A plaintive, quivering country troubadour indebted to the literary side of Red Dirt country -- he wrote a song saluting Evan Felker of the Turnpike Troubadours, one of the genre's leading lights of the 2010s -- Zach Bryan began carving out a career for himself while he was still enlisted in the Navy. He recorded his 2019 debut album, DeAnn, during a break in his service, and it, along with videos he posted online, helped him cultivate an audience that crested with the 2020 release of Elisabeth and its accompanying single "Heading South." Bryan capitalized on this burgeoning popularity with American Heartbreak, a sprawling 2022 triple album that marked his major-label debut and mainstream breakthrough: it debuted at number one on Billboard's Country Albums chart. He consolidated his success in 2023 with the eponymously titled Zach Bryan, which featured the hit duet with Kacey Musgraves "I Remember Everything." He teased his fifth album with 2024's "Pink Skies."