Headway Senior Product Designer leading the Client Management pod to design calendar, scheduling, and messaging experiences for providers on Headway's platform. Uses AI tools to prototype and iterate designs directly in code.
Responsibilities
As a Senior Designer leading our new Client Management pod, you'll own the design of Headway's calendar, scheduling, and messaging experiences — the surfaces thousands of providers touch every day. You'll bring systems-minded craft to complex, state-heavy problems (availability, booking and reschedule, timezones, notifications, provider–patient messaging) and keep it all coherent with how providers manage their clients. Your work helps providers spend less time on logistics and more time on care — and keeps availability accurate so patients can book.
We're building an AI-first design team at Headway. Designers are expected to use AI tools like Claude, Cursor, and MagicPatterns to prototype and stay involved through launch and iteration directly in code. We're looking for designers who already work this way and see AI as a primary part of their workflow.
What You'll Own:
Calendar & scheduling. Availability, booking and reschedule flows, Google Calendar OAuth, and getting the hard states right (timezones, conflicts, edge cases).
Messaging. Provider–patient messaging, attachments, and the notification/reminder system around it.
EHR-craft papercuts. Systematically identify and fix the highest-value usability issues providers have flagged across these surfaces.
Coherence with client management. Keep scheduling and messaging consistent with how providers manage their client list and profiles, in partnership with Product.
Research & craft. Talk to providers with the research team's support; raise the craft bar and contribute scheduling/messaging patterns to the Helix design system.
You'll Be a Great Fit If You:
Have 5+ years of product design experience, with real time spent on complex, workflow-heavy product surfaces.
Bring exceptional visual and interaction craft — and sweat the edge cases and states that make workflow surfaces trustworthy.
Are a systems thinker who can take a messy, multi-state problem and shape it into a coherent experience.
