About the role

Aplyr's Quick Take

This role is for a Staff Product Manager who will lead product strategy and development for Zensurance's digital offerings. You'll work closely with cross-functional teams to ensure products meet user needs and business goals, while also mentoring others in product management practices. It's primarily an individual contributor role with a focus on strategic vision and hands-on leadership.

Good fit

Ideal candidates have significant experience in product management, particularly in tech or insurance sectors, and are comfortable working in a fast-paced, collaborative environment. Strong analytical skills and a knack for mentoring others will help you thrive here.

Worth noting

The company is remote-first but prefers candidates within the Greater Toronto Area. Zensurance has been recognized for rapid growth, which could mean a dynamic work environment but also potential for high pressure.

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

Skills & Tags

go ai data product design

Aplyr's read

Zensurance is a digital insurance brokerage revolutionizing small business insurance through technology, attracting tech-savvy professionals seeking remote-first roles.
Synthesized from recent postings & public sources

What's promising

•Zensurance offers remote-first roles, appealing to those seeking flexible work arrangements.
•The company focuses on small business insurance, a niche market with growth potential.
•Zensurance employs technology to streamline insurance processes, enhancing customer experience.

What to watch

•The insurance industry is highly competitive, posing challenges for market differentiation.
•Rapid technological changes require continuous adaptation and investment.
•Limited public information about employee satisfaction and company culture.

Why Zensurance

•Zensurance specializes in tailored insurance solutions for small businesses.
•The company leverages technology to simplify the insurance purchasing process.
•Zensurance's remote-first approach attracts a diverse, geographically distributed workforce.

Aplyr’s read is generated by AI from public sources. Was it useful?

About Zensurance

Zensurance

zensurance.com

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Zensurance is a digital insurance brokerage that specializes in providing small businesses with tailored insurance solutions. The company leverages technology to simplify the insurance purchasing process and enhance customer experience.