Head of Design

Summary

Join Jerry.ai as their Head of Design to lead and shape the future of car and home ownership. Build a world-class design team from the ground up, working directly with the Cofounder & Head of Product. Lead by example through hands-on design work and hire a high-craft team to bring next-generation products to life for 50 million users. The role offers a chance to make a significant impact by helping Americans reduce financial stress and gain control of their assets. This is a massive market opportunity within a rapidly growing company.

Requirements

• You’re a hands-on design leader who still loves to design
• You have exceptional visual and interaction design skills and set a high bar for quality
• You’ve led design for consumer-facing products, ideally in high-growth or fast-paced environments
• You can zoom out to think strategically but are equally comfortable executing
• You lead with curiosity, empathy, and clarity — and know how to hire and develop great designers
• You’re confident navigating ambiguity and energized by 0→1 opportunities
• You’re fluent in Figma and familiar with multi-platform systems (iOS, Android, Web)

Responsibilities

• Lead the design of product features across our entire mobile and web surface from discovery to delivery — flows, wireframes, prototypes, UI, and iteration
• Set the bar for design excellence through your own craft while building a strong design culture around speed, thoughtfulness, and usability
• Partner closely with product, engineering, and data to explore opportunities, test hypotheses, and ship fast
• Leverage user research and behavioral data to refine and improve experiences post-launch
• Evolve our visual design system and component libraries across mobile and web platforms
• Hire, mentor, and manage a small but high-performing design team over time, and elevate design quality across the company through mentorship, feedback, and high standards
• Establish scalable design processes, tools, and rituals as we grow the team

Benefits

• Competitive salary and stock options, flexible cash vs equity structure based on your circumstances and preference
• Fully remote work with hubs in San Francisco, New York, Toronto, Palo Alto (in-office optional)
• Comprehensive benefits (401K match, health, dental, vision, mental health support, etc)