Head of Design

Location Type: Remote Employment Type: Full-Time

Position Overview

Jerry.ai is seeking a Head of Design to lead the design of our product features across our entire mobile and web surface. You will be responsible for shaping the future of car and home ownership by building a world-class design team from the ground up. This is a unique opportunity to work directly with our Cofounder & Head of Product, lead by example through hands-on design work, and build a small but mighty, high-craft team.

How You'll Make an Impact

• Work on a mission that matters: Help the bottom 90% of Americans reduce financial stress and gain control over their most important assets.
• Build from 0 to 1: Join a design team that is still small (currently 2 designers), giving you direct access to founders and leaders, and ownership to shape our product and process.
• Massive market, once-in-a-generation opportunity: The car and home ownership space are $2T and $3T markets, respectively. Jerry is the only startup building a unified platform to serve both.
• Accelerate our trajectory: Contribute to our growth as a company that has already served 5M+ customers, raised $240M, and achieved 60X revenue growth in 6 years. Help us become a $10B consumer company by 2030.

What You'll Own

• Lead the design of product features from discovery to delivery, including 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.

Who You Are

• A hands-on design leader who still loves to design.
• Possess exceptional visual and interaction design skills and set a high bar for quality.
• Have led design for consumer-facing products, ideally in high-growth or fast-paced environments.
• Can zoom out to think strategically but are equally comfortable executing.
• Lead with curiosity, empathy, and clarity, and know how to hire and develop great designers.
• Confident navigating ambiguity and energized by 0→1 opportunities.
• Fluent in Figma and familiar with multi-platform systems (iOS, Android, Web).

About Jerry.ai

Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry is building the first super app to help everyday Americans take control of both their car and home. From insurance and financing to repairs and real estate, we’re reimagining what it means to own and maintain your car and home. This is a $5 trillion+ problem, and Jerry is the only company tackling it end to end.

Application Instructions

While we appreciate your interest and application, only applicants under consideration will be contacted.

Equal Employment Opportunity

Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai.