Job Description
About us
Coalition is the world's first Active Insurance provider designed to help prevent digital risk before it strikes. Founded in 2017, Coalition combines broad insurance coverage with a digital risk assessment and continuous security monitoring to help organizations protect themselves in today's hyper-connected world.
Opportunities to make an impact with bold thinking are real - and happening daily.
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
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?
We're a remote-first, mission-driven team committed to building a more inclusive culture with people of all different backgrounds. We trust our team members to take responsibility, share ownership, and put in the work to help us in our pursuit to solve digital risk.
Coalition's exceptional growth stems from its ability to address real-world problems for organizations of all sizes and remain true to our founding values of character, humility, responsibility, purpose, authenticity, and inclusion.
We're always looking for collaborative, inquisitive individuals to join #OurCoalition.
Visit our Newsroom >
Privacy Notice
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.
Our Privacy Policy >
Anti-Discrimination Notice
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 [email protected]. 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.
Coalition is the world's first Active Insurance provider designed to help prevent digital risk before it strikes. Founded in 2017, Coalition combines broad insurance coverage with a digital risk assessment and continuous security monitoring to help organizations protect themselves in today's hyper-connected world.
Opportunities to make an impact with bold thinking are real - and happening daily.
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
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?
We're a remote-first, mission-driven team committed to building a more inclusive culture with people of all different backgrounds. We trust our team members to take responsibility, share ownership, and put in the work to help us in our pursuit to solve digital risk.
Coalition's exceptional growth stems from its ability to address real-world problems for organizations of all sizes and remain true to our founding values of character, humility, responsibility, purpose, authenticity, and inclusion.
We're always looking for collaborative, inquisitive individuals to join #OurCoalition.
Visit our Newsroom >
Privacy Notice
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.
Our Privacy Policy >
Anti-Discrimination Notice
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 [email protected]. 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.
💡 Quick Summary
Seeking a career-building opportunity? The Product Design Lead, Underwriting position is now open for candidates interested in the Operator & Technician Jobs sector. This role in Toronto offers a professional environment and growth potential.
Requirement Snapshot: Candidates should possess basic communication skills, a proactive attitude, and the ability to work in a team. Experience in Operator & Technician Jobs is a plus.
