Charles Wilke

writer // product designer // builderproduct designer //
writer // builder

exploring ai co-creation
across mediums

About

Charles Wilke

I'm a Senior Product Designer at Toast, where I created and continue to evolve the top-level orchestration instructions behind Toast IQ.

Through Fellow Vector, I train and advise teams navigating their first real AI adoption.

On Substack, I dissect the intersection of capitalism, humanity, and AI, by Exploring L.ai.bor.

I also occasionally design projections for theatrical productions, blending analog sensibilities with AI to create something distinct.

Across my work, I'm interested in how people turn unfamiliar tools into something useful, expressive, and distinctly their own.

Home is Omaha, with my wife Jessie and our two dogs, Doc and Astro. Most evenings you'll find us watching Yankees games, BBUK, or the latest season of Ru Paul's Drag Race.

Exploring l.ai.bor Weekly field notes on capitalism, humanity & AI

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Theatrical Projection Design

“High-tech and high-quality projections designed by Charles Wilke take the audience from the Playhouse to New Jersey streets, the Las Vegas strip and other sites with an abundance of dazzle.”
– Betsie Freeman, Omaha World-Herald

01 / What’s that mean?

I design how the AI interprets requests and coordinates its response, translating product intent into instructions that guide its behavior. This includes IQ’s voice and tone, and how and when it chooses tools to use.