Job Details

Head of Design (Player-Coach)

We're building an AI-driven platform that turns messy, unstructured digital work into structured insight. It's a complex enterprise problem that demands both system-level product thinking and pixel-level craft.

We're looking for a Head of Design who is also a doer. Someone who can set the direction, build a small high-talent team, and still personally design and ship core product experiences.

What you'll do

• Lead design across the company, shaping direction and scaling systems.
• Design product experiences yourself, especially first versions and strategic bets.
• Hire and coach a small, mighty team (quality over headcount).
• Apply AI-native design patterns in collaboration with engineering and product.
• Use AI tools in your own workflow to move faster and push ideas further.

What makes you a fit

• You've led design in a startup where ambiguity, speed, and ownership were the norm.
• You know how to build for power users and complex workflows.
• You've built design systems but aren't afraid to break them when needed.
• You love designing just as much as you love coaching others.

Hybrid role, based in San Francisco (3-4 days per week in-office).