Zensurance6mo ago

CAD 150000–190000/yr

Staff Product Manager (Remote First)

Canada·TorontoRemoteFull-timelead

Product ManagementOtherProduct ManagerPrincipal Product ManagerStaff Product Manager

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Quick Summary

Overview

About Us: Zensurance is redefining commercial insurance for Canadian businesses. As a leading InsurTech, we make getting the right coverage simple, fast,

Technical Tools

mentoringstrategic-planning

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 hiring a Staff Product Manager to help shape the future of our products and drive company-wide impact! This is a senior-level, subject-matter-expert role that combines strategic vision with hands-on leadership across multiple teams.

The Product team works to design, develop, and manage user-centered digital products that align with our business goals. Through close collaboration with stakeholders, user feedback, and data-driven insights, we deliver innovative and reliable solutions that move the business forward.

Reporting to the Director of Product, you’ll define and deliver a 2–3 year product strategy that aligns with the company’s long-term vision. You’ll work closely with Product and Engineering leadership to shape development practices, influence roadmaps, and ensure consistent product direction across teams.

As an individual contributor and domain expert, you’ll raise the bar for Product Management through mentorship, technical depth, and scalable processes that promote fact-based problem solving and continuous improvement.

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

Act as a strategic thought leader, creating clear and inspiring narratives that align teams and stakeholders around a shared product vision.

Define, own, and gain buy-in for the 2-3 year product vision of the assigned domain, and develop a concrete 18-24 month strategy and roadmap that ensures alignment with the overall product and business strategy.

Collaborate with Product leaders to co-develop and optimize the overarching 18-24 month product strategy and roadmap.

Partner with Product leadership to shape cross-domain priorities, coordinate resources, and maintain alignment across multiple teams.

Serve as the strategic hub and arbiter for product and development teams, resolving significant dependencies and conflicting priorities to drive successful delivery.

Lead end-to-end problem solving from strategy to execution, balancing business and technical needs to maximize impact and ROI.

Proactively identify high-value opportunities, assess risks, and align stakeholders on the best path forward.

Collaborate with Engineering leadership to ensure the future state of the product and technical strategy aligns with long-term goals.

Establish and share best practices that strengthen strategic planning and execution across the Product team.

Partner with Product and Engineering leaders to raise the organization’s overall strategic and delivery capabilities.

Mentor Product Managers on advanced discovery, stakeholder alignment, and strategic execution.

University degree or college diploma in a recognized technical, vocational or academic program (preferably in Engineering or Computer Science) or equivalent work

10+ years of experience in digital or software Product Management.

5+ years of experience as a senior individual contributor or an equivalent role in Product Management, with proven hands-on experience leading and implementing company-wide strategic initiatives across multiple product domains and teams.

Proven success owning the full product lifecycle, from 0 to 1 through scale, ideally in a complex, customer-facing platform or self-serve digital product.

Strong ability to dive into technical architecture, understand complex data flows, and make informed decisions about platform, infrastructure, and APIs.

Skilled in building and executing product strategy and long-term roadmaps that tie to business outcomes.

Deep understanding of strategic frameworks, linking day-to-day execution with long-term company value.

Advanced experience in feature planning, resource management, and prioritization across multiple teams.

Proven track record of improving and scaling product processes in collaboration with product leadership.

Strong discovery skills, consistently identifying the right problems, validating with data, and applying structured frameworks.

A thoughtful, data-driven approach to decision making and the confidence to prioritize what matters most.

A genuine passion for developing the product craft and problem-solving skills of other product managers.

Clear and persuasive communication skills, especially when working with executives and cross-functional teams.

You can work independently, navigate ambiguity with ease, and deliver results.

Strategic thinking with a systems mindset, anticipating how today’s decisions shape tomorrow’s outcomes.

A collaborative and growth-oriented mindset with a passion for mentoring and elevating other Product Managers.

Location & Eligibility

Where is the job

Toronto, Canada

Remote within one country

Who can apply

Listed under

Canada

Listing Details

Posted: November 3, 2025
First seen: March 26, 2026
Last seen: May 12, 2026

Posting Health

Days active: 47
Repost count: 0
Trust Level: 51%
Scored at: May 13, 2026

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Zensurance

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Zensurance is a Canadian online insurance brokerage that provides customized business insurance solutions for small and medium-sized enterprises, utilizing technology to simplify the purchasing process.

Employees

350

Founded

2016

Domain

zensurance.com

Jobs

View 14 jobs

View company profile

Salary

CAD 150000–190000

per year