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Bass was a contestant on Season 7 of Dancing with the Stars, and was paired with swing dance champ Lacey Schwimmer.Bass and Schwimmer reached the grand finale in competition with Brooke Burke partnering with Derek Hough and Warren Sapp partnering with Kym Johnson.In 1995, during his junior year of high school, Bass received a call from Justin Timberlake and his mother, Lynn Harless, who asked Bass if he would be interested in auditioning for the pop group NSYNC after the group's original bass singer, Jason Galasso, had quit.According to an episode of VH1's Driven, Jan Boltz, president of BMG's German division, offered NSYNC a recording contract under the condition that they replace Bass, whose dancing, he felt, "wasn't at the same level as all the others." The group's first single, "I Want You Back" began receiving major radio play in the United States, and NSYNC soon found themselves becoming an "overnight sensation", a period which Bass describes in his autobiography as "the death of my own innocence".NSYNC's success led Bass to work in film and television.He starred in the 2001 film On the Line, which his company, Bacon & Eggs, also produced.
Of this experience Bass said, "I was certain from then on that my future was to be involved with space." the youngest child of former longtime Mississippi Insurance Commissioner George Dale.
Bass joined the Mississippi Show Stoppers, a statewide music group sponsored by the Mississippi Agriculture and Forestry Museum, and the Attaché Show Choir, a national-award-winning competitive show choir group at Clinton High School.
He was also a member of a seven-man vocal group named Seven Card Stud, which competed at state fairs and performed at several social and political events for Senator Trent Lott.
Bass later said that he felt the film's success was greatly hindered by its release date, which came one week after the World Trade Center attacks of September 11, 2001.
In his 2007 autobiography, Bass wrote, "That was it – our film was finished...
In August 2013, Bass became an executive producer of the documentary film Kidnapped for Christ along with Mike C. The film sheds light on controversial behavior modification methods used on children, sent there by their parents, at an Evangelical Christian reform school in the Dominican Republic.