Strategy & Operations Manager
Job Description
PolicyMe, a Toronto-based startup with big ambitions are looking for a Strategy & Operations Manager to help them 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.
Salary: $154,000 – $176,000 CAD
Key Responsibilities
- Take an ambiguous, high-stakes problem from framing to answer to execution: a one-page case with a recommendation, a decision from leadership, then driving the work across product, growth, ops, and partners.
- Problems span new product and segment expansion, go-to-market for launches, partner programs, and the operational constraints slowing us down.
- Run the scrappy pilot before anything gets built: validate a segment, a message, or a new motion at small scale with whatever tools get it done.
- Own the weekly leadership brief: performance across every product line, the decisions leadership needs to make, and a recommendation for each. Your analysis is what the founders read every Wednesday.
- Lead monthly deep dives into each business line: funnel performance, live experiments, customer and competitor evidence, and what we do differently next month. You’ll build these with the line leads, which means you’ll know every business here from the inside.
- Run the quarterly planning cycle: turn founder priorities into a sized set of options and put the real resource trade-offs in front of leadership
Key Requirements
- 4 – 8 years in strategy consulting, investment banking, or strategy/BizOps at a high-growth operating company.
- Exceptional analytical horsepower: you structure ambiguous problems, do the analysis yourself (strong modeling; SQL or the willingness to learn it fast), and land on a recommendation in one page, not ten.
- A doer. You’d rather run the pilot than polish the deck, and you’re energized by a company where there’s no one to delegate to.
- You can drive senior stakeholders and cross-functional teams without formal authority, and you’re comfortable having founders read and challenge your work weekly.
- AI-native: you use AI daily to research, analyze, and produce faster, and you raise the bar for how a team works with it.
- Clear-eyed about the trade: the pace is intense, several workstreams run at once, and the weekly rhythm does not slip. In exchange you get the steepest learning curve here and the fastest credible route to running a business line.
- No insurance experience required. We’ll teach you the industry; you bring the curiosity and the work ethic.
