About Us:
Zensurance is redefining commercial insurance for Canadian businesses.
As a leading InsurTech, we make getting the right coverage simple, fast, and accessible through a digital-first experience. Our platform combines advanced technology with deep industry expertise to deliver tailored insurance solutions that help businesses thrive.
Zensurance has been recognized for its rapid growth and industry impact:
✅ Deloitte’s Technology Fast 50 (2023, 2024, 2025)
✅ Deloitte’s Technology Fast 500 (2024, 2025)
✅ Top Insurance Employers (2022)
At Zensurance, we value ownership, collaboration, and innovation. Our team thrives on solving complex challenges, challenging the status quo, and making a real impact in an industry ready for change.
If you're looking to build something meaningful in a fast-growing, customer-focused company, we’d love to hear from you!
What You'll Do
Lead the UX function. Hire, mentor, and manage a small team of product designers and researchers. Set the bar for quality, process, and craft.
Define and evolve the long-term UX vision and experience strategy for key product areas, ensuring alignment with company goals and customer needs.
Lead strategic design initiatives that span multiple teams or product areas, ensuring consistency across the platform. Ensure design decisions reflect a coherent mental model and interaction patterns, creating intuitive and scalable experiences.
Define and prioritize UX work across customer acquisition, policy management, and internal tooling. Align design direction with product and engineering leadership.
Drive user research. Establish research practices that inform product decisions. Insurance is a domain where users need clarity and confidence — understand where they struggle and why.
Establish and champion UX principles and design frameworks that guide consistent decision-making across teams.
Evolve the design system. You'll work closely with frontend engineering to keep the design system coherent, accessible, and scalable.
Navigate complexity. Insurance products involve regulatory requirements, multi-step workflows, conditional logic, and domain-specific language. You'll need to make complicated things feel simple.
Collaborate across disciplines. Work daily with product managers, frontend and backend engineers, data teams, and business stakeholders. You'll need to understand how design work maps to team boundaries.
What We're Looking For
Required:
8+ years in UX/product design, with 3+ years managing designers
Experience leading UX across both customer-facing products and internal/B2B tooling
Track record of building or scaling a design function (hiring, establishing process, raising the bar)
Strong portfolio showing end-to-end product thinking — not just visual polish, but information architecture, interaction design, and flow design for complex workflows
Experience working with and contributing to a design system used across multiple product surfaces
Deep understanding of accessibility standards (WCAG 2.1 AA) and inclusive design practices
Strong aptitude for leveraging AI to increase speed and quality of UX initiatives.
Extensive knowledge of how AI is affecting how we build and provide services to users.
Comfort with data-informed design — using analytics, usability testing, and user research to drive decisions
Preferred:
Experience in insurance, fintech, or other regulated industries where trust, compliance, and clarity matter
Familiarity with micro-frontend or multi-app architectures and the design challenges they create (consistency, shared components, cross-app flows)
Experience designing for multiple user personas with very different needs (end consumers vs. power-user internal tools)
Familiarity with design-to-engineering handoff in a component-based React environment
Join Our Engineering Team - Where Growth Meets Innovation
At Zensurance, we believe engineering is more than just writing great code. It’s about learning, growing, and building something meaningful together. Our remote-first team is a place where you’ll be challenged, supported, and encouraged to thrive. Here’s what makes our team special:
✔ A Leadership Team That’s Got Your Back
Our experienced and approachable engineering leaders aren’t just here to manage - they’re here to mentor, guide, and help you unlock your full potential.
✔ Fuel Your Growth
We invest in your learning with training budgets, professional development programs, and mentorship opportunities. Want to explore a new tech stack or level up your skills? We can help get you there.
✔ A Culture of Sharing & Support
From Power-Ups and book clubs to tech talks and hackathons, we believe in learning from each other. Have a cool idea or an interesting challenge? Let’s solve it together.
✔ Hack, Build, and Innovate
Twice a year, we hit pause on our regular work for company-wide hackathons, giving you the chance to experiment, push boundaries, and build something awesome.
✔ Clear Career Growth, No Guesswork
We don’t do vague career paths. Our well-defined growth tracks show you exactly what’s needed to take your career to the next level, in a way that aligns with your skills and ambitions.
And the best part? You’ll work on exciting projects using cutting-edge technologies like TypeScript, NestJS microservices, and micro-frontends with React. If you're looking for a team that values learning, collaboration, and impactful work, we’d love to meet you!
Benefits & Perks at Zensurance:
At Zensurance, we know that when our people thrive, so does our business. That’s why we offer a flexible, people-first work environment designed to support your well-being, growth, and success.
💻 Work Your Way
• Remote-first setup for added flexibility
• Home office allowance to create a comfortable workspace
• Top-tier tech: "Office in a box" with all necessary tech equipment
• Half days before public holidays: Enjoy half days before long weekends
❤️ Your Health, Your Way
• Flexible health and dental plans for families, including mental health support
• Health & personal spending accounts to invest in wellness your way
• Parental leave top-up, because family comes first
🚀 Investing in Your Growth
• Education assistance reimbursement for courses, conferences, books, and memberships
• Opportunities to learn from industry experts and grow your career
🤝 Staying Connected
• Weekly Friday huddles to share updates and connect across teams
• Virtual & in-person team-building events to strengthen our culture
We’re building something special. Come be a part of it!
Who We Are:
Business is hard work, but insurance doesn’t have to be!
We empower business owners with simple, tech-driven insurance solutions through our online platform.
Our success is fueled by our team-oriented culture and four core values:
DELIVER – We set ambitious goals and achieve them.
INCLUDE – We foster an open and safe space for all.
INTEGRITY – We do what’s right.
INVENT – We create straightforward, innovative solutions.
AI Tools and Your Interview:
We know AI is a valuable tool, and you're welcome to use it to prepare for your interview. However, please don't use AI assistants during the live interview itself. We want to have an authentic conversation with you, and using AI during the interview could affect our evaluation of your suitability for the role.
Just so you know, we use an AI scribe to help us take notes and review interviews, ensuring a fair and clear process.
Diversity & Inclusion:
Zensurance celebrates diversity and is committed to creating an inclusive environment. We welcome applications from all backgrounds and provide accommodations throughout the hiring process. If you need support, let us know, we’re here to help.
Thank You!
We review every application with care to find the best fit for our team.
While we may take a little time to get back to you due to the high volume of applications we receive, know that a real human (not a bot!) is reviewing yours. We appreciate your patience and can't wait to learn more about you!
