Lead Product Designer (United States or Canada, Remote)

About the role:

Salary range: $150 - 220K USD*

We’re looking for a talented and versatile Lead Product Designer to join our team and help improve the new experiences of our platform. You’ll own complex, cross-cutting problems, shape what we build as well as how it looks, and raise the bar for design quality across the team. You’ll collaborate closely with our current Lead Designer, product managers, and engineers to bring polish, clarity, and structure to complex workflows. This role reports to the Head of Product.

What You’ll Do

Lead design for the platform’s most complex, cross-cutting problems, from discovery and research through delivery and iteration.

Turn ambiguous problems and new business areas into clear product direction, partnering with product, client success, and sales to balance user needs and business goals.

Design data-dense workflows that help underwriters find what matters and act on it with confidence.

Define how AI shows up in the product: how we communicate confidence, surface sources, and keep underwriters in control of decisions.

Establish scalable patterns so the platform can grow across new lines of business without fragmenting the experience.

Use AI and rapid prototyping tools to move quickly from idea to validated concept.

Raise the design bar across the team through critique, mentorship, and shared standards.

About You

7+ years of experience designing digital products for B2B, data-rich, or productivity tool companies.

Experience working in a rapidly scaling, ownership-mentality startup environment.

Experience designing AI-driven tools.

Experience taking an existing platform and helping to generalize and scale the user experience to support new and expanding workflows.

A strong portfolio showcasing your ability to simplify complexity, design thoughtful UIs, and apply clear interaction patterns.

Systems thinking, with experience shaping and contributing to design systems.

Strong visual design skills and attention to detail—particularly in information hierarchy, interaction, and layout.

Excellent communication and collaboration skills—you’re proactive, responsive, and eager to get feedback.

Curious and adaptable—you enjoy solving ambiguous problems and growing your skills in the process.

Bonus Points For

Experience working with MUI (Material UI) or similar design systems.

InsurTech, FinTech, or other highly-regulated industry experience.

A technical background or interest in how things are built.