Kaitlyn Sherlock has seen Zach Bryan 2 times.

At the age of 17, Zach Bryan joined the United States Navy. During his free time, however, he was writing songs and recording his performances on YouTube. In 2019, he went viral for the first time with his song "Heading South." Not long after, he released his debut studio album "DeAnn." It was followed by "Elisabeth" in early 2020. "Elisabeth" peaked at 192 on the US Billboard 200 and helped Bryan begin drawing attention from the country music industry. On April 10, 2021, he performed at the Grand Ole Opry and not long after was signed by Warner Records. In the fall of 2021, just before the start of his Ain't for Tamin' Tour, he was honorably discharged from the Navy. Approximately seven months later, he released his first major-label studio album, "American Heartbreak." It became his first Top 10 album in both the US and Canada and contained his first single to chart on the Billboard Hot 100, "Something in the Orange," which peaked at number 10.