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Mary Joe Fernández had two that really hurt.

First was having match point against Seles in the AO SF 1991, with Novotna waiting in the final. Who knows how her career would have turned out had she won that match.

The other was when she was leading Graf *4-3 in the 3rd of the French Open final 1993. Her only realistic title chance. She lost 4-6 and this ended her career as a Slam contender. Maybe worse, she ended her career with a 0-17 h2h vs. Graf.
Speaking of Mary Joe...
 

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This says everything about her career. She admits she did not believe she had a chance to win. With such a mindset of course she was doomed to fail. At least she has Berlin 97......;)
 

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Vaidisova's SF against Kuznetsova in many ways summed up her career- anticlimactic. She was blazing through the draw at the AO in '07 and had chances against Serena, but lost in straight sets. Then she had match points against Ivanovic at Wimbledon and lost. Fast forward to the AO '08 and she failed to transcend herself against Serena again. Even in a deep slump, she managed to reach the QF's at Wimbledon and lost tamely to Zheng in the 3rd.

Obviously injuries hurt her career too, but I think the fact that Vaidisova never had that career-defining moment at a Slam really dented her confidence for the remainder of her time on tour.
Yes. Whenever she was so close to having a major breakthrough, she always failed. It's hard to believe Nicole only won MMs in her career and never reached Tier I&II finals. Too many missed opportunities.
 

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This says everything about her career. She admits she did not believe she had a chance to win. With such a mindset of course she was doomed to fail. At least she has Berlin 97......;)
LOL “at least she has Berlin 97...“ sounds a little bit like “she won Rome and Madrid”:LOL:
 
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