Jenson Brooksby is 6 wins away to conquer the title in Shanghai. The American has defeated James Kent Trotter 7-62 6-1 to reach the 2nd round where he will face Tallon Griekspoor.

Draw prediction with head to head records

This is Jenson Brooksby’s projected draw together withhisplausible opponents in Shanghai Rolex Masters. Jenson has a weak record (3-7) with the plausible opposition.

R1 – James Kent Trotter (213) – 7-62 6-1
R2 – Tallon Griekspoor (31) – H2H 1-0
R3 – Jannik Sinner (2) – H2H 0-1
or Daniel Altmaier (49) – H2H 0-0
R4 – Alexander Bublik (17) – H2H 1-0
or Tomas Machac (23) – H2H 0-0
1/4 – Taylor Fritz (4) – H2H 1-3
or Holger Rune (11) – H2H 1-0
1/2 – Novak Djokovic (5) – H2H 0-1
or Ben Shelton (6) – H2H 0-0
Fin – Alexander Zverev (3) – H2H 0-2
or Alex De Minaur (7) – H2H 0-1
Latest Updated
Draw

R2 – Tallon Griekspoor’s rankings and performance.

Head to head 1-0 for Jenson Brooksby

32 - 24win/loss in 2025

Rank
25
High
21
LWWLLWW
Year Total Hard Clay I.hard Grass Carpet
2025 32-24 10-11 13-8 5-4 4-1 0-0
2024 33-30 10-11 8-8 11-8 4-3 0-0
2023 36-24 14-10 3-5 12-7 7-2 0-0
2022 28-27 5-6 12-6 4-11 7-4 0-0
2021 59-17 11-3 36-10 9-3 3-1 0-0
2020 18-9 3-1 12-5 3-3 0-0 0-0
2019 25-26 4-4 16-11 4-9 1-1 0-1
2018 22-13 3-4 14-6 5-2 0-0 0-1

Tallon Griekspoor has a 28-21 win-loss record in 2025, 8-10 on hard. Talking about the previous 11 years, the Dutch has a 135-78 record on hard (Click here to see full career record). The Dutch needs to find his way after he has lost the previous 7 matches.

His most significant achievement of the season was conquering the title in Mallorca where he beat Corentin Moutet in the final 7-5 7-6(3).

Last year in Shanghai Rolex Masters the Dutch was defeated by Alexander Zverev in the 3rd round 7-6(6) 2-6 7-6(5).

H2H Jenson Brooksby vs. Tallon Griekspoor

This match would represent the 2nd time that Jenson Brooksby and Tallon Griekspoor play each other. The head to head is 1-0 for Brooksby (see full H2H stats), but they have never competed against each other on hard in major tournaments.

R3 – Jannik Sinner’s rankings and performance.

Head to head 1-0 for Jannik Sinner

58 - 6win/loss in 2025

Rank
2
High
1
WWWWWWW
Year Total Hard Clay I.hard Grass Carpet
2025 58-6 24-3 11-2 15-0 8-1 0-0
2024 73-8 40-5 11-2 13-0 9-1 0-0
2023 64-15 28-7 8-3 20-2 8-3 0-0
2022 47-16 21-6 15-4 7-4 4-2 0-0
2021 49-22 22-8 10-6 17-6 0-2 0-0
2020 20-14 2-6 7-3 11-5 0-0 0-0
2019 62-24 12-6 17-8 31-7 2-3 0-0
2018 31-22 13-8 17-12 1-1 0-0 0-1

Jannik Sinner has a 42-5 win-loss record in 2025, 23-2 on hard. In the course of the previous 8 years, the Italian has a 161-48 record on hard (Click here to see full career record). Sinner will try to keep a positive momentum since he is on a 5 matches winning streak.

His best result of this year was conquering the title at the Australian Open where he defeated Alexander Zverev in the final 6-3 7-6(4) 6-3, at the Wimbledon where he defeated Carlos Alcaraz in the final 4-6 6-4 6-4 6-4, and in Beijing where he defeated Learner Tien in the final 6-2 6-2.

Last year in Shanghai Rolex Masters Sinner won the competition after defeating Novak Djokovic 7-6(4) 6-3.

H2H Jenson Brooksby vs. Jannik Sinner

This contest would be 2nd time that Jenson Brooksby and Jannik Sinner fight against each other. The head to head is 1-0 for Sinner (see full H2H stats), 1-0 on hard in major tournaments.

Anyhow, Jenson Brooksby may take on Daniel Altmaier. Their H2H record is 0-0.

R4 – Alexander Bublik’s rankings and performance.

Head to head 1-0 for Jenson Brooksby

48 - 24win/loss in 2025

Rank
11
High
11
LLWWWWL
Year Total Hard Clay I.hard Grass Carpet
2025 48-24 12-11 23-6 8-6 5-1 0-0
2024 25-25 10-11 5-6 6-4 4-4 0-0
2023 28-30 3-12 7-9 9-7 9-2 0-0
2022 33-27 5-8 2-6 17-8 9-5 0-0
2021 35-30 14-12 4-6 10-8 7-4 0-0
2020 15-17 3-6 4-5 8-6 0-0 0-0
2019 44-31 20-13 2-4 14-9 8-5 0-0
2018 34-32 17-16 1-5 11-5 2-4 3-2

Alexander Bublik has a 42-20 win-loss record in 2025, 12-10 on hard. In connection to the last 12 years, the Kazakhstani has a 145-115 record on hard (Click here to see full career record). Bublik won 7 of his last 10 matches.

His best result of this current year was winning the title the Turin Challenger where he defeated Bu Yunchaokete in the final 6-3 6-3, in Halle where he overcame Daniil Medvedev in the final 6-3 7-6(4), in Gstaad where he overcame Juan Manuel Cerundolo in the final 6-4 4-6 6-3, in Kitzbuhel where he overcame Arthur Cazaux in the final 6-4 6-3, and in Hangzhou where he defeated Valentin Royer in the final 7-6(4) 7-6(4).

Last year in Shanghai Rolex Masters the Kazakhstani capitulated to Roman Safiullin in the 2nd round 6-4 6-2.

H2H Jenson Brooksby vs. Alexander Bublik

This would be the 2nd time that Jenson Brooksby and Alexander Bublik clash against each other. The head to head is 1-0 for Brooksby (see full H2H stats), 1-0 on hard in major tournaments.

Anyhow, Jenson Brooksby may come up against Tomas Machac. Their head to head record is 0-0.

1/4 – Taylor Fritz’s rankings and performance.

Head to head 3-1 for Taylor Fritz

53 - 23win/loss in 2025

Rank
6
High
4
LLWLWLW
Year Total Hard Clay I.hard Grass Carpet
2025 53-23 31-12 3-4 6-5 13-2 0-0
2024 54-23 23-10 15-7 6-4 10-2 0-0
2023 54-24 35-11 11-6 5-3 3-4 0-0
2022 46-21 24-8 5-3 9-7 8-3 0-0
2021 34-22 20-13 4-5 8-3 2-1 0-0
2020 15-16 11-9 2-3 2-4 0-0 0-0
2019 40-30 17-14 12-8 4-5 7-3 0-0
2018 45-28 29-12 6-5 5-6 5-5 0-0

Taylor Fritz has a 49-18 record in 2025, 30-11 on hard. In connection to the last 12 years, the American has a 266-132 record on hard (Click here

to see full career record). The American won 7 of his last 10 matches.

His most significant achievement of this current year was winning the tournament in Australia where he defeated Hubert Hurkacz in the final 6-4 5-7 7-6(4), in Stuttgart where he beat Alexander Zverev in the final 6-3 7-6(0), and in Eastbourne where he defeated Jenson Brooksby in the final 7-5 6-1.

Last year in Shanghai Rolex Masters the American was overcome by Novak Djokovic in the semifinal 6-4 7-6(6).

H2H Jenson Brooksby vs. Taylor Fritz

This match would represent the 5th time that Jenson Brooksby and Taylor Fritz face off. The head to head is 3-1 for Fritz (see full H2H stats), 2-1 on hard in major tournaments.

Yet, Jenson Brooksby could fight against Holger Rune. Their H2H record is 1-0 for Jenson Brooksby.

1/2 – Novak Djokovic’s rankings and performance.

Head to head 1-0 for Novak Djokovic

39 - 11win/loss in 2025

Rank
4
High
1
WWWWLWW
Year Total Hard Clay I.hard Grass Carpet
2025 39-11 21-7 9-3 4-0 5-1 0-0
2024 37-9 15-5 16-3 1-0 5-1 0-0
2023 56-7 27-1 12-3 11-2 6-1 0-0
2022 42-7 2-1 14-4 19-2 7-0 0-0
2021 55-7 19-3 18-3 11-1 7-0 0-0
2020 41-5 26-1 11-1 4-3 0-0 0-0
2019 57-11 26-6 15-3 9-2 7-0 0-0
2018 53-13 23-4 11-5 8-3 11-1 0-0

Novak Djokovic has a 31-10 win-loss record in 2025, 17-6 on hard. During the last 22 years, the Serbian has a 558-94 record on hard (Click here to see full career record). The Serbian won 8 of his last 10 matches.

His most significant achievement of this season was conquering the title in Geneva where he defeated Hubert Hurkacz in the final 5-7 7-6(2) 7-6(2).

Last year in Shanghai Rolex Masters Djokovic lost to Jannik Sinner in the final 7-6(4) 6-3.

H2H Jenson Brooksby vs. Novak Djokovic

This match would represent the 2nd time that Jenson Brooksby and Novak Djokovic fight against each other. The head to head is 1-0 for Djokovic (see full H2H stats), 1-0 on hard in major tournaments.

On the other hand, Jenson Brooksby may come up against Ben Shelton. Their H2H is 0-0.

Final – Alexander Zverev’s rankings and performance.

Head to head 2-0 for Alexander Zverev

55 - 25win/loss in 2025

Rank
3
High
2
LLWLWWW
Year Total Hard Clay I.hard Grass Carpet
2025 55-25 24-9 18-7 7-6 6-3 0-0
2024 69-21 29-10 23-6 11-3 6-2 0-0
2023 55-27 22-13 20-7 8-5 5-2 0-0
2022 29-10 9-4 17-5 3-1 0-0 0-0
2021 59-15 28-6 14-4 13-3 4-2 0-0
2020 28-11 12-7 3-1 13-3 0-0 0-0
2019 44-25 20-9 16-8 6-5 2-3 0-0
2018 60-19 25-9 21-4 12-4 2-2 0-0

Alexander Zverev has a 47-20 win-loss record in 2025, 23-8 on hard. In connection to the previous 13 years, Zverev has a 225-105 record on hard (Click here to see full career record). The German won 5 of his last 10 matches.

His most significant achievement of the year was winning the title in Munich where he overcame Ben Shelton in the final 6-2 6-4.

Last year in Shanghai Rolex Masters Alexander lost to David Goffin in the 4th round 6-4 7-5.

H2H Jenson Brooksby vs. Alexander Zverev

This contest would be 3rd time that Jenson Brooksby and Alexander Zverev clash against each other. The head to head is 2-0 for Zverev (see full H2H stats), 2-0 on hard in major tournaments.

Alternatively, Jenson Brooksby could take on Alex De Minaur. Their head to head record is 1-0 for Alex De Minaur.