Jenson Brooksby is about to commence his bid in the draw in Shanghai.

Draw prediction with head to head records

This is Jenson Brooksby’s projected draw alongsidehispresumable opponents in Shanghai Rolex Masters. The American has a unfavourable record (3-7) against the likely opponents.

R1 – James Kent Trotter (212) – H2H 0-0
R2 – Tallon Griekspoor (31) – H2H 1-0
R3 – Jannik Sinner (2) – H2H 0-1
or Daniel Altmaier (50) – H2H 0-0
R4 – Alexander Bublik (16) – H2H 1-0
or Tomas Machac (22) – H2H 0-0
1/4 – Taylor Fritz (5) – H2H 1-3
or Holger Rune (11) – H2H 1-0
1/2 – Novak Djokovic (4) – H2H 0-1
or Ben Shelton (6) – H2H 0-0
Fin – Alexander Zverev (3) – H2H 0-2
or Alex De Minaur (8) – H2H 0-1
Latest Updated
Draw

R1 – James Kent Trotter’s rankings and performance.

Head to head record 0-0

29 - 26win/loss in 2025

Rank
284
High
170
LWLWLWW
Year Total Hard Clay I.hard Grass Carpet
2025 29-26 16-15 3-3 6-5 4-3 0-0
2024 41-23 19-12 1-3 21-7 0-1 0-0
2023 19-13 15-10 0-1 4-2 0-0 0-0
2022 21-11 15-7 0-0 6-4 0-0 0-0
2021 2-2 0-0 0-0 2-2 0-0 0-0
2020 0-0 0-0 0-0 0-0 0-0 0-0
2019 2-4 1-3 0-0 1-1 0-0 0-0
2018 3-4 2-2 0-0 0-1 0-0 1-1

James Kent Trotter has a 27-23 record in 2025, 16-14 on hard. In connection to the last 4 years, Kent Trotter has a 65-43 record on hard. Kent Trotter won 7 of his last 10 matches.

Last year in Shanghai Rolex Masters Kent Trotter didn’t compete in this tournament.

H2H Jenson Brooksby vs. James Kent Trotter

There is no head to head record between Jenson Brooksby and James Kent Trotter since this would be the first time that they will play each other in the main tour.

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. In the last 11 years, Griekspoor 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 best result of the season was winning the competition in Mallorca where he beat Corentin Moutet in the final 7-5 7-6(3).

Last year in Shanghai Rolex Masters Tallon surrendered to Alexander Zverev in the 3rd round 7-6(6) 2-6 7-6(5).

H2H Jenson Brooksby vs. Tallon Griekspoor

This contest would be 2nd time that Jenson Brooksby and Tallon Griekspoor fight against 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, Jannik has a 161-48 record on hard (Click here to see full career record). The Italian will try to keep a positive momentum since he is on a 5 matches winning streak.

His most significant result of this year was conquering the competition at the Australian Open where he overcame Alexander Zverev in the final 6-3 7-6(4) 6-3, and at the Wimbledon where he overcame Carlos Alcaraz in the final 4-6 6-4 6-4 6-4.

Last year in Shanghai Rolex Masters the Italian conquered the tournament after beating Novak Djokovic 7-6(4) 6-3.

H2H Jenson Brooksby vs. Jannik Sinner

This match would represent the 2nd time that Jenson Brooksby and Jannik Sinner play each other. The head to head is 1-0

for Sinner (see full H2H stats), 1-0 on hard in major tournaments.

Notwithstanding, Jenson Brooksby may face Daniel Altmaier. Their H2H 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 the course of the previous 12 years, Bublik has a 145-115 record on hard (Click here

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

His best achievement of the season was conquering the tournament the Turin Challenger where he overcame Bu Yunchaokete in the final 6-3 6-3, in Halle where he defeated Daniil Medvedev in the final 6-3 7-6(4), in Gstaad where he defeated Juan Manuel Cerundolo in the final 6-4 4-6 6-3, in Kitzbuhel where he defeated Arthur Cazaux in the final 6-4 6-3, and in Hangzhou where he beat 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 match would represent the 2nd time that Jenson Brooksby and Alexander Bublik square off. The head to head is 1-0 for Brooksby (see full H2H stats), 1-0 on hard in major tournaments.

Nonetheless, Jenson Brooksby may play Tomas Machac. Their head to head 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 win-loss 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 best achievement of the current year was winning the competition in Australia where he beat Hubert Hurkacz in the final 6-4 5-7 7-6(4), in Stuttgart where he defeated 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 Taylor was defeated by Novak Djokovic in the semifinal 6-4 7-6(6).

H2H Jenson Brooksby vs. Taylor Fritz

This would be the 5th time that Jenson Brooksby and Taylor Fritz clash against each other. The head to head is 3-1 for Fritz (see full H2H stats), 2-1 on hard in major tournaments.

Yet, Jenson Brooksby may square off with Holger Rune. Their head to head 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 record in 2025, 17-6 on hard. Talking about the last 22 years, Novak has a 558-94 record on hard (Click here to see full career record). Djokovic won 8 of his last 10 matches.

His most significant result of the year was winning the title in Geneva where he beat Hubert Hurkacz in the final 5-7 7-6(2) 7-6(2).

Last year in Shanghai Rolex Masters the Serbian 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.

Anyhow, Jenson Brooksby may compete against Ben Shelton. Their head to head is 0-0.

Final – Alexander Zverev’s rankings and performance.

Head to head 2-0 for Alexander Zverev

57 - 25win/loss in 2025

Rank
3
High
2
WWLLWLW
Year Total Hard Clay I.hard Grass Carpet
2025 57-25 24-9 18-7 9-6 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 record in 2025, 23-8 on hard. In the course of the last 13 years, Zverev has a 225-105 record on hard (Click here to see full career record). Zverev won 5 of his last 10 matches.

His best result of this current year was winning the tournament in Munich where he beat Ben Shelton in the final 6-2 6-4.

Last year in Shanghai Rolex Masters Alexander was defeated by 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 may fight against Alex De Minaur. Their head to head record is 1-0 for Alex De Minaur.