Chris Rupp

Chris Rupp was introduced to Darren and Skyland Productions during his early years with Home Free, almost a decade before the group won the Sing-Off on NBC.  Chris and Darren worked closely on many Home Free records including post Sing-Off release, "Crazy Life" as well as their follow ups, "Country Evolution", and their Christmas release, "Full of Cheer".

For years, Chris had aspirations to pursue new genres of music, and in 2016, he left Home Free to pursue a solo career, and soon recorded, Shine with Darren as well as his own Christmas album, A Little Bit of Christmas. Chris went on to do 5 more albums with Darren, including Rise, A Little More Christmas, A New Day: A Cappella Vol. 2, Sharing the Covers, & This Is My Song.  

Darren and Chris continue to work closely on his many projects which include his solo recordings and his work with the vocal groups, Cypress Fyre, and 7th Avenue.