Novak Djokovic faces career crossroads at Wimbledon amid injury concerns

Serbian tennis star Novak Djokovic, 39, entered Wimbledon seeking an eighth title that would tie Roger Federer’s Grand Slam record. Experts note his advancing age and physical limits, with the tournament seen as a potential defining moment for the latter stage of his career. Djokovic’s draw pits him against world‑no. 1 Jannik Sinner in the later rounds, and a win would make him the oldest male Grand Slam champion.

During his second‑round victory over Greece’s Stefanos Tsitsipas (6‑3, 6‑4, 6‑2), Djokovic joked with a ball girl by asking her to cut a tape strip from his arm, then pretended the cut hurt. The incident drew laughs, and Djokovic later apologized, saying the prank was not ideal for Centre Court. The Serbian says he remains focused on the title quest despite the playful moment.

If successful, Djokovic would equal Federer’s tally of 24 major titles and could set a new record for the oldest man to win a singles Grand Slam.