In his review for Rolling Stone magazine, Anthony DeCurtis gave the album four out of five stars, calling it an "equally appealing follow-up to Webb's 2010 release Just Across the River."[3] DeCurtis goes on to write:
It's a tribute to Webb's craftsmanship and the depth of his catalog that after 27 songs, the quality of the selections on these two albums has not dipped a notch. And it's a testament to the power of Webb's own highly personal, granular style of singing that none of those high-profile guests ever quite overshadows Webb himself.[3]
DeCurtis notes that producer Fred Mollin's "atmospheric, country-tinged settings" provide the album with a consistency that unifies the diverse sounds of the featured artists and the selection of songs that span several decades.[3] The highlight of the album for DeCurtis is MacArthur Park, here given new life by Brian Wilson's "Beach Boys-style backing vocals, Molin's Americana touches and Webb's own craggy recitation"—all serving to capture the "timelessness" of this classic song.[3]
PopMatters music journalist Neil Kelly wrote, "The most praise goes to Webb himself, showing incredible vocal range for his age. His abilities to mesmerize are none diminished, and this benefits a few of the songs as some of his collaborators clearly are having a hard time keeping up."[4]