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Most recently reached the quarter-final at Queen’s where he and Dan Evans lost out to eventual champions Andy Murray and Feliciano Lopez. Won the ATP 250 Hungarian Open title alongside his brother Neal in April, beating Marcus Daniell and Wesley Koolhof in the final. Reached the second round at Roland Garros with Neal, where they were beaten by Bob and Mike Bryan.
Winning his first title alongside his brother in (ATP 250 in Montpelier 2018). At the 2010 Commonwealth Games, Skupski and Ross Hutchins won the Doubles Silver Medal. In the Mixed Doubles, Skupski and Sarah Borwell beat Ross Hutchins and Anna Smith to win the Bronze Medal. His best result at a grand slam came at Wimbledon 2017, reaching the quarter-finals of both the men's doubles and mixed doubles.
Skupski used to attend Louisiana State University, graduating in May 2007. NCAA Doubles finalist 2005 and Two-time Southeastern Conference Coaches Indoor Champion (only player in the history of the Southeastern Conference to win back-to-back titles). Fourth biggest winning player in the school’s history with 107 wins. Six-time All-American (two Singles, one Doubles and three Academic).