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On July 7, 2019, Cummings signed a two-year contract with Lokomotiv Kuban of the Russian VTB United League.

On July 6, 2018, Cummings signed with the German team EWE Baskets Oldenburg for the 2018–19 season. He got honored with the MVP title and lead his team to the 2nd place in the regular season.

On July 17, 2017, Cummings signed a 1+1 year deal with the Turkish club Darüşşafaka. Cummings helped Darüşşafaka to win the 2018 EuroCup title.

On April 29, 2016, Cummings left Rio Grande Valley and signed with Dolomiti Energia Trento of the Italian LBA for the rest of the season. On May 4, he made his debut with Dolomiti Energia in a 73–70 loss to Juvecaserta Basket, recording 12 points, three rebounds and two steals in 18 minutes of the bench.

In July 2016, Cummings joined the San Antonio Spurs for the 2016 NBA Summer League, and on July 24, 2016, Cummings signed with Greek Basket League club Aris Thessaloniki.In the semifinals of the 2017 Greek Cup, Cummings scored the game-winning lay-up against AEK Athens, to give Aris the ticket to the Cup Final against Panathinaikos Athens.

As a senior, Cummings was named to the First Team All-American Athletic Conference. He missed a game against Cincinnati after suffering a strained muscle in his leg on January 10, 2015. He led the team in scoring (14.8 points per game), assists (4.2 per game) and steals (1.9 per game). With 189 free throws made, he finished tied for second in school history in made free throws in a season. Additionally, Cummings completed his collegiate career 35th on Temple's all-time scoring list, and led the team to a 17-win improvement from the previous year, the highest in the nation. Temple reached the NIT semifinals.

After going undrafted in the 2015 NBA draft, Cummings joined the Houston Rockets for the 2015 NBA Summer League. On September 3, 2015, he signed with the Rockets, only to be waived by the team on October 23 after appearing in six preseason games. On November 2, he was acquired by the Rio Grande Valley Vipers of the NBA Development League as an affiliate player of the Rockets. On November 13, he made his professional debut in a 110–106 win over the Idaho Stampede, recording 11 points and 5 assists in 32 minutes. On January 29, 2016, he was named in the West All-Star team for the 2016 NBA D-League All-Star Game. At the season's end, he was named to the All-NBA D-League Second Team and All-Rookie Team.

Cummings, a point guard from Jacksonville, Florida, committed to play for Temple on September 4, 2010. He averaged 18.1 points, 8.1 assists, 4.0 steals per game as a senior at Providence School, in addition to carrying a 4.0 grade point average. The Jacksonville Times-Union named him the high school boys basketball player of the year. Cummings drew attention from Stanford, Miami (Fl.), and Boston College, but chose Temple because of their winning tradition.

Will Cummings (born October 7, 1992) is an American professional basketball player for Lokomotiv Kuban of the VTB United League. He played college basketball for Temple.