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

Jenson Brooksby will face Stefanos Tsitsipas in the round of 32 at the ATP Winston Salem event on Monday.

Dimers' advanced tennis model projects Stefanos Tsitsipas as the most likely winner in this Brooksby vs. Tsitsipas prediction.

This article offers further insights into Monday's match, including best bets and picks.

Brooksby vs. Tsitsipas prediction: Who will win and advance to the round of 16?

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

Our famous predictive model gives Tsitsipas a 56% 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 -162, Jenson Brooksby +132

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

Brooksby vs. Tsitsipas picks and best bet

After matching our probabilities against the best available 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 @ +132 via DraftKings
• First Set: Tsitsipas @ -140 via DraftKings

According to our tennis best bets, the top play to make on this match is over 23.5 total games.

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 in this article are United States Eastern Time unless otherwise stated.

Conclusion

We predict Stefanos Tsitsipas, with a 56% win probability, will likely beat Jenson Brooksby at the ATP Winston-Salem Open tournament.

Additional tools and information for betting safely can be found in our Responsible Gambling hub.