_edited.jpg)
OutPastMidnight (Jay Post & Jimmi Gordon) is a Southside Chicago hip hop duo known for their powerful storytelling, genre-blending sound, and emotionally charged live performances. Their music merges rap with elements of spoken word, soul, funk, and alternative influences, creating an immersive and socially resonant listening experience.
Since forming in 2019, OutPastMidnight has become a rising force in Chicago’s music scene and beyond. They’ve performed at prominent venues such as Reggies Rock Club and Gman Tavern, collaborated with organizations including Social Works and the John Walt Foundation, and appeared at major festivals including Lollapalooza (2022 & 2023), Riot Fest 2025, and From the Go Fest 2025, where they opened for Chicago legend Twista.
The Team.
OutPastMidnight isn’t just a name—it’s a lifestyle. We’re all about bringing the spirit of community to the stage, working late nights to make live shows more accessible for Black and Brown youth in the hoods across America. Whether we’re putting on free events or low-cost shows, we’re here to make sure the culture stays alive, the music stays real, and everyone has a chance to feel the power of live music. We’re not just making noise; we’re creating a movement, one night at a time.
Jay Post
Lyricist
Jimmi Gordon
Musician
Dezareé Negrete
Manager
The Interns.
Power to the People
Adey Mulugeta
Adey is a creative-writing and english double major at the University of Chicago. Working as Power to the People’s event-management intern, she aids in event planning and follow through. After she graduates, Adey’s interested in becoming a professor or working in publishing. In her free time, she likes to read, knit, and game!
Live Sound
Sydney Koe
My name is Sidney Koe and I am a sophomore at Columbia College Chicago studying Audio Arts, focusing on live sound and music recording. I love playing bass guitar and going to local shows in my free time, go check out my bands The Dennies (@thedenniesband) and The Analog Kid(@theanalogkid.band) on instagram!
Illustrator
Kate Robinson
Kate Robinson is a graphic illustrator, animator, and comic artist based in Chicago, IL who specializes in bright colors, fun themes, and eye-candy art. She attends the School of the Art Institute of Chicago to pursue her Bachelor's of Fine Arts with an emphasis on studio work
Illustrator
Marian Bailey
Marian is a current Junior at the School of the Art Institute of Chicago studying animation and illustration. She has a passion for storytelling and character illustration, as well as graphic design and typography.