Alan Jackson stands comfortably at the crossroads of modern pop-country bombast and foundational country-and-western songcraft. Always suited in a new cowboy hat, with sandy blond hair dangling from its bottom in a perfect splay, Jackson—who turned "Mercury Blues" into a propulsive country hit only a year after demanding that the dive bar DJ not rock the jukebox—certainly made his contributions to country crossover. But he's also co-written most of his hits and remained largely loyal to a producer and a batch of collaborators, to make no mention of his recent admission that the one thing he still needs to accomplish in his career is "to do a pure bluegrass album." As the biggest country stars still head to the arenas and major sheds, it feels appropriate to find Jackson scaling back for the sylvan setting of Koka Booth. —Grayson Currin