Wilson, nearly a generation older than the other members, was occasionally featured with the group into 2010, including contributions to the recordings, Dona Got a Ramblin' Mind, CCD and Joe Thompson, Heritage (with songs culled from Sankofa Strings' independently-released CD, Colored Aristocracy) and nearly half of Genuine Negro Jig.

All of the musicians sing and trade instruments including banjo, fiddle, guitar, harmonica, snare drum, bones, jug, and kazoo.

Additionally they have performed on A Prairie Home Companion, Fresh Air, and BBC Radio in early 2010, and at the 2010 Bonnaroo Music Festival in Manchester, Tennessee,[7] and at the 2011 Romp,[8] in Owensboro, Kentucky.

[12] CCD contributed a track, "Political World," to the Bob Dylan tribute compilation, Chimes of Freedom (album) released in January 2012.

On November 12, 2013, the Carolina Chocolate Drops announced that Dom Flemons would be leaving to embark on his own solo career,[18] and introduced two new members: cellist Malcolm Parson and multi-instrumentalist Rowan Corbett.

[19] In 2014 the Carolina Chocolate Drops worked with choreographer Twyla Tharp and dancers Robert Fairchild and Tiler Peck to create Cornbread Duet.