Chicago is a city that breathes resilience. Its skyline stretches with ambition, its streets hum with rhythm, and its neighborhoods carry stories of hope, struggle, and reinvention. Few artists capture that spirit better than Sentrock, whose bird-masked characters have become emblems of freedom and survival, reminders that even in the toughest environments, it’s possible to rise, to fly, to dream.

This fall, Timeless joined forces with Sentrock to create something that isn’t just a product, but a piece of Chicago’s cultural fabric: a limited-edition Flip Case + Battery Combo featuring his unmistakable art. Designed with the same bold colors and layered textures that define his murals, the case becomes more than hardware, it’s a pocket-sized canvas, carrying the heartbeat of a city.

The collaboration arrives at a moment when Chicago’s creative energy feels louder than ever. This year marks the 10-year anniversary of Surf, the genre-bending album from Nico Segal & The Social Experiment. Released for free and fueled entirely by community, Surf blurred the boundaries between hip-hop, jazz, and soul while putting Chicago’s collaborative spirit on the map. That ethos: fearless, unfiltered, and rooted in togetherness, mirrors what this Timeless release stands for.

To bring it all to life, we partnered with Ivy Hall, a dispensary reimagined as a cultural hub, where art, music, and cannabis intersect. It’s the kind of space where Sentrock art belongs, where Surf could play through the speakers, where a Flip Case isn’t just an accessory but an artifact. Together, the artist, the music, the product, and the place tell one story: Chicago, in all its rawness and beauty, is the co-author of this collaboration.

At Timeless, legacy is about more than looking back; it’s about carrying culture forward. The Sentrock Flip Case + Battery Combo is a celebration of the city, the art, and the music that shaped it, a reminder that true creativity doesn’t fade when the show ends or the mural gets painted over. Like Surf, like Sentrock’s characters, like Chicago itself, it lives on, bold and unbreakable.