44 in July 2010, and won seven titles on the ATP Tour, most notably the 2021 Mexican Open alongside younger brother Neal Skupski, with whom he regularly competed from 2013.
[2] As youngsters, the brothers once lost a game of doubles against a pairing with special educational and emotional needs, which they claim motivated them to train harder and which they attribute to their future success.
In September, the Davis Cup Captain John Lloyd announced that Skupski was part of the Great Britain Davis Cup squad for the Europe/Africa Zone Group 1 relegation play-off against Poland, Skupsi was acting as cover for any injuries and helping the team prepare for Poland's world top-10 ranked doubles team, but didn't play.
Two months later they won their second title at the St Petersburg Open, defeating another French team of Jérémy Chardy and Richard Gasquet in the final in three sets 2–6, 7–5, 10–4.
Following his successful run at the Eastbourne Open he finally got a win at Wimbledon in the first round, but again lost in the second to the much more experienced and second seeds the Bryan brothers in straight sets, he was partnering Fleming.
For the first time in his career he competed at all four Grand Slams in the same year, but at the US Open, Skupski and Fleming lost in the first round in straight sets.
Defeat would have meant Great Britain's relegation to Europe Zone Group III, the lowest tier of the competition.
[13][14] In October, at the Commonwealth Games in Delhi, England's Skupski and Ross Hutchins won the Doubles Silver Medal, by losing to Australians Paul Hanley and Peter Luczak in the final.
In mid June, Skupski for the second time got to the final of Aegon International partnering Jamie Delgado, but lost to fellow Brits Colin Fleming and Ross Hutchins 4–6, 3–6.
At the US Open Skupski, with full-time partner Jamie Delgado made it to the third round before losing to Spanish sixth seeds Marcel Granollers and Marc López in straight sets 2–6, 4–6.
The Skupski brothers ranking as a partnership was not high enough to guarantee entry at the French Open, so they split to give themselves a better chance of qualifying.
Ken partnered New Zealander Michael Venus, a fellow Louisiana State University alumni, while Neal teamed up with American Bradley Klahn, though they all lost in the first round.
[17] In July, Neal Skupski was busy playing World Team tennis in the US, so Skupski partnered Divij Sharan, clinching the doubles title in the Euro 42,500 men's Challenger tennis tournament, with a 4–6, 7-6(3), 10–6 victory over fourth seeds Ilija Bozoljac of Serbia and Flavio Cipolla of Italy, in Recanati, Italy.
[18] In September, the Skupskis won the St. Remy Challenger title in France, only playing two matches in the event due to opening round byes and a Semi-Final walkover.
At the 2017 Wimbledon Championships he reached the quarterfinals as a wildcard for the first time in his career partnering with his brother Neal where they were defeated by 4th seeded pair Łukasz Kubot and Marcelo Melo.
[22] In June, at the beginning of the grass court season, partnering Jonny O'Mara, he defended his Nottingham Open title by beating Julian Cash and Henry Patten in the final after saving three championship points.
[25] He was also scheduled to play Wimbledon mixed doubles with Heather Watson, but she pulled off before their first round match with a knee injury.
[26] Skupski has played two seasons with World TeamTennis starting in 2017 when he debuted in the league with the Orange County Breakers and was named WTT's Male Rookie of the Year.