Shekoski, along with Beau Burchell, Anthony Green, and Zach Kennedy, is a founding member of the post-hardcore band Saosin, having been with the group since their 2003 extended play Translating the Name.

[3] In February 2015, Quinn Allman, the lead guitarist for post-hardcore band the Used, began a year-long hiatus from performing with the group, and Shekoski was selected to fill in for him.

I was proud of the new music we were creating and to be turned away right before we tracked the record that we had spent years writing and our entire career working towards is saddening at best and angering at worst.

"[7] In January 2018, following a business dispute regarding payment after the release of the Used's The Canyon and subsequent promotional tour, Shekoski was dismissed from the band.

"[9] Other various music critics positively praised The Canyon for its unique sound with Billboard stating the album was the Used's most prolific and most important to date.