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Challenge the assumptions hiding in your problem statement.
"What assumptions am I making about [user group/problem/context]? List at least 10 assumptions, then for each one, suggest what would change if that assumption were wrong."
Get diverse expert perspectives on your challenge.
"What would a [behavioral scientist / accessibility expert / anthropologist / child psychologist / economist] say about this problem: [describe problem]? Give me each expert's unique perspective and the questions they would ask."
Push past safe, predictable ideas.
"Generate 10 ideas for [challenge], but make 5 of them feel uncomfortably different from what we'd normally do. Push into territory that feels risky, weird, or counterintuitive. Explain why each "uncomfortable" idea might actually work."
See your problem through the eyes of innovative companies.
"What would [IDEO / Apple / Duolingo / IKEA / Nintendo] do if they were solving this problem: [describe problem]? For each company, describe their likely approach based on their known design philosophy."
Build a "Question Map" in three rounds. Round 1 (3 min): Ask AI to help you understand the problem differently. Round 2 (3 min): Ask AI to help you ideate unconventionally. Round 3 (4 min): Ask AI to stress-test your best idea. Map the trail of questions that led to unexpected insights.
Go deeper than surface-level problems.
"For this problem: [describe problem], perform a "Five Whys" analysis but at each level, also ask "Who else is affected?" and "What would happen if we did nothing?" Give me the full chain of reasoning."
A 6-year-old asks "Why?" about everything. Use AI to generate 10 questions a curious child would ask about your product or service. Which of these "naive" questions reveals a genuine design opportunity?
Flip the problem on its head.
"Instead of solving [problem], what if we asked: "How could we make this problem WORSE?" Generate 10 ways to make it worse, then invert each one into a potential solution."
AI is best used not to find answers, but to find better questions. The quality of your AI output is directly proportional to the quality of your input. Great designers don't need AI to think for them — they need AI to help them think bigger.
Add creative constraints to break out of conventional thinking.
"For this design challenge: [describe challenge], generate 5 creative constraints that would force us to think differently. For example: "What if it had to work without any text?" or "What if the entire experience lasted only 30 seconds?""
As a team, generate as many questions as possible about your challenge in 5 minutes using AI. Then vote on the top 3 most surprising questions. These go into the shared Question Library for the community of practice.
Draw TWO cards from different categories. Use AI to find a connection between them and apply it to your current challenge. The more unlikely the connection, the more creative the result.