Deeper Roots serves as the sequel to Chapman's 2013 Billboard No. 1 Bluegrass Album Deep Roots, which was exclusively released with Cracker Barrel. Along with Skaggs, Chapman was also joined by Gary LeVox of Rascal Flatts for a collaboration on "'Til The Blue." Chapman performed the song, which he wrote with Lori McKenna and Barry Dean, for the first time on the Grand Ole Opry stage. Deeper Roots was produced by Chapman and Brent Milligan, engineered by Milligan and Brent King, mixed by Milligan, King and Sean Moffitt and mastered by Brad Blackwood at Euphonic Masters. The 13-track collection features a mixture of familiar hymns like "Life Is Like A Mountain Railroad" and "I'll Fly Away," fan-favorite hits including "Cinderella" and brand-new songs such as "Where The Bluegrass Grows" and the aforementioned "'Til The Blue."