Three Americans made their way into the singles main draw at the Delray Beach Open by after qualifying play concluded on Wednesday afternoon.

Donald Young was the first American through after he fought back from a set down for the second time in two days to defeat Stefan Kozlov 4-6, 6-4, 6-4 in just under two-and-a-half hours. Young will face American rising star Frances Tiafoe in the night session on Friday, not before 8:00 p.m. Tiafoe and Young have not played a professional match against one another since 2016, when they split a pair of matches at Queens and Tallahassee. Friday night’s match will mark Young’s return to the main draw of an ATP Tour event for the first time since July of 2019. The left hander will look to rediscover the form that took him all the way to the final here in Delray in 2015 to springboard his 2021 season.

In the match of the tournament to date, Christian Harrison outlasted 18-year-old wild card Zane Khan 6-1, 6-7 (11), 7-6 (4) in 2 hours, 49 minutes. Harrison has been drawn at the top of the draw against Argentine 21-year-old Tomas Martin Etcheverry. This is Harrison’s first main draw appearance since Newport in July of 2018. On face value this would appear a great draw for both players, as Etcheverry is making his debut at the ATP 250 level. This will be the pair’s first meeting in their careers.

The last man through to the first ATP Tour event of 2021 was 29-year-old Kevin King. The former Georgia Tech star breezed past No. 3 seed Goncalo Oliveira 6-3 6-3 in under an hour. This will be King’s first main draw appearance at an ATP 250 event since Atlanta in June of 2019. He will play fellow American Bjorn Fratangelo. King and Fratangelo have met on one occasion in 2015 in Charlottesville, where Fratangelo won 6-4, 6-3.

In Wednesday’s first match, Ecuadorian Roberto Quiroz continued his good form beating Croatian top seed Viktor Galovic 6-3, 7-5. This is the first time Quiroz has qualified for an ATP 250 event since Eastbourne in June of 2018. Quiroz will play wild card American Noah Rubin in the main draw on Friday. This will be the pair’s first meeting.

Each of Wednesday’s winners will look to be the fourth qualifier to claim the Delray Beach title, joining Ernests Gulbis (2013), Kei Nishikori (2008) and Andrew Ilie (1998).