The Role
Supports insurance program management through pricing, profitability, underwriting appetite, questionnaire, and customer experience analyses. Uses Looker, Salesforce, Amplitude, Excel, and Google Sheets to produce reports, identify opportunities, and measure performance. Collaborates with insurance analytics managers, underwriters, developers, carriers, and operational teams to implement website, documentation, training, and workflow improvements. The role is remote-first within the GTA and emphasizes data-driven decision-making, continuous improvement, and insurance portfolio growth.
Summary Generated by Built In
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!
Join a purpose-driven, winning team committed to delivering results within an inclusive and high-performing culture! Our values are rooted in making data-driven decisions and taking calculated risks that add value to both the user and the company.
As a member of the Strategy & Operations Department, you will be a junior-level professional reporting to the Business Lead, Insurance, Strategy & Operations. In this role, you'll support the department leadership team in executing strategic priorities and achieving department objectives, including:
● Insurance Programs: grow and portfolio manage internal insurance programs through data-driven decision
making.
● Flows: Optimize our online questionnaires across all lines of business.
● Zen People Relationships: Support others at Zensurance to meet company goals and continuously improve
broker and underwriting effectiveness and efficiency.
Our Strategy & Operations department collaborates closely with the Executive Team and the entire company to grow and optimize Zensurance to meet all our company goals.
As an individual contributor, you'll focus on a subset of insurance offerings with moderate complexities on the Zensurance website, supporting the company in reaching its overall Growth Written Premium (GWP) targets in a risk-aware manner.
You will also collaborate closely with Insurance Analytics Managers to implement features and expansions to insurance products on the website. The role involves systematic leveraging of our data to identify customer needs and areas of opportunity to optimize our online insurance offerings.
Metrics for success:
● Instant Price %: Maximize the % of online submissions that see a price.
● Insurance Program Performance: New Business and Renewal GWP growth while maintaining target loss ratios.
● Flow Performance: Enhance user experience while meeting underwriting needs to price submissions online.
● Zen People Relationships: Develop collaborative and productive relationships with others at Zen.
This is a remote-first role within the GTA. #LI-Remote
Responsibilities:
- Insurance Offerings: Support the overall management of internal MGA programs, which includes optimizing the multiple areas.
- Online and referral underwriting appetite: using data analyses, find areas of opportunity to grow underwriting appetite that will have the most impact on instant price and written premium.
- Pricing: make recommendations on pricing through profitability analyses, market trends, and pricing optimization performance.
- Question sets: make recommendations on improvements to question sets based on drop off analyses, simplifying phrasing, and simplifying the underwriting approaches.
- Policy document automation: make updates to the document automation based on underwriting changes and expansions where needed.
- Collaborate with the Insurance Analytics managers and Underwriting Specialists on these changes, and implement the agreed upon changes on the website, guidelines, and training tools, and communicate changes to the operational underwriting and sales teams.
- Reporting and Analytics: Utilize Looker, Salesforce, Amplitude, and Excel to build insurance team related reports and find insights through data analyses.
- Support the Insurance Analytics Managers with data analyses to support team projects.
- Online Questionnaire: In collaboration with the Insurance Analytics Managers, use data to find areas of opportunity for improvement to customer experience and underwriting needs in the online questionnaires, implement the changes on the website using Flow Writer or creating tickets for developers, and track the impact of the change once live.
Requirements:
- University degree in an analytical field of study (e.g. Business, Mathematics).
- Experience in the insurance industry (course, internship, work experience, etc.).
- Advanced analytical skills with attention to detail. The ability to synthesize insights and develop improvement opportunities.
- Superior skills in Microsoft Excel and Google Sheets.
- Advanced proficiency level in Microsoft Suite (Word, PowerPoint, etc.) or Google Docs Suite.
- A passion for learning, coaching and continuous improvement.
- Robust collaboration skills. The ability to influence others and build effective working relationships.
- An ownership mindset and self-drive to create business value and solve problems.
- Ability to change priorities and work in an agile, project-based environment.
- Able to communicate effectively, both with external insurance carriers, and internal senior leaders and stakeholders.
- Knowledge of analytics-based software (e.g., Looker, Amplitude, Salesforce) a plus.
- Proficient knowledge of product management software (e.g., Confluence and Jira) a plus.
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!
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.
Skills Required
- University degree in an analytical field such as Business or Mathematics
- Experience in the insurance industry through coursework, internship, or work experience
- Advanced analytical skills and ability to synthesize insights into improvement opportunities
- Superior proficiency in Microsoft Excel and Google Sheets
- Advanced proficiency in Microsoft Suite or Google Docs Suite
- Passion for learning, coaching, and continuous improvement
- Strong collaboration and relationship-building skills
- Ownership mindset and self-drive to create business value and solve problems
- Ability to adapt priorities in an agile, project-based environment
- Effective communication with external insurance carriers and internal senior leaders and stakeholders
- Knowledge of Looker, Amplitude, or Salesforce
- Knowledge of Confluence and Jira
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The Company
What We Do
Zensurance is a Toronto-based technology company and leading source for small business insurance in Canada. We make it easy, quick, and affordable for startups, self-employed professionals, contractors, and small businesses to get insured. Through our highly regarded client support team and network of over 50 insurance providers, Zensurance provides customers with industry-leading premium savings and the confidence to thrive in today’s market. #Zensurance #WeAreZensurance
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