In a match representing one of the largest age gaps between players on the men's tennis tour in recent decades, 39-year-old Tommy Haas edged 19-year-old Reilly Opelka 7-6 (5), 4-6, 6-3 on Monday at the U.S. Men's Clay Court Championship.
It was the first ATP tour-level victory since Wimbledon in 2015 for Haas, once ranked as high as No. 2, but now semi-retired and outside the top 800. Opelka is ranked 168th.
Haas earned his lone service break of the 6-foot-11 Opelka in the third set. Overall, Haas was 1 for 10 on break chances.
According to the ATP World Tour, the roughly 19½-year gap between Haas and Opelka ranks as the fifth-biggest in a tour match since 1995, and the eighth-biggest since 1985.
In a first-round match earlier Monday in Houston, Nicolas Kicker advanced when qualifier Noah Rubin retired while trailing 5-3 in the first set.
Defending champion Juan Monaco faced Dustin Brown at night.
This version is updated with the ATP correcting its information to say that age gap between Haas and Opelka is fifth-biggest since 1995.
More AP tennis: apnews.com/tag/apf-Tennis