Kyle Crownover manages Tyler Childers' touring operation, overseeing the artist's expansion from small venues to arena shows since 2017. Alongside this primary work, Crownover maintains his own music career as a songwriter and producer. He describes the two roles as complementary, noting that structured tour management provides a necessary counterbalance to creative work and prevents burnout from constant songwriting pressure.

During touring downtime in late 2025, Crownover released four singles featuring indie-folk aesthetics rather than commercial country styling. His collaborative tracks explore personal concerns about technological effects on wellbeing and critique contemporary evangelical messaging. This direction reflects a deliberate move away from his earlier attempts at traditional Nashville songwriting, where he determined that production work and independent releases provided greater artistic satisfaction and autonomy.