Reese Roper is known for his quirky and satirical sense of humor, but his work is also marked with a deep interest in history, politics, and self-awareness.

Members of that band joined with a larger cast of musicians to form the ska ensemble Five Iron Frenzy, who in 1996 signed with 5 Minute Walk recording studio.

The concept of Brave Saint Saturn (or BS2) began in 1995, but it was only during the final years of Five Iron Frenzy that Reese formalized the band with FIF bandmates Dennis Culp and Keith Hoerig.

The band and some fans put forth a new term, "astro-rock", to describe the music of Brave Saint Saturn, which is fundamentally rooted in synthesizer-bathed post-punk and haunting ballads.

[7] After Five Iron Frenzy broke up, he was initially slated to lend his vocals and synthesizer skills to Guerilla Rodeo, which had been engineered by Roper, along with another FIF alum, Sonnie Johnston; Ethan Luck from the OC Supertones; and John Warne and Josh Abbott, both from the band Ace Troubleshooter.

After putting together a band consisting of Nick White (Divot) on drums, Jonathan Byrnside- lead guitar, Stephen Till(Nathan and Stephen, Black Black Ocean, Hearts of Palm)- Rhythm guitar, and his brother Johnathan Till- on bass; the band toured for two years before going into an indefinite hiatus.

Copies of his volume More Than Paper Thin sold during the tour included a home-burned CD of spoken poetry and cover songs, entitled Where Dreams May Spark and Flicker.

Although his personal blog promotes such notable Evangelical left figures as Jimmy Carter and Tony Campolo as "people I love and support", Roper has never publicly affirmed a political viewpoint, but has said in a HM Magazine editorial that Christians need to abandon blind nationalism and pursue Christ instead.

This is not how Christ taught us to behave.Additionally, the historical abuses of the United States of America (particularly against Native Americans[10]) and the Christian Church appear frequently in Roper's lyrical work, as well as self-searching for topics of personal depravity.

[7] Regarding Roper's stance on LGBTQ+ rights: when Trey Pearson, another Christian musician, came out as gay, his band, Everyday Sunday, was kicked from the lineup of the Christian Music Festival Joshua Fest in 2016, due to nearly three-quarters of the stage crew threatening to drop out should his band be allowed to perform; Pearson did, however, decide to attend the festival as a solo audience member in spite of this.

Roper was not happy about the decision made by the organizers of Joshua Fest, nor were the rest of Five Iron Frenzy, and they talked about potentially dropping out in protest.