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On October 5, 2016, Anderson joined Promitheas Patras returning to the Greek Basket League after 10 years.

At Kathleen High School in Lakeland, Florida, Anderson averaged 22.8 points a game and finished as the second leading scorer in school history. In his junior year at Kathleen, Anderson helped the Red Devils win the State Championship. As a senior, he was one of the top 50 recruits in the nation, he was named an All-American, leading his team to a 106–24 record in his four seasons.

In April 2013, Anderson signed with Champville of Lebanon.

On November 1, 2013, he was acquired by the Texas Legends. On November 4, he was traded to the Canton Charge. On December 30, 2013, he was waived by the Charge. In January 2014, he signed with STB Le Havre of France.

In November 2009, Anderson was acquired by the Iowa Energy in the 1st round of the 2009 NBA D-League draft. On January 9, 2010, he was waived by the Energy. On January 13, he was acquired by the Fort Wayne Mad Ants. On February 1, 2010, his contract was terminated by the Mad Ants. The next day, he signed with Vanoli Basket of Italy. Later that year, he signed with BK Ventspils of Latvia for the 2010–11 season. During 2011–12, Anderson spent time in Iran. In December 2012, he signed with Amchit Club of Lebanon. He later signed with Al Riyadi. In February 2013, Anderson signed with Cocodrilos de Caracas of Venezuela.

Next season Anderson also stayed in Italy, where he joined top division's team Snaidero Udine, where he became league's leading scorer (18.2ppg) in 2008–09 Lega Basket Serie A season.

In 2007, he signed with TDShop.it Livorno of Italy for the 2007–08 season.

Anderson was a big important off the bench and as a senior and was the leading scorer among players not in the starting lineup. He earned All-Big East Honorable Mention honors, and averaged 12.8 points off the bench in 22.4 minutes of play. He reached double figures in 26 games. In one of the more memorable games of his collegiate career, Anderson scored the game-tying three-pointer at end of regulation against the Washington Huskies during the regional semifinals of the 2006 NCAA National Tournament sending the game into overtime with a score tied at 82. UConn went on to win in overtime, 98 to 92. Anderson ended that game with 19 points.

After going undrafted in the 2006 NBA draft, Anderson joined the Washington Wizards for the 2006 NBA Summer League. Later that year, he signed with Egaleo BC of Greece for the 2006–07 Greek Basket League season.

In the 2004 season, Anderson finished as third leading scorer for NCAA champion Huskies with 11.2 ppg. He reached double figures in 19 total games on the season and was named to the NCAA Final Four All-Tournament Team after scoring 18 points vs. Georgia Tech in the Championship game and 14 points vs. Duke. In the NCAA Tournament he averaged 17.3 points and .488 from three-point range (21-of-43). His 21 threes set a UConn single-tournament record. Rashad scored 28 points in NCAA Elite Eight win over Alabama, matching the school-NCAA record of six three-pointers he set in First Round win over Vermont.

Rashad Shaheed Anderson (born November 9, 1983) is an American professional basketball player who last played for Hapoel Haifa B.C. of the Liga Leumit. He played college basketball at the University of Connecticut.