Product Design Lead, Underwriting

Coalition, Inc.; Canada; Remote; CAD 60,000 - 80,000; Full time

Job summary

An innovative firm is seeking a Product Design Lead to elevate underwriting through a blend of human expertise and AI. This high-impact role involves leading the design of critical systems, collaborating with cross-functional teams, and mentoring junior designers. You'll shape the future of underwriting by creating intuitive, efficient workflows that empower decision-making. Join a remote-first culture that values diversity and fosters growth, where your contributions will significantly impact the business and its mission to protect organizations from digital risks.

Benefits

100% medical, dental, and vision coverage

Flexible PTO

Annual home office stipend

WeWork access

Mental & physical health wellness programs

Qualifications

• 7+ years of product design experience with a strong portfolio.
• Experience designing 0 to 1 products and scaling existing systems.

Responsibilities

• Lead the design of the underwriting platform, focusing on usability.
• Define the long-term design vision and UX strategy for the system.
• Partner with stakeholders to understand underwriter needs.

Skills

Product Design

UX Strategy

Collaboration

Communication

Systems Thinking

User Research

Mentoring

Job description

Coalition is the world's first Active Insurance provider designed to help prevent digital risk before it strikes. Founded in 2017, Coalition combines comprehensive insurance coverage and innovative cybersecurity tools to help businesses manage and mitigate potential cyberattacks.

Opportunities to make an impact with bold thinking are real—and happening daily at Coalition.

About the role

We’re looking for a Product Design Lead, Underwriting to help craft and elevate the future of underwriting at Coalition—a powerful and fast-moving part of our business where we combine human expertise with AI to make smarter, faster insurance decisions.

This is a rare opportunity to take on a high-impact design role in a space that’s ripe for innovation. You’ll collaborate with a mission-driven team of Product Managers, Engineers, and Business partners to shape the design vision for our underwriting platform—one of the most critical systems at Coalition. Your work will live at the intersection of AI, workflow design, and user research, as you build tools that empower our underwriters to make faster, smarter decisions. These tools are central to our competitive advantage, and your contributions will have wide-reaching impact across the business.

This role offers flexibility to be a hands-on individual contributor or a player-coach—spending the majority of your time designing, while mentoring and managing one designer.

Responsibilities

• Lead the design of Coalition’s underwriting platform, owning end-to-end experiences that drive accuracy, speed, and usability.
• Define the long-term design vision and UX strategy for a system that blends human expertise and AI-powered insights.
• Partner with product, engineering, and business stakeholders to deeply understand underwriter needs and workflows.
• Design solutions that bring clarity and confidence to complex decision-making processes.
• Translate abstract or technical concepts (like risk scoring and automation) into elegant, intuitive experiences.
• Apply a service design mindset to identify and solve pain points across the underwriting journey.
• Use qualitative and quantitative insights to guide decisions and iterate with purpose.
• Contribute to and help evolve our design system in collaboration with other designers.
• If applicable: manage and mentor one designer, fostering growth and quality across the work.

Skills and Qualifications

• 7+ years of product design experience with a strong portfolio of work that shows impact, clarity, and craftsmanship across complex systems and workflows.
• Comfortable navigating ambiguity and moving quickly—you're energized by fast-paced environments.
• Experienced designing 0 to 1 products as well as improving and scaling existing systems.
• Strong systems thinker with an eye for simplifying complexity into intuitive, efficient workflows.
• Clear and thoughtful communicator who can confidently present your point of view while remaining open to feedback.
• Skilled at balancing diverse inputs—user needs, business goals, and technical constraints—and turning them into actionable design solutions.
• Collaborates seamlessly with cross-functional teams, contributing to product strategy as well as execution.
• Deep experience with enterprise, internal, or B2B products where clarity, speed, and accuracy matter.

Perks

• 100% medical, dental, and vision coverage.
• Flexible PTO.
• Annual home office stipend and WeWork access.
• Mental & physical health wellness programs like Headspace, Lumino, and more!
• Competitive compensation and opportunity for advancement.

Why Coalition?

Work at Coalition is centered on the joint mission to Protect the Unprotected. We have built a remote-first, highly inclusive culture that welcomes people from diverse backgrounds. We trust each other to take responsibility, share ownership of outcomes, and put in the work together to protect businesses from digital risk. Coalition’s exceptional growth stems from its ability to address real-world problems for organizations of all sizes while remaining true to our founding values of character, humility, responsibility, purpose, authenticity, and inclusion.

We’re always looking for collaborative, inquisitive individuals to join #OurCoalition.

Seniority level

Mid-Senior level

Employment type

Full-time

Job function

Design, Art/Creative, and Information Technology

Industries

Insurance