[8][9] Due to a lack of time spent with his family, he quit pipelining to pursue a truck lift venture with his stepbrother's welding business Top Notch Metal Worx.
[10] While awaiting the completion of a customer's build at his stepbrother's establishment, Bailey recorded himself singing "Stay" by Black Stone Cherry for Snapchat.
[12] In December 2020, Zimmerman started sharing original music on his TikTok account, notably featuring "Never Comin' Home."
[13] On February 3, 2021, he released his debut single "Never Comin' Home", which later entered the top 20 on Spotify's Viral Chart in the United States.
[19] Due to the success of these songs, Zimmerman was signed to Warner Music Nashville and Elektra Records,[20] with "Fall in Love" later charting at Country radio format.
[22] As a result of high demand, Zimmerman extended his headlining tour of the United States into the fall of 2022, with Josh Ross opening his early 2023 dates.
[26] He will support the album with the "Religiously: The Tour" across the United States, Great Britain, and Ireland in 2024, with Josh Ross again joining him as an opening act.
[27] “Rock And A Hard Place” broke the record for the longest climb to the top 10 for a song by a soloist in Billboard Hot 100 history.
"[30] On June 17, 2024, Zimmerman created anticipation for his new track "New To Country" by teasing it on social media platforms, following its use as pre-concert hype music.
[34] Zimmerman has been a lifelong fan of WWE, expressing that he had dreamed of attending an event since childhood but couldn’t afford it growing up.
[35] He had previously invited Big Show to carry him on his shoulders during his performance at the 58th Annual Country Music Association Awards.
[36] On February 11, 2023, Bailey performed at BetMGM’s West Super Bowl Fest held at the Westgate Entertainment District in Glendale, Arizona.
This incident garnered significant attention, with a TikTok video capturing the moment amassing over eleven million views.