Rollings was featured on Mark Knopfler's 2004-2005 Shangri-La world tour as a keyboardist, and toured with him again starting in 2006, 2008 and 2010.[2] Also in 2008, Rollings participated in the production of the album Psalngs,[3] the debut release of Canadian musician John Lefebvre.
In 2018, he toured with Alison Krauss, produced Blues Traveler’s thirteenth studio album Hurry Up & Hang Around, and also received two GRAMMY nominations for his work producing Willie Nelson’s My Way: Willie Nelson Sings Sinatra (Best Traditional Pop Vocal Album and Best Arrangement, Instruments and Vocals).[4]