Sweeting was born in Nassau, Bahamas. He has been living in Fort Lauderdale, Florida.
In September 2013, Sweeting became engaged to actress Kaley Cuoco after three months of dating. They married on December 31, 2013, in Santa Susana, California. Cuoco announced in September 2015 that she was filing for divorce. The divorce was finalized in May 2016.
In 2005, he won the US Open Boys' Singles title, beating Jérémy Chardy in the final.
As a junior, Sweeting compiled a singles win/loss record of 94–51 (89–46 in doubles), reaching as high as no. 2 in the junior world rankings in September 2005.
In 2006, he attended the University of Florida in Gainesville, Florida, where he played for the Florida Gators men's tennis team in NCAA competition. During the year, he received United States citizenship. He made his professional US Open debut in 2006, where he defeated Argentine Guillermo Coria in the first round (Coria retired while down 3–2) before losing to Belgian Olivier Rochus in five sets. Sweeting served as a practice partner for the U.S. Davis Cup team in the 2006 World Group semifinal against Russia in Moscow.
Sweeting turned professional in 2007. Sweeting captured four ProCircuit doubles titles in 2007. He won the Rimouski Challenger in Canada in November 2008 for his first ProCircuit singles title. He finished 2008 ranked no. 216 in the ATP world rankings.
Sweeting captured the Dallas Challenger singles title in February 2009, without dropping a set. In April, at the US Men's Clay Court Championships in Houston, Texas, Sweeting and doubles partner Jesse Levine lost to Americans Bob and Mike Bryan, ranked no. 1 in the world, in the doubles final 6–1, 6–2.
At the US Men's Clay Court Championships in Houston, Sweeting won his only ATP World Tour singles title by beating Kei Nishikori of Japan.
This table is current through 2013 Wimbledon.
This table is current through 2012 Wimbledon.