Jenson Brooksby vs Stefanos Tsitsipas - Predictions, Betting Tips & Live Stream Guide for ATP Winston Salem
Jenson Brooksby put on a dominant display in his Winston Salem opener, defeating Giovanni Mpetshi Perricard in straight sets without facing a break point. Despite a difficult season, his hard court form is promising, while Stefanos Tsitsipas continues to struggle adjusting after recent coaching changes and inconsistent results on hard courts. Brooksby previously beat Tsitsipas in their only meeting and, given current form, is tipped to score another upset. Bettors are encouraged to back Brooksby at attractive odds for this ATP Winston Salem clash.
- Brooksby had a strong win in his opener in Winston Salem
- The American beat Tsitsipas in their only meeting
- I am backing Brooksby to upset the odds in the 2nd round
Jenson Brooksby v Stefanos Tsitsipas Live StreamWatch live online at bet365 > Tennis > ATP Winston-Salem. T&Cs apply.
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Stefanos Tsitsipas showed a brief resurgence in Gstaad but hasn’t translated that form to hard courts.
Jenson Brooksby was sensational in his opening match in Winston Salem and if he gets close to that form here, the American can win at handy odds.
| Jenson Brooksby | Stefanos Tsitsipas | |
|---|---|---|
| Nationality | United States | Greece |
| Age | 25 (26 October 2000) | 28 (12 August 1998) |
| Height | 6’4" (193 cm) | 6'4" (1.93m) |
| Plays | Right-Handed | Right-Handed |
| Ranking | 74 | 49 |
| Career High | 33 (June 2022) | 3 (January 2018) |
| ATP Tour Titles | 1 | 13 |
| 2026 ATP Tour Titles | 0 | 1 |
| Grand Slam Titles | 0 | 0 |
| Winston Salem Open Best Result | First Appearance | Second Round (2025) |
HTH
Jenson Brooksby is 1-0 against Stefanos Tsitsipas, the victory coming in 2022.
| Year | Event | Surface | Round | Winner | Score |
|---|---|---|---|---|---|
| 2022 | Indian Wells Masters | Hard | R32 | Brooksby | 1-6 6-3 6-2 |
Brooksby Off to a Flyer in Winston Salem
Jenson Brooksby started the year inside the Top 50 but dropped out after suffering nine straight defeats. Six of those came on clay.
The American immediately found some form on the hard court swing, reaching the quarter-finals in Los Cabos. He then lost to Ben Shelton in the second round in Montreal and Jaime Faria in the first round in Cincinnati.
The 25-year-old was impressive in his opening match in Winston Salem, thrashing Giovanni Mpetshi Perricard 6-3 6-2 in 60 minutes. He won 75% of his 1st serves, 85% of his 2nd serves and didn’t give up a break point.
Tsitsipas Adjusting to New Coach
Stefanos Tsitsipas dropped as low as World No.88 in June, highlighting his struggles on Tour. He went out in the second round in all three Grand Slams.
The Greek made a coaching change after Wimbledon, splitting from his father and long-time coach, Apostolos Tsitsipas, bringing in Thomas Perrin. It paid immediate dividends as he won the title in Gstaad, his first in 16 months.
The 28-year-old couldn’t maintain that form on hard courts, beaten by Alex de Minaur in his opening match in Washington and Joao Fonseca in the second round in Montreal.
Tsitsipas won just 30% of his 2nd serves in a 6-3 7-5 second round defeat to Felix Auger Aliassime in Cincinnati.
How to Watch Jenson Brooksby vs Stefanos Tsitsipas Live
- Event: 2026 Winston Salem Open
- Round: Second Round
- Date: Monday, 24 August 2026
The Jenson Brooksby vs Stefanos Tsitsipas match at the 2026 Winston Salem Open is available to stream live for registered users on Stake.
Stake is our top-recommended platform for watching tennis live online. They offer high-definition, low-latency streams alongside competitive in-play betting odds so you can follow every point in real time.
Steps to Stream the Match Live:
- Create an Account: Visit Stake.com via our official link to open an account.
- Fund Your Account: Make a minimum deposit using your preferred payment method.
- Locate the Match: Go to the Tennis tab under Live Events and select Jenson Brooksby vs Stefanos Tsitsipas.
- Start Streaming: Click the Live Stream icon on the match screen to open the video feed.*
*Geo-restrictions apply. Users must be 18+ and hold a funded account to view live streams. Please gamble responsibly.
ATP Winston Salem Live Streams
- Time
- Sport
- Event
- Live
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2026/08/24
06:00:00
PM Tennis Lorenzo Sonego vs Vit Kopriva
ATP Winston-SalemStream
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2026/08/24
06:00:00
PM Tennis Kamil Majchrzak vs Benjamin Bonzi
ATP Winston-SalemStream
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2026/08/24
06:00:00
PM Tennis Quinn Vandecasteele vs James Duckworth
ATP Winston-SalemStream
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2026/08/24
06:00:00
PM Tennis Dhakshineswar Suresh vs Marcos Giron
ATP Winston-SalemStream
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2026/08/24
07:30:00
PM Tennis Adam Walton vs Jesper De Jong
ATP Winston-SalemStream
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2026/08/24
07:30:00
PM Tennis Martin Damm vs Abdullah Shelbayh
ATP Winston-SalemStream
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2026/08/24
07:30:00
PM Tennis Jan Choinski vs Mees Rottgering
ATP Winston-SalemStream
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2026/08/24
07:30:00
PM Tennis Sebastian Gorzny vs Cruz Hewitt
ATP Winston-SalemStream
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2026/08/24
09:00:00
PM Tennis Felix Balshaw vs Aleksandar Kovacevic
ATP Winston-SalemStream
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2026/08/24
09:00:00
PM Tennis Roman Safiullin vs Hugo Grenier
ATP Winston-SalemStream
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2026/08/24
10:30:00
PM Tennis Jenson Brooksby vs Stefanos Tsitsipas
ATP Winston-SalemStream
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2026/08/25
12:00:00
AM Tennis Daniel Altmaier vs Francisco Comesana
ATP Winston-SalemStream
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Verdict
Jenson Brooksby was dominant in the first round in Winston Salem and I am still not trusting Stefanos Tsitsipas as a favourite. Brooksby has the weapons to win at big odds here.
Jenson Brooksby Win
Winner
@6/4 - 2 Units
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