Skyleroo has seen Chris Stapleton 1 time.

In 2001, Christopher Stapleton began his music career as a songwriter, penning songs for country music stars like Patty Loveless, Trace Adkins, Kenny Chesney, and Tim McGraw. In 2007, he joined The SteelDrivers as the lead singer but left in 2010, forming the short-lived band The Jompson Brothers. Universal Music Group signed Stapleton as a solo artist in 2013, releasing his debut album "Traveller" on May 5, 2015. It peaked at number one on both the Top Country Albums and Billboard 200 charts in the US. Over the next decade, Stapleton released several more Top 10 albums while breaking free of the country mold and collaborating with artists as diverse as Justin Timberlake, John Mayer, Rage Against the Machine, Adele, and Tom Morello.