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This role has closed. PolicyMe has taken the posting down.

hirly last saw it live on 30 September 2026. See similar open roles below, or browse all Operations Manager jobs in Toronto.

PolicyMe

Strategy & Operations Manager

Remote in Toronto

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hirly's read of this role

Role family
Operations
Seniority
Lead / management
Country
CA
Work mode
Remote-friendly
First seen by hirly
22 Sept 2026

Derived automatically from the posting.

the posting

Overview of the role

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.

Original posting on PolicyMe's site ↗

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