Chicago-Saturday night, I made a last minute decision to pop out. The city was active. Spaces closing for good, others opening for the first time. Too much movement to sit still, so I went event hopping.
Lately, Chicago feels like it’s in between chapters and I’m paying attention. Venues are closing, new rooms are loading, familiar faces are leveling up, and the culture is quietly reorganizing itself. It’s less about nostalgia and more about what’s being built next. I’m looking forward to this transition era,the experimentation, the resets, the reinvention.
There’s something powerful about watching a city shed old skin and make room for what’s coming. I’m excited to witness it, document it, and be present while it unfolds.
First stop: The Promontory for Fly Skinz & Friends. I came out to support Easy O’Hare and celebrate his new deal with John Monopoly and the Hustle brand. I saw King Deazel was on the bill too, so it was already on my radar.
Seeing Bo Deal hosting and publicly endorsing the artists who touched the stage? That mattered. Energy was right and the respect was loud.
I finally caught L Streetz live, performing alongside Shawnna, and Chi Hoover had a solid set as well.
From there, I headed to the Chicago Hip Hop Museum for their final house party and one last walkthrough of the space. Don’t panic, they’re moving, not disappearing. I stayed briefly before heading out again.
The night transitioned into celebrating a friend’s birthday… and somehow running back into familiar faces from The Promontory, this time at the their house.
I wrapped the night at Nubez Gallery’s House Warming party for hippies.
Chicago be doing that.
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