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Updated weekly · Last refresh Aug 30

Headway UX/UI Designer Interview Questions

The questions to prepare for a Headway UX/UI Designer interview. Questions from real interview reports rank first. Updated weekly.

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1
ExecutionStart here. 6 questions · ~48 min
Improving Appointment Booking FlowMedium

Tests your problem-framing and prioritization for improving a key conversion workflow.

user flowProblem SolvingHeadway
Design for Varying Digital LiteracyMedium

Tests your inclusive UX approach and ability to adapt design for different user skill levels.

accessibilityuser experienceHeadway
Mapping a Provider Portal JourneyMedium

Tests your ability to structure user journey mapping for a real product workflow at Headway.

Problem Solvingdesign processHeadway
On-the-Spot Website CritiqueHard

Evaluates your UX/UI critique skills, reasoning, and ability to identify actionable improvements quickly.

Headway
Prompt-Based Virtual Whiteboard DesignHard

Tests your end-to-end UX execution under time constraints and ambiguity.

creativitydesignHeadway
End-to-End Redesign ReflectionMedium

Evaluates reflective practice and your ability to improve UX processes and outcomes.

Project ManagementHeadway
2
Behavioral & Leadership7 questions · ~56 min
Balancing User Needs and GoalsMedium

Tests tradeoff judgment when user experience and business goals conflict, including stakeholder alignment and prioritization.

Decision Makingbusiness goalsUser NeedsHeadway
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3
More topics1 question · ~8 min
Validate the Real ProblemMedium

Assesses product sense, discovery approach, and how you use evidence to support prioritization decisions.

Problem SolvingPrioritizationHeadway

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