Strategy & Operations Manager

We're on a mission to modernize insurance, making it simpler, more accessible, and customer-first. The insurance industry is a $1T market that has remained largely untouched by the digital revolution, and PolicyMe is here to change that. As a remote-first, Toronto-based startup with big ambitions, we're looking for a Strategy & Operations Manager to help us build the future of insurance in Canada and beyond.

Strategy & Operations is a new team with an exciting mandate: work directly with the VP of Growth and the founders on the questions that decide the company's trajectory, and run the process by which the company plans, reviews, and decides. How do we grow volume and margin at the same time? Which product lines and segments do we expand into next, and in what order? Where are we spending resources that we shouldn't be?

The role is a 12-to-18-month tour, not a career track. You build more cross-company context than almost anyone at PolicyMe, then rotate into a product or business owner seat (PM, GM, functional lead), with placements decided by the VP of Growth, CEO, and COO. The generalist-to-owner path is how several of our strongest leaders got here; we're now running it as a deliberate pipeline. This is a senior individual-contributor role reporting to the VP of Growth.

At PolicyMe, we are Canada’s leading digital insurance solution, offering straightforward and affordable financial protection for families from coast to coast. Our product suite includes Life Insurance, Critical Illness Insurance, and Health & Dental Insurance, all tailored to Canadians' evolving needs. We also offer B2B2C solutions, partnering with organizations to provide seamless digital insurance options. Founded by a team of insurance experts and technology entrepreneurs, PolicyMe is committed to making insurance simpler and more accessible. Since our launch in 2018, we have grown exponentially, selling over $10 billion in insurance coverage to Canadians.

We are proud of the team we’ve built and are excited for those that are yet to join us. We operate with a remote-first culture, attracting top talent from across Canada. If you’re looking for a fast-paced, collaborative environment, working alongside incredibly ambitious yet humble humans, we may be the right place for you! To learn more, visit www.policyme.com.

• Job Vacancy: This role reflects growth in our team and expanded operational scope. We’re hiring to support increasing demand and continue delivering an exceptional customer experience.
• Commitment to Equal Opportunity: PolicyMe is an equal opportunity employer. We welcome applicants of all backgrounds and provide fair consideration regardless of race, colour, religion, sex, sexual orientation, gender identity, national origin, or disability.
• Accessibility Statement: We are committed to providing an accessible hiring experience. If you require accommodations during the application process, please indicate this in the “Additional Information” section of your application.

We thank all applicants for their interest, however, only those selected for an interview will be contacted.