Where AI is failing design systems, and where we are failing AI
September 22, 2025

For a design system program where the goal is often stable, high quality, durable output, how much instability, lack of quality, or impermanence can we tolerate in our tools? That’s the question Nathan Curtis and I asked the design system community for Episode 060 of The Question.
On August 21, 2025, Nathan and I facilitated a deep dive discussion into the data we gathered from 95 design system practitioners. We only asked two questions:
- Where, in your daily work, is AI too imprecise for your needs—where is it failing you?
- Is there an expectation in your organization that digital interface production will be done with AI in the near future?
Source: Where AI is failing design systems, and where we are failing AI – bencallahan.com
Ben Callahan and Nathan Curtis here discuss what they learned asking nearly a hundred experienced design systems practitioners how their work with AI and design systems is going.







