Key questions to ask in design system discovery (UPDATED) 🤩
Foundational, strategic, and AI-focused questions
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I’ve launched a complete set of answers to the most common (and frustrating) questions design system teams face. There are more than 200+ questions!
This includes foundational, strategic, and now AI-focused questions.
Whether you’re interviewing users, pitching a system, or rethinking your documentation, these questions spark real conversations and real progress.
Here’s what’s inside:
Core questions for any team:
What’s the biggest blocker to design consistency?
Where do designers and devs waste the most time?
What’s your current process for making UI decisions?
What’s your ideal workflow?
For design system adoption and scale:
Why haven’t people adopted the system?
What would make the documentation easier to use?
Where does the system create friction today?
New in 2025: AI + agentic design questions:
Are people building agentic features (like co-pilots or assistants)?
Do users ever generate UI or content inside your product?
Who is responsible for designing the AI layer?
How are you documenting AI behavior, prompts, or fallback states?
🧠 Use these to:
Run better stakeholder interviews
Uncover hidden pain points
Plan your roadmap
Explore how AI will reshape your system
This list will keep evolving. If you’ve got a question that should be on there, reply and let me know.
Enjoy. Stay tuned. ✌️
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