All work

Flagship · Design Leadership & AI

Creating and communicating a clear approach to AI adoption

Anyone can stand up Cursor, Claude, and a stack of skills.md files. The harder, more durable work is deciding how teams can use the time gained from gen AI tools to have the right discussions at the right time. In other words, how might we leverage AI tooling to work more closely with development, and be a voice in the room when we can't physically be there?

A player-coach reviewing tactics with the team in a locker room
My role
Design Manager. I set the direction for the practice, established the governance model, seeded the first tools, and communicated via documentation on how teams can utilize what was built.
The team & partners
My direct report design team of 7, plus designers across other silos who adopted and extended the work. Coordinated with Engineering and leadership on responsible-use expectations.
The challenge
AI tooling was arriving faster than any shared point of view on how a design org should use it — creating real risk around quality, consistency, and what should stay a human judgment call.
The outcome
A living governance practice: agents, skills.md workflows, prompt patterns, evaluation loops, and a shared internal repo adopted across silos, a shared language for talking about responsible AI in design, and a process that is responsive to user feedback.
Impact
Cut concept-to-clickable-prototype time substantially, thereby creating the time and space needed to frame the problem properly, collaborate on user insights, and get any additional answers we need via research.

This was not merely a question of enabling tool usage. It was a chance to create order from chaos for the wider team.

When generative tools started landing in designers' hands, the default org response was a vendor list and a Slack channel. That's not a strategy — it's an accident waiting to ship. Without a point of view, you get inconsistent quality, work that leaks where it shouldn't, and a slow erosion of the judgment that makes a design team worth having.

I wanted the opposite: a practice where AI accelerates the boring parts, makes the team's decisions more scalable, defines the risks when we have to proceed without certain inputs, and is explicit about who is accountable for what. The goal was never just "use more AI." It was "use AI with intention, and be able to own the output."

Key decision

Frame the initiative as governance, not enablement. Enablement asks "how do we get people using these tools?" Governance asks "what should we use them for, and how do we know it's good?" That reframe allowed us to collaborate with our team directly, and gave everyone a voice.

What we built

The practice took shape as a small, reusable kit that lived in a shared internal GitHub repo. I approached this as a product that the team could test drive and provide feedback on.

The kit's artifacts — a SKILL.md spec, a markdown workflow file, and the shared GitHub repo of skills files.

This gave us a shared language for talking about responsible AI use in the design workflow, and created a space where we could work through what worked best for all of us.

The trade-offs I had to hold

Speed vs. judgment

We drew an explicit line: AI could accelerate exploration and production, but the problem framing and the final quality call stays human.

Standardization vs. ownership

A top-down toolkit would have been adopted by no one. I seeded the first patterns, then deliberately let the team and other silos extend them. Adoption across silos happened because team members could modify what was there to meet their individual needs. We then met on a weekly cadence to discuss and conduct pull requests.

How I knew it was working

A three-step walkthrough for the kit — Setup & Install, Project Intake, and Score the Requirements.

When we adopt new technology, we should understand how it might benefit existing process and change current ways of working. Without working through a period of experimentation and ambiguity together, individuals are left to their own devices.

Next case study

Cisco Compensation Tool

Let's talk about the AI shift in your design org.

© 2026 Robert ChuBack to home