Jenson Brooksby vs Stefanos Tsitsipas Preview & Prediction | 2026 Winston-Salem Open | Second Round

Click here for today’s sports betting tips from our expert analysts!

Jenson Brooksby faces a tough test in the second round of the Winston-Salem Open as he faces the tournament’s number seven seed Stefanos Tsitsipas.

Ranking points: ATP 250

Start date/time: 24 August 2026 at 11:30 pm

Venue: Wake Forest University, Winston-Salem, USA

Surface: Outdoor hard

How to watch on TV: UK – Sky Sports Tennis / USA – Tennis Channel

How to watch online: UK – Sky Go / USA – Tennis Channel

Tickets: Visit this link for the latest Jenson Brooksby vs Stefanos Tsitsipas ticket information

Jenson Brooksby vs Stefanos Tsitsipas prediction

Jenson Brooksby comes into this one on the back of a comfortable 6-3, 6-2 victory against Frenchman, Gael Mpetshi Perricard, in the first round. He had a tough time of it at ATP 1000 events earlier this month with a second round loss in Montreal before a first round defeat in Cincinnati.

Stefanos Tsitsipas won in Gstaad last month with the Greek seeking to re-establish himself as a force in world tennis. The 28-year-old made it through to the second round at both Montreal and Cincinnati before straight set defeats to Joao Fonseca and then Felix Auger-Aliassime, respectively.

Tsitsipas rediscovered some good form over the heart of the summer and he will fancy himself here against Brooksby, albeit it may not be a straightforward victory.

Jenson Brooksby vs Stefanos Tsitsipas tip: Stefanos Tsitsipas to win 2-1