The first 16 matches of the Round of 64 at the 2026 Rolex Shanghai Masters have delivered massive upsets and brilliant performances, especially for the American contingent.
American Dominance: Tiafoe, Shelton, and Nakashima Advance
It was a highly successful day for Team USA. Frances Tiafoe dispatched Germany’s Yannick Hanfmann with a solid 6-4, 6-4 victory, while Brandon Nakashima pulled off an impressive win over Italy’s Matteo Berrettini (7-6, 7-5). Ben Shelton also booked his ticket to the next round, overcoming Daniel Altmaier 6-3, 7-6(8). The only setback for the Americans was Jenson Brooksby, who fell to Spain’s Alejandro Davidovich Fokina in straight sets (6-1, 6-3).
For British fans, Arthur Fery put up a phenomenal fight against Karen Khachanov but was ultimately edged out in a thrilling three-setter, 7-6(8), 5-7, 7-6(2).
The Biggest Upset: Hurkacz Ends Djokovic’s Streak
However, the biggest headline of the day was Hubert Hurkacz ending his eight-match losing streak against Novak Djokovic. The Polish star claimed his first-ever victory over the Serbian legend (6-4, 6-3). Djokovic missed two early break points in the first set and faltered while serving to stay in the set at 5-4.
Wildcards and Underdogs Making Waves in Shanghai
In another massive shock, wild card entry Yi Zhou continued his miracle run on home soil, defeating Lorenzo Musetti 2-1 relying almost entirely on two tie-break victories, while Japan’s Rei Sakamoto stunned Andrey Rublev in straight sets.
2nd Round Results (Round of 64) – First 16 Matches
| Winner | Loser | Score |
| Hubert Hurkacz (POL) | Novak Djokovic (SRB) | 6-4, 6-3 |
| Jakub Mensik (CZE) | Miomir Kecmanovic (SRB) | 6-3, 6-3 |
| Yi Zhou (CHN) | Lorenzo Musetti (ITA) | 7-6(7), 3-6, 7-6(1) |
| Arthur Gea (FRA) | Ugo Humbert (FRA) | 6-4, 3-6, 6-1 |
| Adrian Mannarino (FRA) | Flavio Cobolli (ITA) | 6-1, 4-6, 6-3 |
| Quentin Halys (FRA) | Alexander Blockx (BEL) | 4-6, 7-6(11), 6-4 |
| Alejandro Davidovich Fokina (ESP) | Jenson Brooksby (USA) | 6-1, 6-3 |
| Alexander Zverev (GER) | Yibing Wu (CHN) | 6-4, 7-6(4) |
| Frances Tiafoe (USA) | Yannick Hanfmann (GER) | 6-4, 6-4 |
| Brandon Nakashima (USA) | Matteo Berrettini (ITA) | 7-6(4), 7-5 |
| Ben Shelton (USA) | Daniel Altmaier (GER) | 6-3, 7-6(8) |
| Rei Sakamoto (JPN) | Andrey Rublev (RUS) | 6-4, 6-4 |
| Karen Khachanov (RUS) | Arthur Fery (GBR) | 7-6(8), 5-7, 7-6(2) |
| Francisco Cerundolo (ARG) | Roman Safiullin (RUS) | 7-6(7), 6-3 |
| Alexander Bublik (KAZ) | Tomas Machac (CZE) | 6-4, 7-6(4) |
| Alex De Minaur (AUS) | Alex Molcan (SVK) | Walkover |
Tomorrow’s schedule is equally packed. Fans can look forward to Carlos Alcaraz taking on Juan Manuel Cerundolo, Tommy Paul facing Adolfo Daniel Vallejo, and Taylor Fritz clashing with Matteo Arnaldi.
👉 For full draw details, seeds, and prize money information, visit our main hub article: Rolex Shanghai Masters 2026: News, Draw & Results.
