Jan-Lennard Struff is about to kick off his campaign in the draw in Stuttgart. In the previous edition of this tournament, he defeated Flavio Cobolli 7-6(7) 6-3 and Arthur Rinderknech 6-4 7-6(0). Jan-Lennard will try to conquer the title after he was the runner-up once in 2023.
Draw prediction with head to head records
This is Jan-Lennard Struff’s projected draw alongsidehislikely opposition in Boss Open. The German has a losing record (5-8) with the presumable opponents.
R1 – Matteo Arnaldi’s rankings and performance.
Head to head record 1-1
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 15-14 | 6-6 | 7-6 | 2-1 | 0-1 | 0-0 |
| 2024 | 29-26 | 17-13 | 10-9 | 1-2 | 1-2 | 0-0 |
| 2023 | 51-26 | 21-15 | 23-7 | 4-3 | 3-1 | 0-0 |
| 2022 | 50-35 | 9-3 | 37-20 | 4-11 | 0-1 | 0-0 |
| 2021 | 56-24 | 2-1 | 51-18 | 3-5 | 0-0 | 0-0 |
| 2020 | 17-9 | 16-4 | 0-1 | 1-3 | 0-0 | 0-1 |
| 2019 | 6-12 | 2-3 | 4-9 | 0-0 | 0-0 | 0-0 |
| 2018 | 7-2 | 7-2 | 0-0 | 0-0 | 0-0 | 0-0 |
Matteo Arnaldi has a 15-13 win-loss record in 2025, but he has not played so far on grass. Arnaldi won 6 of his last 10 matches.
Matteo’s best achievement of the year was reaching the semifinal Delray Beach.
Last year in Boss Open the Italian didn’t take part in this event.
H2H Jan-Lennard Struff vs. Matteo Arnaldi
This would be the 3rd time that Jan-Lennard Struff and Matteo Arnaldi square off. The head to head is 1-1 for Struff and Arnaldi (see full H2H stats), but they have never played each other on grass in major tournaments.
R2 – Jiri Lehecka’s rankings and performance.
Head to head 1-0 for Jiri Lehecka
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 23-12 | 11-5 | 5-5 | 2-1 | 5-1 | 0-0 |
| 2024 | 32-19 | 20-10 | 4-1 | 8-8 | 0-0 | 0-0 |
| 2023 | 38-29 | 18-13 | 10-8 | 5-5 | 5-3 | 0-0 |
| 2022 | 42-32 | 5-4 | 24-13 | 13-12 | 0-3 | 0-0 |
| 2021 | 63-26 | 12-3 | 34-15 | 17-8 | 0-0 | 0-0 |
| 2020 | 17-12 | 4-4 | 12-5 | 1-2 | 0-0 | 0-1 |
| 2019 | 13-13 | 1-2 | 12-10 | 0-1 | 0-0 | 0-0 |
| 2018 | 6-3 | 0-0 | 0-1 | 6-2 | 0-0 | 0-0 |
Jiri Lehecka has a 18-11 win-loss record in 2025, but he has not played so far on grass. Lehecka won 5 of his last 10 matches.
His most significant achievement of this current year was winning the title in Brisbane where he overcame Reilly Opelka in the final 4-1 ret..
Last year in Boss Open Lehecka didn’t compete in this tournament.
H2H Jan-Lennard Struff vs. Jiri Lehecka
This would be the 2nd time that Jan-Lennard Struff and Jiri Lehecka face off. The head to head is 1-0 for Lehecka (see full H2H stats), but they have never competed against each other on grass in major tournaments.
Possibly, Jan-Lennard Struff may come up against Benjamin Bonzi. Their head to head is 1-0 for Jan-Lennard Struff.
1/4 – Ben Shelton’s rankings and performance.
Head to head 1-0 for Jan-Lennard Struff
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 19-13 | 9-5 | 7-5 | 1-1 | 2-2 | 0-0 |
| 2024 | 42-26 | 22-13 | 8-4 | 8-5 | 4-4 | 0-0 |
| 2023 | 28-26 | 21-13 | 4-8 | 1-2 | 2-3 | 0-0 |
| 2022 | 40-11 | 16-9 | 0-0 | 24-2 | 0-0 | 0-0 |
| 2021 | 18-7 | 7-3 | 5-2 | 6-2 | 0-0 | 0-0 |
Ben Shelton has a 17-11 record in 2025, but he has not competed as yet on grass. Ben won 6 of his last 10 matches.
Ben’s most significant result of this current season was reaching the final Munich.
Last year in Boss Open Shelton lost to James Duckworth in the 2nd round 7-6(5) 4-6 6-3.
H2H Jan-Lennard Struff vs. Ben Shelton
This contest would be 2nd time that Jan-Lennard Struff and Ben Shelton face off. The head to head is 1-0 for Struff (see full H2H stats), but they have never played each other on grass in major tournaments.
Yet, Jan-Lennard Struff could square off with Damir Dzumhur. Their H2H is 2-1 for Damir Dzumhur.
1/2 – Alexander Zverev’s rankings and performance.
Head to head 5-1 for Alexander Zverev
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 35-12 | 11-4 | 18-7 | 0-0 | 6-1 | 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 29-11 record in 2025, but he has not played as yet on grass. Zverev won 7 of his last 10 matches.
His best achievement of the current season was winning the tournament in Munich where he defeated Ben Shelton in the final 6-2 6-4.
Last year in Boss Open Alexander didn’t compete in this event.
H2H Jan-Lennard Struff vs. Alexander Zverev
This contest would be 7th time that Jan-Lennard Struff and Alexander Zverev clash against each other. The head to head is 5-1 for Zverev (see full H2H stats), but they have never played each other on grass in major tournaments.
Yet, Jan-Lennard Struff may take on Brandon Nakashima. Their head to head is 0-0.
Final – Taylor Fritz’s rankings and performance.
Head to head 2-1 for Jan-Lennard Struff
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 21-11 | 13-5 | 3-4 | 1-1 | 4-1 | 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 17-10 record in 2025, but he has not played as yet on grass. Taylor won 5 of his last 10 matches.
His best achievement of the year was conquering the tournament in Australia where he overcame Hubert Hurkacz in the final 6-4 5-7 7-6(4).
Last year in Boss Open the American didn’t play in this event.
H2H Jan-Lennard Struff vs. Taylor Fritz
This match would represent the 4th time that Jan-Lennard Struff and Taylor Fritz fight against each other. The head to head is 2-1 for Struff (see full H2H stats), 1-0 on grass in major tournaments.
On the other hand, Jan-Lennard Struff could take on Felix Auger-Aliassime. Their head to head is 3-2 for Felix Auger-Aliassime.
