As the second week of Wimbledon 2025 commences, Novak Djokovic, despite showcasing impressive form, remains cautiously aware of the challenges ahead, while Jannik Sinner is looking dominant ahead of his match against Grigor Dimitrov.

Djokovic, aiming for a record-extending 25th major title and his eighth Wimbledon crown to equal Roger Federer's record, secured his 100th match win at the All England Club. The 38-year-old Serbian achieved this milestone by defeating his countryman Miomir Kecmanovic 6-3, 6-0, 6-4, marking his 17th entry into the fourth round at SW19. Only Federer has more Wimbledon wins with 105. After dropping a set in his opening match against Alexandre Muller, Djokovic comfortably overcame Daniel Evans and Kecmanovic.

Djokovic acknowledged his gratitude for his achievements in tennis and his awareness of his age, emphasizing his continued strong performance and competition with younger players. He recognizes Wimbledon as a dream tournament and feels blessed to make history at his favorite event. However, Djokovic is wary of the challenges ahead, remembering his recent defeats by Carlos Alcaraz in the 2023 and 2024 Wimbledon finals. He also lost to Sinner in the French Open semi-finals. Djokovic faces Alex de Minaur in the fourth round.

Meanwhile, World No. 1 Jannik Sinner has displayed dominant form at Wimbledon 2025, not dropping a single set in his first three matches. He is set to face Grigor Dimitrov in the fourth round, with the aim of reaching his fourth consecutive quarter-final at the All England Lawn Tennis and Croquet Club. Sinner has conceded only 17 games across his three matches, demonstrating ruthless efficiency. He defeated Pedro Martinez 6-1, 6-3, 6-1 in the third round. Sinner holds a 4-1 head-to-head record against Dimitrov, having won their last four meetings. Their most recent encounter was at the 2024 French Open quarterfinals, where Sinner won in straight sets.

Dimitrov, the world No. 19, has also had a solid run, reaching the fourth round for the third consecutive year. The 34-year-old veteran has dropped only one set in the tournament. In his third-round match, he defeated Sebastian Ofner in straight sets. Dimitrov's experience and technical skills could pose a challenge to Sinner.

Analysts predict Sinner to win against Dimitrov, maintaining his dominant form. Stats Insider's predictive analytics model gives Sinner an 87% chance of winning. Despite Dimitrov's impressive run, Sinner's current form and head-to-head record make him the clear favorite to advance to the quarterfinals. The match is scheduled for July 7, 2025.