Carlile and her long-time collaborators, Phil and Tim Hanseroth, wrote nearly an entire album's worth of material.

[2] Tucker stated in an interview on Acoustic Café that "High Ridin' Heroes" was the first song recorded for the album.

[3] On April 1, 2019, Tucker and Carlile performed "Bring My Flowers Now" at Loretta Lynn's All-Star Birthday Celebration Concert at the Bridgestone Arena in Nashville.

[4] Also on June 5, Tucker and Carlile performed "Delta Dawn" at the 2019 CMT Music Awards, where they were joined by Martina McBride, Trisha Yearwood, Deana Carter, Lauren Alaina, RaeLynn and Carly Pearce.

[12] It had previously only been available with the album through Tucker's online store on a bonus lathe cut vinyl featuring the song and a personalized message, which was limited to 50 copies.

The majority of the album was written by Brandi Carlile and twin brothers Tim and Phil Hanseroth.

[16] The second track, "The Wheels of Laredo", is described by Taste of Country as a "throbbing ballad that appears to acutely point at the contradictions inherent in the illegal immigration debate.

"[17] "I Don’t Owe You Anything", the third track, is a "sassy kiss-off from a middle-aged mother who’s had enough," sung over a down-home acoustic arrangement.

[15] The album's fourth track, "The Day My Heart Goes Still", is a tribute to Tucker's father and manager, Beau, who died in 2006.

[16] The sixth track is a cover of Miranda Lambert’s 2010 hit, "The House That Built Me", which was written by Tom Douglas and Allen Shamblin.

Tucker’s version transforms the song into a "deeply moving account of a parent who is searching for meaning in their life after the children have left behind a house whose emptiness becomes too much to bear.

It was written by John C. Bailey, David Lee Mitchell, Raymond L. Turner, and Jerry Ontiberoz, and originally recorded in 1979 by Texas proto-metal band Josefus.

"[16] The track features group background vocals from a number of people; including actor Dennis Quaid; Tucker's son, Grayson; and his father, Ben Reed.

On the album's eighth track, "Rich", Tucker recalls the lean years spent traveling with her dad, which plays like her own version of Dolly Parton’s "Coat of Many Colors".

"[16] In a positive review for Variety, A.D. Amorosi praised Carlile and the Hanseroth's "intuitive songwriting" and said that Tucker "proudly inhabits their biographical approximation of her nine lives with earnestness and ease.

He felt that Tucker's covers of "Hard Luck" and "The House That Built Me" "add texture and deepen the emotional undercurrents flowing through the record."

He went on to say that when the covers are combined with the original songs "these tunes paint a portrait of a mighty artist who has been through a lot but is fearless about the future.

"[20] In a mixed review for Mojo, Fred Dellar said, "Tucker has created an album that should endear her to those who still raise the outlaw flag while also appealing to hard-edged pop-tinged rock believers.