In a major upset at the 2025 Shanghai Masters, world-No. 4 Novak Djokovic was defeated in straight sets, 6-3, 6-4, by qualifier Valentin Vacherot, ranked No. 204. The match took place in the semifinals on October 11.
Vacherot made history with the win, becoming the lowest-ranked player ever to reach an ATP Masters 1000 final since the series began in 1990. He disrupted Djokovic with deft drop shots and long rallies, while Djokovic appeared to struggle physically during the match.
Earlier in the same tournament, Djokovic had to battle through tough conditions and once-hot favorites dropping early. Still, many expected him to overcome an underdog in the semis, but Vacherot seized the moment.
This loss adds another chapter to Djokovic’s 2025 season, which has seen both remarkable successes, like his 100th ATP title in Geneva, and unexpected setbacks. As Djokovic approaches the tail end of an outstanding career, moments like these underscore the increasing depth and unpredictability in men’s tennis.