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This range is provided by JOBS by allUP. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.
Base pay range
$180,000.00/yr - $200,000.00/yr
About our client
At Outmarket , they are building the modern operating system for brokers, MGAs, and carriers. Their AI-powered platform transforms messy data into insight, replaces manual workflows with automation, and empowers users to move faster and smarter. They are already live with some of the most forward-thinking agencies in the industry—and now they are scaling.
They are looking for a Head of Design to own product and brand design from the ground up. This is a rare opportunity to set the visual language and UX strategy for a product that is changing how an entire industry works.
Why This Role Is a Career-Defining Move
- You’ll partner closely with Vishal (Co-founder & CEO, ex-Uber, Meta, Ethos) and Anshu (Co-Founder & CTO, ex-Meta, Ethos, early IBM Watson AI team)
- You’ll lead design across both product and marketing—setting the tone for user experience, interface, and storytelling
- You’ll shape how brokers, MGAs, and carriers interact with AI in their daily workflows
- You’ll work with engineering and product from concept through execution—every feature, every surface
What You’ll Own
- Lead and scale the design function across product, web, and brand
- Build a design system that balances speed, consistency, and flexibility
- Own user experience across key workflows: quote comparison, policy review, proposal generation, and more
- Drive user research and distill insights into clean, intuitive flows
- Create artifacts that inspire action—wireframes, prototypes, hi-fidelity mocks
- Define Outmarket’s brand look and feel across all touchpoints
What You Bring
- 5+ years of experience in product design, with at least 1–2 years in a leadership or founding designer role
- Strong portfolio showcasing complex workflows and clean UX
- Ability to move seamlessly between big-picture thinking and pixel-perfect execution
- Collaborative mindset—you know how to partner with engineers, PMs, and execs
- A passion for simplifying complex information and workflows
Bonus If You Have
- Experience in SaaS, enterprise, data, or AI products
- Familiarity with insurance workflows or B2B tools
- Experience working in an early-stage or zero-to-one product environment
What You’ll Get
- Founding-level influence on product and company brand
- Competitive compensation and meaningful early equity
- A high-trust environment focused on outcomes, not bureaucracy
- Opportunity to build something from scratch that users rely on daily
- Remote-friendly setup and a team that ships fast
- Benefits: Great gear, equity plan, team retreat, modern tools, flex schedule, unlimited PTO and growth budget
Seniority level
Seniority level
Mid-Senior level
Employment type
Employment type
Full-time
Job function
Job function
DesignIndustries
Insurance
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