Joshua Milton is just one win away from the main draw of the Aegon Trophy in Nottingham after beating top seed Rhyne Williams in the second round of qualifying on Sunday.
Fellow Brit Marcus Willis also overcame fourth seed Austin Krajicek in a first-round qualifier, while Edward Corrie's second-round meeting with Thanasi Kokkinakis will resume at 4-4 in the first set on Monday after bad light halted proceedings.
Both Willis and Corrie need to win two matches on Monday to reach the main draw.
After easing past British wild card Luke Johnson in the opening round, World No. 596 Milton defeated Williams, ranked 381 places higher, in straight sets 7-6(5) 6-2.
Milton will need to beat Australian sixth seed Benjamin Mitchell to qualify for the main draw of an ATP Challenger event for the first time since reaching the quarter finals in Champaign, USA, in November.
"It is one of my best wins for a while, but I have another tough match now against Mitchell," said Milton."
"Winning a match like that shows that I can definitely compete at this level and beat any other guy on my day.
"I knew I had a good chance on grass, while I haven't practiced on it any more than anyone else, I've played a lot on it over the years and felt comfortable."
The main draw for the men's event, which commences on Tuesday, is a tricky one for British players already there.
Wild card Daniel Smethurst meets defending champion Matthew Ebden, while British No. 3 James Ward takes on second seed Steve Johnson, who last year claimed the Aegon Nottingham Challenge on grass.
Aegon GB Davis Cup team member Dan Evans comes up against Dan Cox in an all-British affair and teenager Kyle Edmund faces eighth seed and former Aegon Nottingham Challenge winner Dudi Sela.
David Rice, fresh from claiming a Futures title in Turkey on Sunday, meets fifth seed Kenny De Schepper of France.
Elsewhere, former World No. 8 and 2006 Australian Open runner-up Marcos Baghdatis is drawn against 2012 Aegon Trophy winner and last year's runner-up Benjamin Becker.
The women's draw is also a difficult one for British players.
Aegon GB Fed Cup player Johanna Konta, who is ranked eighth, comes up against 2012 London Olympics doubles silver medallist Andrea Hlavackova, while teenage wild card Katy Dunne faces former Wimbledon semifinalist Mirjana Lucic-Baroni.
Naomi Broady, another British wildcard comes up against Tamira Paszek who claimed the Aegon International singles crown at Devonshire Park in 2012.
Vesna Dolonc, who beat 16th seed Jelena Jankovic on the way to making it to the third round of Wimbledon last year, awaits Emily Webley-Smith in the first round.
Former Aegon Trophy champion Eleni Daniilidou came through qualifying, beating Australian Arina Rodionova in the last round on Sunday, to book a meeting with Aegon GB Fed Cup player Tara Moore in the opening round.
The Aegon Trophy, starting on Monday 2nd June, is the first of back-to-back events making up the Nottingham Festival of Tennis, with the Aegon Challenge finishing on Sunday 15th June.
Entry to both the Aegon Trophy and Aegon Challenge is free for all spectators.
For more information, including orders of play and a full list of results for the Nottingham Festival of Tennis, visit www.nottinghamfestivaloftennis.com.