian Open for the first time after overcoming Roger Federer in the fourth round, before losing against Rafael Nadal in the semi-finals.
Khachanov achieved his career-high singles ranking of world No. 8 on 15 July 2019, after reaching the quarterfinals of the 2019 French Open. He also claimed his first ATP Masters 1000 title at the 2018 Rolex Paris Masters by defeating World No. 9 John Isner in the third round (saving two match points), World No. 5 Alexander Zverev in the Quarterfinals, World No. 8 Dominic Thiem in the Semi-finals and World No. 1 Novak Djokovic in the Finals. The then World No. 18 Khachanov was the lowest-ranked player to claim a Masters 1000 title since Ivan Ljubicic won the 2010 Indian Wells Masters.
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