Best wins of players

[sandy mayer]

Here are a few:
Ashe: win over Connors in 1975 Wimbledon final
Orantes: win over Connors in 1975 US Open final
Connors: win over Borg in 76 US Open final (to beat Borg on any clay is amazing)
Vilas: win over Connors in 77 US Open final
Borg: win over Connors in 78 Wimbledon final, because Borg crushed Connors on grass
Lendl: win over McEnroe in French 1984, because it happened in Mac's invincible year
McEnroe: his win over Connors in Wimbledon 84 because of the sheer quality on such a big occasion
Wilander: his win over Lendl in 88 US Open final
Becker: his win over Lendl in 89 US Open final
Edberg: his demolition of Courier in the 91 US Open final

 

[HBK4life]

Pirate Andre beating Sampras in the Australian Open final in 95. I have a feeling if Andre lost that one right away he might have packed up early.

 

[ChaelAZ]

Dustin Brown over Nadal at Wimby was completely punching above his weight class, or any class.

 

[Dan Lobb]

Some earlier era biggest wins,

R Norris Williams: 1916 US final over Johnston
Johnston: 1919 US final over Tilden
Tilden: 1922 US final over Johnston
Lacoste: 1927 US final over Tilden
Vines: 1932 US final over Cochet
Crawford: 1933 Wimbledon final over Vines
Perry: 1936 US final over Budge
Budge: 1937 Davis Cup Interzone final over von Cramm
Riggs: 1947 US Pro final over Budge
Kovacs: 1951 US Pro final over Segura
Kramer: 1948 US Pro final over Riggs
Segura: 1957 White City TOC semifinal over Gonzales
Gonzales: 1957 Forest Hills TOC over Sedgman
Sedgman: 1953 Wembley final over Gonzales
Hoad: 1959 Forest Hills TOC final win over Gonzales
Rosewall: 1963 French Pro final win over Laver
Laver: 1964 Wembley final over Rosewall
Newcombe: 1975 Australian final win over Connors
Nastase: 1972 US final over Ashe

 

[BTURNER]

You'll have to define 'best' for me to play. Does it mean most consequential to a career, most impressive as a comeback story or upset, or most awe inspiring to the viewers or public?

 

[Dan Lobb]

You'll have to define 'best' for me to play. Does it mean most consequential to a career, most impressive as a comeback story or upset, or most awe inspiring to the viewers or public?

Most important in establishing a reputation.

 

[Mazz Retic]

Sampras Win Over Agassi 1990 US Open.

 

[sandy mayer]

You'll have to define 'best' for me to play. Does it mean most consequential to a career, most impressive as a comeback story or upset, or most awe inspiring to the viewers or public?

good question, I would say the win that did most for their career.