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In July 2016, he announced that he was training to become a San Francisco firefighter. He left firefighter training after only 2 months and did not complete the training. In February 2017 he announced on his Facebook page that he was going to make another attempt to play basketball professionally. He hired an agent but did not receive any contract offers. As of October 2017 he resides in San Francisco and remains a free agent. In August 2017 he posted on Facebook that he was now pursuing acting and writing. He posted that he received hist first acting job to play Marshawn in an upcoming movie 'Conundrum: Secrets Among Friends' to be released in late 2018.

On March 24, 2015 Gordon announced his intention to transfer from UMass and play college basketball at another school for the 2015–16 season. He had one year of eligibility left. He graduated from UMass in May 2015, making him eligible to enroll as a graduate student at another college and play immediately.

Gordon transferred to Seton Hall for the 2015–16 season after graduating from UMass. Gordon won the Big East Conference Basketball Tournament as a member of the Pirates.

In 2014, Gordon became the first men's basketball player in the National Collegiate Athletic Association's Division I to come out as gay and play in a game. in 2016 Gordon became the first player to play in the NCAA tournament with three different teams, Western Kentucky, UMass, and Seton Hall.

Gordon began to think he might be gay while attending middle school. In April 2014, Gordon came out to his family and teammates. He subsequently chose to come out publicly later in 2014, becoming the first openly gay men's basketball player in Division I. Gordon said "I just didn't want to hide anymore, in any way ... I've been waiting and watching for the last few months, wondering when a Division I player would come out, and finally I just said, 'Why not me?'" He further said that Jason Collins' becoming the first openly gay player in the National Basketball Association inspired him to come out. Gordon's family was mixed in their responses to his coming out. He received praise from Collins and Michael Sam, who became the first openly gay player in the National Football League. Students organized a rally in support of Gordon, occurring on April 16, which drew over 1,500 supporters. Five members of the Westboro Baptist Church were on hand to protest against Gordon. Later that year, he became the first openly gay player in Division I to play in a men's basketball game. In 2016, he became the first openly gay man to play in the March Madness tournament. As of 2020 he regularly uploads on his YouTube channel which has amassed over 2.4K susbcribers.

Gordon played for UMass during the 2013–14 season. He started all of the team's 33 games. On the season, he averaged 9.4 points and 3.5 rebounds per game, scoring a season-high 22 points in a game against the Nebraska Cornhuskers. The Minutemen qualified for the NCAA Tournament, but lost in the second round to the Tennessee Volunteers.

Upon graduating from high school, Gordon enrolled at Western Kentucky University, where he played for the Hilltoppers team during the 2011–12 season. He led WKU in scoring with 11.8 points per game. Gordon was named to the All-Sun Belt Conference third team. After the season, he decided to transfer to the University of Massachusetts (UMass), due to a change in the coaching staff at Western Kentucky, and in order to be closer to his family. Due to the NCAA's rules on transfers, he sat out the 2012–13 season.

Derrick Robert Gordon (born December 12, 1991) is an American former college basketball player. A shooting guard, Gordon attended Seton Hall University and played for the Pirates. Gordon transferred to Seton Hall for the 2015–16 season after graduating from the University of Massachusetts-Amherst, where he played for the UMass Minutemen basketball team for two seasons.