Brand guidelines have always been a compromise. You document the rules—colors, typography, spacing, logo usage—and hope people follow them. They don’t, or they follow the letter while missing the spirit. Every designer who’s inherited a brand system knows the drift: assets that are technically on-brand but feel wrong, or interpretations that stretch “flexibility” past recognition.

Luke Wroblewski is pointing at something different:

Design projects used to end when “final” assets were sent over to a client. If more assets were needed, the client would work with the same designer again or use brand guidelines to guide the work of others. But with today’s AI software development tools, there’s a third option: custom tools that create assets on demand, with brand guidelines encoded directly in.

The key word is encoded. Not documented. Not explained in a PDF that someone skims once. Built into software that enforces the rules automatically.

Wroblewski again:

So instead of handing over static assets and static guidelines, designers can deliver custom software. Tools that let clients create their own on-brand assets whenever they need them.

That is a super interesting way of looking at it.

He built a proof of concept—the LukeW Character Maker—where an LLM rewrites user requests to align with brand style before the image model generates anything. The guidelines aren’t a reference document; they’re guardrails in the code.

This isn’t purely theoretical. When Pentagram designed Performance.gov in 2024, they delivered a library of 1,500 AI-generated icons that any federal agency could use going forward. Paula Scher defended the approach by calling it “self-sustaining”—the deliverable wasn’t a fixed set of illustrations but a system that could produce more:

The problem that’s plagued government publishing is the inability to put together a program because of the interference of different people with different ideas. This solved that.

I think this is an interesting glimpse into the future. Brand guidelines might have software with them. I can even see a day where AI can generate new design system components based on guidelines.