Product Design Lead, Underwriting

Coalition Inc; Canada; Remote; CAD 80,000 - 120,000; Full time

Job summary

Join a forward-thinking company as a Product Design Lead, Underwriting, where innovation meets human expertise and AI. In this impactful role, you'll shape the future of underwriting by crafting intuitive designs that empower underwriters to make smarter decisions. Collaborate with a dynamic team to drive design excellence and enhance user experiences in a fast-paced environment. This is your chance to make a significant impact in a critical area of the business while enjoying a flexible work culture that values inclusivity and growth.

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 improving existing systems.

Responsibilities

• Lead the design of Coalition’s underwriting platform.
• Define the long-term design vision and UX strategy.

Skills

Product Design

User Experience (UX)

Collaboration

Communication

Systems Thinking

Education

Bachelor's Degree in Design or related field

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 matte
• 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.

Coalition is committed to protecting your privacy and handling your personal information responsibly. We collect, use, and store personal information as necessary for the recruitment process and in compliance with applicable privacy laws and regulations in all regions where we operate. We want you to understand what personal information we collect, how we use it, and your rights regarding access, correction, and deletion of your data where applicable. Information submitted, collected, and processed as part of your application is subject to Coalition's Privacy Policy. For further details, please review our full Privacy Policy or contact us with any questions regarding how your information is handled.

Coalition is proud to be an Equal Opportunity employer. Our policy is to provide equal employment opportunities to all individuals, without discrimination or harassment on the basis of any characteristic protected by applicable laws in each country where we operate. This commitment includes, but is not limited to, ensuring equal treatment in recruitment, selection, training, promotion, transfer, compensation, and all other aspects of employment. Coalition does not tolerate discrimination or harassment of any kind, and we are dedicated to fostering an inclusive and supportive workplace.

Accommodations

Coalition is committed to providing reasonable accommodations to qualified individuals with disabilities, including applicants and employees, in accordance with applicable laws and regulations in each country where we operate. Our policy is to support equal opportunity in the hiring process by considering qualified applicants regardless of disability or other protected characteristics, unless providing accommodation would impose an undue hardship or disproportionate burden. If you require accommodation to complete an application, interview, pre-employment testing, or participate in the selection process, please contact us at [e-mail]. We also consider all qualified applicants, including those with criminal histories, in line with applicable laws and regulations in each jurisdiction.

To all potential candidates: Coalition primarily does not use third-party recruiting services. Potential candidates will only be contacted by Coalition, Inc. during the recruitment process. You can always verify any opportunity on our official careers page http://www.coalitioninc.com/careers.

To all recruitment agencies: Coalition does not accept unsolicited agency resumes. Do not forward resumes to our email alias, employees, or other physical or virtual organization locations. Coalition is not responsible for any fees related to unsolicited resumes.