Apply now

Posted 2 months ago

Senior UX Designer (Contract, Remote First)

@ Zensurance

Toronto, Ontario

$95k–$115k/yrRemoteContract5+ years experience
Apply now
SIGNALS

Overview

Zensurance is hiring a Senior UX Designer for a 9-month contract, remote first. The role leads design strategy across customer-facing and internal insurance applications, from research and prototyping to post-launch optimization. The posting lists 5+ years of UX or product design experience and offers a home office allowance, a training budget and a remote-first setup.

Pay:

$95,000–$115,000 a year

Responsibilities:

  • Lead design from discovery to post-launch optimization
  • Simplify insurance logic into clear user journeys
  • Use analytics and A/B testing to drive conversion
  • Partner with product and engineering leads
  • Evolve the design system for accessibility and scale

Requirements summary:

  • 5+ years UX or product design experience
  • Portfolio showing process and constraints
  • Expert Figma skills
  • Balance vision with MVP delivery
  • Clear communication of design rationale

Tools & skills

Source and dates

Employer career site / ATS feed · lever

Employer posting date
2026-09-18
First seen by our source
2026-10-08
Source record updated
2026-10-09

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SenioritySenior
DepartmentSoftware development
Experience5+ years
Travelair: none · ground: none
Work settingHome
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
Perks mentionedPaid training, Home office allowance

Summary and details written by AI from the posting; the employer’s posting is the authority.

Zensurance

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

Canada’s leading insurtech for small business insurance. Get a free online quote 24/7.

Full company description

Founded in 2016, Zensurance.com is an online insurance brokerage and leading source for small business insurance in Canada. Zensurance empowers small business owners, entrepreneurs, independent contractors, and self-employed professionals across hundreds of industries to shop and get the specialized coverage they need in just a few minutes. Through their highly regarded client support team and network of over 50 insurance providers, Zensurance provides customers with industry-leading premium savings of up to 35% off and the confidence to thrive in today’s market.

LinkedIn followers
27,628
People associated on LinkedIn
302
Reported office locations
  • 111 Peter St, Toronto, ON, Suite 800, Toronto, Ontario M5V 2H1, CA
  • 959 Upper Water St, Suite 900, Halifax, Nova Scotia B3J 3N2, CA
Business categories
  • InsurTech
  • Insurance
  • Property Insurance
  • Analytics
  • Commercial Insurance
Other recorded names
  • Zensurance
Specialties
  • Commercial business insurance
  • Property and Casualty Insurance
  • Canada Insurance
  • and Startup Insurance
Profile identifies a recruitment agency
No
Reported total investment
1,025,000

Currency and observation date were not supplied; this is not a current valuation or a funding round.

Founded in 2016, Zensurance.com is an online insurance brokerage and leading source for small business insurance in Canada. Zensurance empowers small business owners, entrepreneurs, independent contractors, and self-employed professionals across hundreds of industries to shop and get the specialized coverage they need in just a few minutes. Through their highly regarded client support team and network of over 50…

FieldValue
IndustryInsurance
Company size201-500 employees
HeadquartersToronto, Ontario
Organization typePrivately Held
Year founded2016
SpecialtiesCommercial business insuranceProperty and Casualty InsuranceCanada Insuranceand Startup Insurance
Open jobs on Jobsy9
LinkedInView page
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.

Similar jobs

  • Senior UX Designer

    Toronto, ON
    On-siteFull Time

    Armstrong Fluid Technology: With advanced solutions that leverage edge computing, IoT, machine learning, digital twin technology and demand-based control, Armstrong provides…

    5+ YOECandidates need at least five years of UX or product design for complex web apps and a bachelor's degree in a related field. They must show strong interaction design for data-dense, multi-step workflows, hands-on user research, and advanced Figma and design-system skills.

    Figma

  • Senior UX Designer

    Toronto, ON
    Contract, Temporary

    modis

    Candidates need experience leading UX and service design for complex transactional digital services, and working knowledge of AODA and WCAG accessibility standards. Security clearance is required and applicants must invoice as an incorporated business.

    Research, Workflow

  • Senior UX Designer

    Toronto, ON
    Contract

    Randstad Canada

    Candidates need proven experience leading service design for large transactional digital services, skill in journeys, blueprints and prototypes, and practical knowledge of AODA and WCAG. They also need hands-on user research and usability testing experience and enterprise design system work.

    Leadership, Agile

    Junior UX Designer

    Toronto, ON
    Contract

    Randstad Canada

    Candidates need prior UX or UI design experience for web and mobile apps, experience leading workshops and stakeholder alignment, and full-cycle user research. They also need proficiency in Figma and Canvas and familiarity with design systems and digital service standards.

    Figma, Canvas

    Junior UX Designer

    Toronto, ON
    Contract

    Randstad Canada

    Candidates need proven UX or UI design experience for web and mobile, experience leading workshops and stakeholder alignment, and full-lifecycle user research. They also need proficiency in Figma and Canvas and familiarity with design systems such as the Ontario Design System.

    Figma, Canvas

  • UX Designer

    Toronto, ON

    First National Financial: First National Financial LP is one of Canada's largest non-bank lenders, originating and servicing both residential and commercial mortgages.

    5+ YOECandidates need a bachelor's degree or equivalent experience and 5+ years of UX or product design on complex digital products. Advanced Figma skills, accessibility knowledge and experience with AI-enabled or regulated systems are strongly preferred.

    Figma

  • UX Designer - Senior, 1 year contract

    Toronto, ON

    Dimensional Tech Inc.

    Candidates need experience leading design for complex transactional services and building journeys, service blueprints, wireframes and prototypes. They also need knowledge of AODA and WCAG accessibility requirements.

  • Senior UX Designer

    Toronto, ON
    Full Time

    KIRA INC.

    5+ YOECandidates need 5+ years as a UX or product designer with live product experience, B2B SaaS background, knowledge of AI design principles, and experience designing within the Microsoft ecosystem. Strong cross-functional communication and analytics skills, such as Pendo, are also required.

    Microsoft add-ins, Pendo, Replit

Locations & environments

Locations

All of CanadaRemote · Hybrid · On-site · Field

Pro tip: add remote jobs to widen your search.

Exclude locations

Workplace type

Company jobs in these results

These are this company’s jobs loaded in your current search. The company may have more openings.