Portrayal of Guilt formed when Guitarist and Vocalist Matt King and drummer James Beveridge – members of Austin hardcore band Illustrations – joined forces with bassist Blake Given of Austin screamo outfit Lyed. The trio released their self-titled EP in May of 2017, and toured extensively across the United States and Europe with Centuries, Majority Rule, Planning for Burial, Street Sects, and Slow Fire Pistol.

In March 2018, they released a split EP with industrial hardcore band Street Sects, who they had previously toured with, to critical acclaim. In this same month, Deathwish Inc. reissued their self-titled 7".

In July 2018, just before embarking on a full U.S. tour with French post-hardcore stalwarts Birds in Row, the band released a single-sided 5" single containing the song "Chamber of Misery (Pt. 1)" as the beginning of a campaign to support first their full-length, studio album. The album's name, Let Pain Be Your Guide, was announced on September 6th of the same year, along with the premiere of the single "A Burden." On October 1st, they premiered the second single from the album, "Your War," which featured vocals from Dylan Walker of Full of Hell. On October 24th they released the last single from the record, "Among Friends." On November 12th, the full album was made available to listen to via NPR. The album features artwork by Chris Taylor of Pg. 99 and Pygmy Lush, as well as additional vocals from Maha Shami of NØ MAN and Matt Michel of Majority Rule. On November 18th, Let Pain Be Your Guide was released in full, largely to critical acclaim.

In February 2019, Infant Island was featured in The Washington Post, along with contemporaries Vein and Infant Island, as delivering "new life" to screamo.

In 2019, Portrayal of Guilt continued touring in support of their full length, opening for Pg. 99, Majority Rule, The HIRS Collective,[18] and Wrong. They also headlined a full U.S. tour with support from Fluoride, NØ MAN, and Stay Asleep.[20] In February 2019 it was announced that the band would be opening for Skeletonwitch on a number of dates across the American South.

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