--- title: 'Senior UX Designer (Contract, Remote First) at Zensurance' canonical: 'https://feeny.ai/job/senior-ux-designer-contract-remote-first-zensurance-toronto-6ytnapvawa5r' type: 'job' last_seen: '2026-10-20' --- # Senior UX Designer (Contract, Remote First) at Zensurance - **Company:** Zensurance - **Location:** Toronto, Canada - **Compensation:** $95k–$115k - **Employment:** contract - **Work type:** remote - **Posted:** 2026-09-18 - **Last confirmed live:** 2026-10-20 - **Apply:** https://jobs.lever.co/zensurance/14cc6f49-175d-4b42-ac41-5bb5eb293e6d ## Job description 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! 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 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! 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 🤝 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: 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. ## About Zensurance ## Company Overview - **One-liner**: Zensurance is a Toronto-based technology company that simplifies business insurance for Canadian small businesses through a proprietary platform and a network of licensed brokers. - **Entity Type**: Private (subsidiary of The Travelers Companies, Inc.) - **Headquarters**: Toronto, Ontario, Canada - **Founded**: 2016 - **Founders**: Danish Yusuf (CEO) ## Core Business - **Primary industry/industries**: Insurtech, Commercial Insurance - **Target customers**: Small business owners, entrepreneurs, independent contractors, self-employed professionals in Canada (B2B / SMB) - **Mission or purpose statement**: “To empower small businesses and independent professionals across Canada to thrive by offering an honest, simple, and modern approach to insurance.” ## Products & Services - **Zensurance Platform**: An online marketplace where small businesses can compare, customize, and purchase insurance policies. Includes general liability, property, cyber liability, and professional liability insurance, among others. - **Broker Network & Advisors**: Licensed brokers who help customers choose coverage from a network of more than 50 insurance providers. - **Claims Support**: Dedicated claims team available 24/7. ## Market Standing - **Valuation/Market Cap**: Not publicly available - **Key Metric**: Annual revenue reported at approximately USD $1.15M (LinkedIn estimate, year not specified). Total funding raised: ~USD $1.025M across three rounds (seed, venture, Series B). - **Notable Investors/Partners**: Parent company The Travelers Companies; prior investors include Ferst Capital Partners. Partners include 50+ Canadian insurance providers. - **Growth Signals**: Headcount grew ~11.6% year-over-year to 263 employees. Workforce distributed across Canada, with some presence in Bangladesh and the United States. Continues to hire actively for remote-first roles across Canada. ## Competitive Advantages - **Proprietary technology** that allows brokers to shop multiple insurers efficiently. - **Licensed broker expertise** combined with digital convenience. - **Savings of up to 35%** compared to competitors, as stated on their site. - **24/7 claims handling** and a customer-focused approach. ## Strategic Focus - Strengthen its position as the leading source of small business insurance in Canada. - Expand digital capabilities and customer self-service tools. - Scale its distributed workforce and maintain a remote-first, flexible work model. ## Why Work Here - **Remote-first culture**: Employees can work from anywhere in Canada; fully remote or hybrid options available. - **Competitive total rewards**: Competitive salary, bonus programs, comprehensive health/vision/dental from day one, healthcare and personal spending account, parental leave top-up. - **Professional development**: Education assistance program, hackathons, and a culture that encourages growth and new ideas. - **Work environment**: Emphasis on diversity, equity, and inclusion; employees describe a collaborative, entrepreneurial atmosphere. “Office in a box” includes all tech equipment shipped to your door. - **Benefits start day one**; plus social events, swag, town halls. ## Sources 1. [zensurance.com](https://www.zensurance.com/about) 2. [zensurance.com/careers](https://www.zensurance.com/careers) 3. [linkedin.com/company/zensurance](https://linkedin.com/company/zensurance) 4. [cbinsights.com](https://www.cbinsights.com/company/zensurance) 5. [jobs.lever.co](https://jobs.lever.co/zensurance) ## Other roles at Zensurance - [Commercial Insurance Team Lead - Medical Malpractice (Remote First)](https://feeny.ai/job/commercial-insurance-team-lead-medical-malpractice-remote-first-zensurance-dqmqew1s9nqd) — Toronto, Canada - [Commercial Insurance Broker (Remote First)](https://feeny.ai/job/commercial-insurance-broker-remote-first-zensurance-toronto-ba8ba4hh7snw) — Toronto, Canada - [Associate General Counsel & Privacy Officer (Remote First)](https://feeny.ai/job/associate-general-counsel-privacy-officer-remote-first-zensurance-toronto-gxsasrc7c85z) — Toronto, Canada - [Senior QA Software Developer (Remote First)](https://feeny.ai/job/senior-qa-software-developer-remote-first-zensurance-toronto-wkz82yqrkpck) — Toronto, Canada - [Senior Software Developer, Application Support (Remote First)](https://feeny.ai/job/senior-software-developer-application-support-remote-first-zensurance-toronto-047cnjcd6hav) — Toronto, Canada - [Staff Software Developer - Integration(Remote First)](https://feeny.ai/job/staff-software-developer-integration-remote-first-zensurance-toronto-f44bmmnzytdd) — Toronto, Canada - [Senior Software Developer, Data (Remote First)](https://feeny.ai/job/senior-software-developer-data-remote-first-zensurance-toronto-qxar8esxqtnj) — Toronto, Canada - [Tech Lead (Remote First)](https://feeny.ai/job/tech-lead-remote-first-zensurance-toronto-vyf3khrwveaz) — Toronto, Canada - [Senior Commercial Insurance Broker (Remote First)](https://feeny.ai/job/senior-commercial-insurance-broker-remote-first-zensurance-toronto-m5apqd9ff3d5) — Toronto, Canada - [Senior Business Operations Manager](https://feeny.ai/job/senior-business-operations-manager-zensurance-toronto-yr3knwtq17rh) — Toronto, Canada