#2 Roger Federer (Won - Miami)
Roger Federer, in his 22nd professional season on tour, started the Masters 1000 stretch of the season with a run to a third-straight final at Indian Wells. After failing to convert three championship points on serve in the Indian Wells final last year against Juan Martin Del Potro, Federer fell in the 2019 Indian Wells final to another first-time winner in the tournament category - Dominic Thiem.
Having failed in his bid to become the first six-time winner at Indian Wells, Federer reeled off five wins in a row before dethroning defending champion John Isner to lift his 4th Miami title, first Masters 1000 title of the year, and 28th of his career. It made Federer the oldest player to win a Masters 1000 title.
Opting to play on clay for the first time since a truncated 2016 season, Federer reached consecutive quarterfinals in Madrid (lost to Thiem) and Rome (walkover against Stefanos Tsitsipas). He then endured his earliest Cincinnati exit in 11 years (lost to Ivo Karlovic in the 2008 3R) when he fell to young Russian Andrey Rublev in straight sets.
In what turned out to be final Masters 1000 stop of the year, Federer saved five match points in an incredible second set of his quarterfinal against Sascha Zverev in Shanghai before falling in three sets. Federer ended 2019 with a 17-4 Masters 1000 win-loss record (81%), which is a shade better than his career win-loss record of 78% in the tournament category.
Also read: A look back at Roger Federer's 28 Masters 1000 titles
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