[1] Day released his debut extended play Undergrad Romance and the Moses in Me in April 2016 during his sophomore year of college.

Day has released three full-length studio albums, Guess I'm Grown Now — and its acoustic version, The Shapes I'm In, and Gold Mine.

Day has been signed to Riser House Records, based in Nashville, since October 2024.

[2] Day has been on two of his own headline tours and has opened for other artists such as Teddy Swims,[3] Ben Rector,[4] and Stephen Sanchez.

[5] Day will be undertaking his third headline tour to promote his album Gold Mine, starting in February 2025.