High Quality Content by WIKIPEDIA articles! "Dilemma" is a song by the American rapper Nelly and R&B singer Kelly Rowland. The single was released in 2002 from the Nelly`s album Nellyville, and Rowland`s album Simply Deep. In the 50th Anniversary of the Hot 100 issue of Billboard magazine, the song was ranked at number 64 on the all-time Hot 100 songs while at the end of 2009 was named the 11th most successful song from 2000 to 2009, on the Billboard Hot 100 Songs of the Decade. The song won a Grammy Award for Best Rap/Sung Collaboration at the 45th Grammy Awards. Dilemma was accreditated internationally with 16 certifications.