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Discussion Starter #1
Below are the potential career win (ATP World Tour main draw including Grand Slams, Davis Cup, and Olympics) milestones that could be reached in 2020. Qualifiers, Challengers, and Futures are excluded from the win totals. Some of these may be a bit of a stretch, but I have excluded most of the long shots. Career wins (in parentheses below) are as of 11/24/19.

Please let me know if I have missed any top players from the list below.

1,275 wins (Open Era record)
Roger Federer (1,237)

1,250 wins
Roger Federer (1,237)

1,000 wins
Rafael Nadal (977)

950 wins
Novak Djokovic (893)

900 wins
Novak Djokovic (893)

700 wins
Andy Murray (673)

550 wins
Fernando Verdasco (546)
Richard Gasquet (538)
Stan Wawrinka (515)

500 wins
Gilles Simon (481)
Gael Monfils (477)

450 wins
Juan Martin del Potro (439)
John Isner (424)

350 wins
Milos Raonic (342)
Kevin Anderson (330)

300 wins
Roberto Bautista Agut (287)
Dominic Thiem (275)
David Goffin (266)

250 wins
Alexander Zverev (223)

200 wins
Joao Sousa (197)
Adrian Mannarino (189)
Pablo Carreno Busta (172)

150 wins
Martin Klizan (149)
Borna Coric (146)
Diego Schwartzman (143)
Daniil Medvedev (131)
Lucas Pouille (131)
Jan-Lennard Struff (123)
Karen Khachanov (119)
Stefanos Tsitsipas (104)

100 wins
Nikoloz Basilashvili (94)
Andrey Rublev (91)
Denis Shapovalov (87)
Hyeon Chung (86)
Taylor Fritz (83)
Alex de Minaur (71)

Regards,

-David
 

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I hope Simug can get there!
 

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Discussion Starter #4
Below are some notable players that I predict will fall short of career win milestones in 2020.

Feliciano Lopez - 500 - currently at 485 wins, but only won 12 matches in 2019. I predict he will fall short and retire in 2020.
Guillermo Garcia-Lopez - 300 - currently at 297 wins, but ranked 145 so will have difficulty even playing in the main draw of ATP Tour tournaments. He only won 6 matches in 2019.
Jeremy Chardy - 300 - currently at 276 wins, but I don't think he will win 24 matches in 2020.
Ernests Gulbis - 250 - currently at 241 wins, but ranked 228. He only won 6 matches in 2019.
Pierre-Hugues Herbert - 100 - currently at 76 wins, but I don't think he will win 24 matches in 2020. He won 24 matches in 2018 and 22 matches in 2019 so it is certainly possible that he could win 24 matches in 2020, but I think he will fall short.
Matteo Berrittini - 100 - currently at 62 wins, but I don't think he will win 38 matches in 2020 despite his excellent performance in 2019 with 43 wins.

Regards,

-David
 
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