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June 5, 2026 | 1 MINS

Drive Your Story Tour Recap: Chicago

Two cars. Two legends. One Chicago.

Brett Gerstenblatt

Brand Director

Lenses & Features

DATE June 5, 2026

CATEGORIES Lenses & Features

READ TIME 1 MINS

Two cars. Two legends. One Chicago.

Stop three of the Carrera Drive Your Story Tour landed in Pioneer Court on Memorial Day Weekend — rainy MDW on the bookends, but a beautiful break during the activation itself. By the time the cans started hissing, the plaza was filling up, the speakers were playing Latin music, and the energy was already different from anything we’d had on the tour. The matchup was simple: two Chicago legends, head-to-head.

Driver’s side: @asend_one — Chicago skyline, the L, the Ferris wheel, checkered flag racing through the body. Passenger side: @sentrock — his signature bird character, big-eyed pop-comic faces, and the unmistakable CHI 70 trophy nodding to Carrera’s 70th. Thousands of people came through. People danced in the plaza. Chicago PD stopped by for a photo. Asend One took the vote.

AUTHOR

Brett Gerstenblatt

Brand Director

TWO CHICAGO LEGENDS

No outsider, no challenger from another city. Just two Chicago artists, two sides of a vintage Corvette, and a hometown crowd deciding which side it wanted on the wall.

BEFORE & AFTER | ASEND ONE

Before

After

BEFORE & AFTER | SENTROCK

Before

After

THE CHICAGO WINNER

ASEND ONE TAKES CHICAGO

WORDS FROM THE ARTISTS

We sat down with both artists to talk about what brought them to the canvas — and what it means to make something that thousands of people will see in motion.

Chicago WINNER • Advances to national vote

ASEND ONE

@asend_one

"My artwork is focused on architecture and all of the landmarks of the city of Chicago. Carrera’s Brand is very bold and that’s really what I wanted the artwork to represent."

CHICAGO CHALLENGER

SENTROCK

@sentrock

"Being able to showcase what I think is authentic to the community. I’m inspired by Carrera and incorporated a lot of their elements into my design."

THE MEDIA MOMENT

EDITORIAL PARTNER

HIGHSNOBIETY

Highsnobiety returned to the ground for stop three, this time with Chicago creator SoloCelo (@solocelo_) capturing the day. He chopped it up with both artists — Sentrock and Asend One — right at the car, kept the voting urgency alive across his channels, and made sure the crowd knew exactly what they were standing in the middle of.

THE DAY AT PIONEER COURT

A rainy Memorial Day Weekend on either side — and a window of pure Chicago energy right in the middle. Pioneer Court delivered exactly what this tour was built for.

THE SETTING

Pioneer Court — right on Michigan Avenue, framed by the Tribune Tower and the river. One of the best plazas in the city, and the perfect stage for a Corvette painted live.

THE '79 CORVETTE

Two legends, two sides. Asend painted the city itself into the driver’s side. Sentrock brought his characters and the CHI 70 trophy to the passenger side.

THE WEATHER

Rainy MDW on the bookends — but a beautiful break right when the activation kicked off. The plaza dried out, the sun came through, and Chicago showed up.