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HeadwayHeadwayNew York, NY

Senior Product Designer, Client Management

Lead product design for Headway’s provider-facing calendar, scheduling, messaging, and client management experiences. The role requires 5+ years of product design experience, strong systems and interaction craft, cross-functional collaboration, and comfort prototyping with AI tools.

180k – 225k/yr
Hybrid5+ YOEProduct Design

About the role

Responsibilities

  • Own calendar and scheduling experiences, including availability, booking, rescheduling, Google Calendar OAuth, time zones, conflicts, and edge cases.
  • Design provider–patient messaging, attachments, and notification and reminder systems.
  • Identify and resolve high-value usability issues across scheduling, messaging, and related provider workflows.
  • Ensure scheduling and messaging are coherent with client lists and profiles in partnership with Product.
  • Conduct provider research with support from the research team.
  • Raise the craft bar and contribute scheduling and messaging patterns to the Helix design system.
  • Use AI tools such as Claude Code, Cursor, and MagicPatterns to prototype and stay involved through launch and iteration directly in code.
  • Partner cross-functionally with Product, Engineering, and Data to build alignment and drive momentum.

Requirements

  • 5+ years of product design experience.
  • Experience designing complex, workflow-heavy product surfaces.
  • Exceptional visual and interaction design craft, including attention to edge cases and states.
  • Systems-thinking ability to shape messy, multi-state problems into coherent experiences.
  • Data-informed approach combining qualitative and quantitative insights.
  • Strong cross-functional collaboration skills.
  • Comfort with AI prototyping tools, including Claude Code, Cursor, and MagicPatterns.

Compensation & Benefits

  • Base pay range: $180,000–$225,000.
  • Equity compensation.
  • Medical, dental, and vision coverage.
  • HSA/FSA.
  • 401(k).
  • Work-from-home stipend.
  • Therapy reimbursement.
  • 16-week parental leave for eligible employees.
  • Carrot Fertility annual reimbursement and membership.
  • 13 paid holidays and a holiday break between December 25 and December 31.
  • Flexible PTO.
  • Employee Assistance Program.
  • Training and professional development.

Skills

Product DesignInteraction DesignVisual DesignUser Researchgoogle calendar oauthClaude CodeCursormagicpatternshelix design systemData Analysis

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