4. 1991 – Jim Courier (USA) defeated Andre Agassi (USA) 3-6 6-4 2-6 6-1 6-4
Having lost his previous two finals, Andre Agassi was praying to be third time lucky in Grand Slam finals. Courier was enjoying his breakthrough year with a road to the final that saw him taking out Edberg and Stich. In the final, Agassi got tight when he was ahead, and Courier saw his opportunity.
Agassi’s fragile psyche that year could not withstand Courier’s aggression in the last two sets, and he handed the win to his compatriot.
In his autobiography Agassi talks about the strange attraction losing big matches had for him. Fortunately for him, redemption was around the corner when he battled Ivanisevic for his first Wimbledon crown a year later.
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