Harriet Dart progressed through the first round of US Open qualifying, while Jack Draper retired after losing a first set tie-break at the Winston-Salem Open on Tuesday.
British No 4 Dart fought back from a set down to beat world No 209 Chloe Paquet 3-6 6-4 6-1.
The 27-year-old, ranked 140th, will face world No 86 Yanina Wickmayer in the second round after the Belgian made it past Katherine Sebov of Canada 6-7 (3-7) 7-5 6-2.
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Watch the US Open live and exclusive on Sky Sports from August 28 to September 10. All courts will be available to watch for the first time
But British No 3 Watson missed out for the second straight year as she went down 6-3 6-2 to Ukraine’s Dayana Yastremska.
Yastremska will next face 2014 Wimbledon finalist Genie Bouchard after the 29-year-old Canadian defeated American Katherine Hui 6-2 6-3.
Liam Broady, Jan Choinski and Lily Miyazaki start their qualifying campaigns in New York on Wednesday.
Players need to win three rounds to reach the main draw.
Jack Draper suffered yet more injury heartache after retiring from his match at the Winston-Salem Open
At the Winston-Salem Open, Draper retired after dropping the opening set to Tallon Griekspoor in the second round.
The 21-year-old Briton has struggled with injury in recent times and only made his comeback at the tournament in North Carolina having missed the entire grass court season.
Draper had run second seed Griekspoor close in the opening set before falling to a 7-6 (10-8) loss and retiring to send his Dutch opponent into round three.
The decision to leave court will be a concern to Draper and his team given his injury record, with abdominal and shoulder issues severely curtailing his 2023 to date.
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The US Open celebrate 50 years of becoming the first of the Grand Slam tournaments to offer equal prize money to men’s and women’s competitors
When is the US Open live on Sky Sports?
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A look back at the most memorable moments for British players at the US Open, including titles for Andy Murray and Emma Raducanu
The US Open returns to Sky Sports on Monday, August 28 with the promise to give fans live coverage of the Grand Slam like never before.
Sky Sports has access to all individual court feeds and will broadcast a minimum of 135 hours of competition throughout the two-week Grand Slam tournament.
Sky Sports subscribers on Sky Glass, Sky Stream, Sky Q, and the Sky Sports app will be able to watch all courts for the first time on Sky Sports.
Across Sky Sports’ linear channels and on Sky Sports digital and social channels, tennis fans can enjoy extensive coverage, including both the men’s and women’s tournaments, alongside respective doubles, mixed doubles, juniors, and wheelchair competitions.
Watch the US Open – live on Sky Sports – from Monday August 28. Stream the US Open and more with NOW for £26 a month for 12 months
