Jenson Brooksby vs. Stefanos Tsitsipas prediction, odds, picks for ATP Winston-Salem Open 2026

Using innovative machine learning and data, we have simulated the result of Monday's Brooksby-Tsitsipas men's singles match, forming part of our tennis predictions coverage.

Our leading predictive model gives Tsitsipas a 59% chance of defeating Brooksby at the ATP Winston-Salem Open tournament.

Jenson Brooksby vs. Stefanos Tsitsipas odds

We have sourced the most up-to-date betting odds in America for this match, which are listed here:

• Moneyline: Stefanos Tsitsipas -181, Jenson Brooksby +154

All odds are correct at the time of publication and are subject to change.

Brooksby vs. Tsitsipas picks and best bet

After matching our predictions against the best current odds, we can reveal our picks for each of the major markets in this matchup. Plus, find our best bet for the game below:

• Moneyline: Brooksby @ +154 via DraftKings
• First Set: Tsitsipas @ +100 via DraftKings

According to our tennis best bets, the top play to make on this match is Jenson Brooksby to win.

Although Brooksby is less than likely to win, he provides the best value at the current available odds.

These picks are based on our probabilities matched against the implied probabilities from the sportsbook odds.

Brooksby vs. Tsitsipas updates and essential details

The ATP Winston-Salem Open match between Jenson Brooksby and Stefanos Tsitsipas is scheduled to begin on Monday at 6:30 PM ET.

• Who: Jenson Brooksby vs. Stefanos Tsitsipas
• Date: Monday, August 24, 2026
• Approx. Time: 6:30 PM ET/3:30PM PT
• Tournament: ATP Winston Salem, USA Men's Singles 2026
• Round: Round of 32

All dates and times mentioned in this article are United States Eastern Time unless otherwise noted.

Conclusion

We predict Stefanos Tsitsipas, with a 59% win probability, will likely beat Jenson Brooksby at the ATP Winston-Salem Open tournament.

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