#2 Jimmy Connors (407-44; 90.2%)
The first player to hold the year-end No. 1 ranking on multiple occasions, doing so in five consecutive years from 1974 to 1978, Jimmy Connors occupied the top spot for a total of 268 weeks.
Connors' 160 consecutive weeks at No. 1 was a record for almost three decades, before Roger Federer surpassed him in 2007. The American's five year-end No. 1 finishes is only bettered by compatriot Pete Sampras, who did so on six different occasions.
Connors (407) was the first player to win 400 matches as World No. 1.
#1 Roger Federer (430-56; 88.5%)
Roger Federer holds the records for the most weeks - overall (310) as well as consecutive (237) - as the world's top-ranked player. Perhaps it's no surprise then that the 20-time Grand Slam champion also has the most match wins (430) of any player to have occupied the numero uno spot.
Federer, who became the oldest player to be ranked No. 1 when he did so in 2018, had his 430th and final match win as the world's top-ranked player against American Denis Kudla in the 2018 Halle semifinals.
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Federer's 56 losses as World No. 1 is only surpassed by Pete Sampras (69). The 38-year-old has won 46 of his 103 career singles titles while being ranked the World No. 1, the most recent such occasion being 2012 Cincinnati.
The Swiss maestro came close to adding to this tally but he squandered multiple championship points on serve in the 2018 Indian Wells final against Juan Martin del Potro. He had another opportunity in the Halle final later in the season, but he went down to Borna Coric in three sets.
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