Senior UX Designer (Contract, Remote First)

About Us

The company 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.

The company 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 the company, 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!

We're looking for a Senior UX Designer to join us for a 9-month contract.

As a Senior UX Designer, you will be the champion for our users—small business owners, brokers, and internal partners. You will lead the design strategy across our product domains, including both customer-facing and internal applications.

This role will take ownership of key product areas, contribute to the application-wide design system and guidelines, and seek to improve design processes and collaboration.

Key Responsibilities

• End-to-End Ownership: Lead the design process from initial discovery and user research to high-fidelity prototyping and post-launch optimization.

•

Complex Problem Solving: Simplify intricate insurance logic into clear, accessible user journeys. You’ll create service blueprints that map out the entire lifecycle of a policy.

•

Data-Driven Iteration: Use product analytics and A/B testing results to validate your designs and drive conversion improvements.

•

Cross-Functional Leadership: Partner closely with Product Managers and Engineering Tech Leads to ensure technical feasibility and alignment on our product roadmap.

•

Design System Evolution: Contribute to and advocate for our internal design system to ensure consistency, accessibility (AODA/WCAG), and scalability across our platform.

•

Mentorship: Provide thoughtful feedback during design reviews and mentor intermediate/junior designers to help elevate the team’s collective craft.

Qualifications

• 5+ Years of Experience: Proven track record in UX/Product Design, ideally within Fintech, Insurtech, or complex SaaS environments.

•

Portfolio of Impact: A portfolio that showcases your thinking process—not just final screens. We want to see how you handled constraints and navigated complex user flows.

•

Tool Mastery: Expert-level skills in Figma and familiarity with modern hand-off and research tools.

•

Strategic Mindset: Ability to balance "blue-sky" vision with the "MVP" reality of an agile, fast-moving startup.

•

Communication: You can articulate the why behind your design decisions to stakeholders, turning data and research into compelling narratives.

Join Our Engineering Team - Where Growth Meets Innovation

At the company, 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!

Perks at the company

At the company, 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

🤝 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!

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

The company 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.