[4] The title of the EP and its two songs – "Three Is a Crowd" and "Third Time Is a Charm" – were significant to Scogin;[5] the use of the number three in the song titles represented the third act of his life following his stints in Norma Jean and the Chariot, and Scogin also explained that the number three represents "that thought process of continuing on in my head: 'Three's a charm,' oh, this is gonna be great or 'three's a crowd,' like we should've stuck with the Chariot.

[7] The band toured in April and May 2014, opening for Chiodos, Emarosa, Our Last Night, and Hands Like Houses,[8] and in May 2014 announced their signing to Good Fight Music and eOne Music to release their debut album In Humor and Sadness, which was released two months later on 8 July 2014.

[9][10] To promote the album, the band released "Track Two: e" on YouTube as a pair videos that had to be played in unison in order to hear the song correctly.

[14] The band's first tour in support of In Humor and Sadness featured Listener (whose vocalist Dan Smith previously guested on the Chariot's 2010 album, Long Live) and Homeless Gospel Choir.

[20] In August 2023, the band announced their fourth studio album, entitled Yes, And..., along with the release of its lead single "Removed Their Hooks".