Senior Product Designer

What you'll do

Build the end-to-end experience

• Own the core customer experience for medical, dental, and vision insurance, from understanding your coverage, to finding a doctor, staying healthy, and paying for care.
• Turn insurance-speak into plain language.
• Help people stay ahead of their health with tools that make preventive care easier, and support them when they're sick.
• Collaborate directly with the founders to shape what we build and why.
• Ship quickly, learn quickly, and keep improving.
• Raise the craft bar across the product.
• Prototype to think and move fast without sacrificing quality.
• Make health insurance feel like a real safety net: clear coverage, predictable costs, and confident next steps to get care and handle the bill when someone gets sick.

Partner with the team

• Build alongside product and engineering leaders from Lemonade, Venmo, and Instacart.
• A remote-first team that operates on Central Time.

What you need

Experience

• Senior-level product design experience shipping consumer products. Portfolio required.
• Built 0→1 products or led major redesigns with measurable impact.
• Strength in consumer-facing products that simplify complex decisions.
• Build and design with AI-native workflows.
• Strong judgment about which details matter most.

How you work

• Comfortable with ambiguity. You define problems before solving them.
• Strong taste paired with humility.
• You care about the people on the other side of the screen.

Skills

• Strong visual craft across typography, color, layout, and motion.
• Fluent in Figma and modern prototyping tools.
• Clear communicator across disciplines and seniority levels.

What you'll get

• Competitive salary + meaningful equity along with health benefits (of course).

About Smirk

• Smirk is building an AI-powered health insurance experience for the 60M workers traditional insurance forgot: freelancers, gig workers, and small-business employees—people who deserve better than paperwork, surprise bills, and legalese masquerading as "coverage."
• We've got the nation's largest collection of freelancers and Fortune 20 customers in the pipeline, Chubb as our carrier partner, and CHROs from Starbucks and McDonald's advising us.