Senior – Staff Product Designer, Patient

Headway

Product Designer owning Headway’s patient experience across therapist discovery, insurance benefits, booking, and care engagement. Building AI-powered mental healthcare tools used by patients and providers.

Posted 8/15/2026full-timeNew York City • California, New York, Washington • 🇺🇸 United StatesSenior💰 $180,000 - $265,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in product design with a focus on AI-native patient experiences, including the ability to mentor other designers and influence product direction through research and storytelling. Proficient in running experiments and utilizing metrics to drive design decisions and improve user engagement.

Highest-signal resume keywords

Product Design ExperienceAI Prototyping ToolsMulti-Sprint ExperimentationMentorship in DesignConsumer or Patient-Facing Products

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product StrategySystems ThinkingUser Experience DesignConversational Flows DesignStateful Experience DesignAI-Powered WorkflowsPrototypingMetrics AnalysisDesign System ContributionProblem Framing

Soft Skills

CollaborationStorytellingCritical ThinkingCommunicationLeadership

Tools & Technologies

Claude CodeCursorHelix Design System

Industry Keywords

Mental HealthcarePatient ExperienceConsumer ProductsHealthcare AccessibilityUser Engagement

About the role

Key responsibilities & impact

Own the patient product experience end to end, from problem framing through launch and iteration
Prototype and test ideas quickly with Claude Code, Cursor, or another AI tool
Partner with product managers, engineers, and researchers to shape scope and priority
Design experiences for finding providers, understanding benefits, booking appointments, and staying engaged in care
Run experiments using conversion, retention, and task-completion metrics
Contribute to Headway's Helix design system and share AI prompts and patterns
At Staff level, lead 0→1 and at-scale work
Design AI-native patient experiences, including conversational flows, intelligent matching, and agentic care navigation
Mentor designers, raise craft standards, and shape design-team practices
Influence product direction and the patient roadmap through design rationale, research, and storytelling

Requirements

What you’ll need

Senior level: 5+ years of product design experience
Staff level: 8+ years of product design experience
Portfolio demonstrating strong or exceptional craft, structured/systems thinking, and measurable business impact
Experience designing consumer or patient-facing products
Ability to simplify complex, state-heavy problems into coherent experiences
Product strategy instincts and ability to shape roadmaps from customer insight
Experience running multi-sprint experiments against real metrics
Fluency with AI prototyping tools, treating AI as core to the design practice
Staff level: experience with 0→1 product work
Staff level: experience designing agentic or AI-powered workflows
Staff level: ability to design multi-actor, stateful patient experiences
Staff level: mentorship, critique, or demonstrated elevation of other designers
Motivation by Headway's mission to make mental healthcare accessible and affordable
Authorization to work in the United States is requested in the application

Benefits

Comp & perks

Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year
Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
Robust health and wellness benefits
Retirement savings
Meaningful ownership opportunities through equity