Senior Product Manager

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)

Deloitte’s Technology Fast 500 (2024)

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 hiring two Senior Product Managers to drive innovation across our Core and Digital platforms, helping small businesses find the right insurance solutions in a fast changing market!

The Product team works to strategically design, develop, and manage user-centered digital products that align with our business objectives. Through user feedback and data analysis the team ensures the delivery of innovative and reliable digital solutions that drive the company’s success in the digital marketplace.

Reporting to the Team Lead, Product, you will take full ownership of your product domain — from identifying problems worth solving to delivering high-quality solutions at scale. You’ll lead discovery, define strategy, and execute delivery with excellence while also acting as a success partner to other PMs to share your experience and learnings.

As an individual contributor and a senior professional, you are expected to coach and mentor professional-level Product Managers and Analysts, and assist the Product Leadership Team in continuously

improving craft capabilities.

This is a remote-first role within the GTA. #LI-Remote

• Lead strategic conversations with your team and senior leaders to contribute to the product vision.
• Create and align on the product strategy for your domain, ensure it connects to the business objectives.
• Define and own your product areas of focus by turning business and customer needs into clear, strategic priorities.
• Lead discovery to define well-scoped problems before moving into solutions.
• Use data and the right questions to prioritize the most valuable opportunities.
• Collaborate with business and technical teams to write clear specs and user stories.
• Own the full product lifecycle (SDLC) from design, planning, launch to post-launch activities.
• Own the planning, and execution of your product roadmap, and ensure documentation is always clear, concise and up to date
• Plan, groom, prioritize and track initiatives and tickets to ensure timely and high-quality delivery.
• Structured and analytical approach to evaluating trade-offs when presented with competing priorities and complex domain dependencies.
• Partner with engineers to shape viable solutions, manage tradeoffs, and justify effort and resources to solve the right problems.
• Raise risks early, unblock teams, and keep communication clear and proactive.
• Work across business and engineering teams to manage dependencies and ensure alignment.
• Communicate roadmap and priorities clearly to both leadership and delivery teams.
• Act as a success partner to fellow PMs — share learnings, give feedback, and support their growth.
• Help improve SDLC processes and proactively raise product or delivery challenges to product leadership with solution-oriented suggestions.
• Perform other duties as assigned.

• 6+ years of experience in digital/software Product Management, with full ownership of product areas.
• Prior experience contributing to or shaping product strategy and long-term roadmaps.
• Extensive experience in discovery — consistently defining the right problems, validating with users and data, and applying structured frameworks.
• Hands-on experience working with engineering to shape technical solutions, manage tradeoffs, and handle complex dependencies.
• Experience leading planning, grooming, and user story creation in Scrum/Agile environments, using tools like Jira.
• Ability to analyze product and customer data using tools like Looker or SQL to support decisions.
• Experience working closely with UX/design on mockups, prototypes, and user flows.
• Strong communication skills for managing stakeholders, aligning teams, and setting clear expectations.
• Experience improving internal tools or platforms is 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!

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.

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!