Medvedev Faces Damm Jr in Winston-Salem Round of 32

Daniil Medvedev, ranked No. 8 in the world, plays Martin Damm Jr, No. 92, in the Round of 32 at the Winston-Salem Open on August 25, 2026, at Wake Forest University Tennis Complex in North Carolina.

Medvedev enters the match as a clear favorite with an implied winning chance of 78.1%, while Damm holds a 27.8% chance, according to betting odds. Medvedev’s 2026 record stands at 33 wins and 14 losses, compared to Damm's 21 wins and 14 losses.

Both players have no prior head-to-head meetings. Damm has risen dramatically in rankings from 431st a year ago to 92nd this season. Medvedev previously won the Winston-Salem title in 2018 and reached the final in 2017.

Juan Pablo, a sports writer and betting analyst, said, "The primary actionable takeaway remains backing Daniil Medvedev to cover the -3.5-game spread at -125. The matchup data explain why: Medvedev creates 0.68 break points per game compared with Damm’s 0.43, wins 28.6% of return games versus 15.4%, and converts break points at a 42.3% rate versus 35.7%."

Juan Pablo added, "There are meaningful risks to a spread ticket. Damm has the better service profile—88.9% of service games won versus Medvedev’s 83.0—and leads in aces per game, second-serve points won, break points saved, and tiebreak-win rate. If Damm protects serve and pushes a set to a tiebreak, the -3.5 becomes vulnerable."

Medvedev is playing to regain confidence after recent struggles. As reported by bets.com.au, "Medvedev has dropped 1+ set in four of his last five matches against players outside the top 90 - the World No. 8 remains vulnerable as he begins his Winston-Salem Open campaign on Tuesday against the big-serving Martin Damm."

Regarding Medvedev's recent form, bets.com.au noted, "Medvedev has a solid 9-2 record against players outside the top 90 this season, but it hasn't been easy for him, with the Russian dropping at least one set in four of his last five such meetings."

Martin Damm has shown a powerful serve and recent form includes a straight-sets win over Abdallah Shelbayh at Winston-Salem. Medvedev has had seven days rest compared to one day for Damm, who served 16 aces in his previous match.

According to en.tennistemple.com, "On hard courts, Medvedev has a record of 327-121 in main draws, compared to 73-110 for Damm. The American left-hander, however, comes off a two-set win in the first round."

The match is scheduled for August 25, with Medvedev favored to advance but Damm expected to be competitive, potentially winning a set before Medvedev prevails.