Senior Design Systems Designer

Headway; New York, Northern (NY, KY); Hybrid; USD 180,000 - 225,000; Full time

Benefits offered by this job

Equity compensation

Medical, Dental, and Vision coverage

HSA / FSA

401K

Work-from-Home Stipend

Therapy Reimbursement

16-week parental leave

Carrot Fertility annual reimbursement

13 paid holidays

Flexible PTO

EAP

Training and professional development

Job summary

Headway is seeking a senior design systems designer to join the Helix effort, shaping a scalable, AI-enabled design system used by multiple teams on our consumer marketplace and therapist EHR.

You will own component design, token architecture, and documentation while partnering with product and engineering. The role emphasizes accessibility, craft, and end-to-end system thinking in a dynamic, growth-oriented company.

Qualifications

• 5+ years designing digital products, including at least two on a design system used by multiple teams.
• Lead on visual craft: typography, spacing, color, states, and density.
• Ability to unblock teammates and distinguish signals from one-off requests.
• Make systems legible with clear documentation and patterns.

Responsibilities

• Component design: craft flexible, scalable components with complete specs for engineers and a wired Figma library.
• Tokens and theming: architect semantic tokens and theming across surfaces with different needs.
• Documentation: write docs for designers, engineers, and tooling agents.
• Partnership with product teams: collaborate on design system needs and migration plans when components change.
• Accessibility: champion accessibility and maintain Helix quality.

Skills

Design systems

Visual craft

Systems thinking

React

Tailwind

Figma

Tools

Figma

React

Tailwind

Job description

Headway is seeking a senior design systems designer to join the Helix effort, shaping a scalable, AI-enabled design system used by multiple teams on our consumer marketplace and therapist EHR.

You will own component design, token architecture, and documentation while partnering with product and engineering. The role emphasizes accessibility, craft, and end-to-end system thinking in a dynamic, growth-oriented company.