Let’s build better together

We’re building a new kind of insurance company and we’re looking for innovators, builders, and creators, like you, to shape the future with us.
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At PolicyMe, our team is committed to being there for every family when life unexpectedly changes. It is our belief that we have a responsibility to protect Canadian families with high quality coverage, today and tomorrow.
Our values are the bedrock of our culture and core beliefs as a team. They shape every small and big decision, and guide how we treat our customers and each other.


Our work is a top priority

We are committed to doing whatever is necessary to support our customers during their most difficult times. We focus on simple processes that work, and high quality service that our customers can always count on.


We are energized by challenging problems

We are always looking for ways to disrupt ‘the way it has always been done’, so that we can do better. We can do a lot with a little and always find creative ways to make any situation work.


We strive to hit our maximum potential

We are ambitious and unsatisfied with being in the middle of the pack. Our products excite us, so we are motivated to put in the effort so that we can produce the best for our customers and inspire our colleagues along the way. There are no limits for us—only possibilities!


We believe we win and lose together

We make time to help colleagues succeed. If someone is struggling, our first instinct is always, "how can I give them a hand?" Our empathy for the needs of customers and fellow employees never leaves us—it drives everything within our jobs and creates the combined success of PolicyMe.


We are not scared of being wrong

We understand that there are no bad ideas. We are always open to feedback and seek it regularly. We don’t see failure—only learning opportunities. We understand that, as a start-up, we are always either winning or learning.

Benefits and Perks

That were shaped with our team’s input in mind

We value and invest in your talent

We offer a competitive salary and equity that is annually reviewed to ensure competitiveness and fairness. We encourage your learning, providing you with resources to support your professional development.

We let you work from wherever you work best

We have the systems in place to let you work from any desk in the world (just ask us about our times in Medellin, Singapore, and Argentina). More of an in-person kind of person? We have an office in downtown Toronto, too.

We care about your health and wellness

In addition to having 4 weeks of paid time off and a comprehensive benefits plan, we have a culture that prioritizes helping you become your best self. We care about continuous feedback and open dialogue, so that we can make PolicyMe a great place to work for each employee.

We appreciate our time together

Although we operate remote-first, we host both in-person events (like our legendary summer party and our "Amazing Race" competition) and virtual events, like trivia and escape rooms. We are proud of how much we invest in our events, so that our people can share meaningful experiences together.

Meet the founders and what matters to them

Andrew Ostro
CEO | Co-Founder
Father to two sweet little boys
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Andrew brings over 10 years of experience in the insurance industry working as a licensed actuary and management consultant at Towers Watson and Oliver Wyman. He has advised senior executives at the world’s largest insurance companies on strategy, digital transformations, operations, regulatory adherence and finance / risk.
Laura McKay
COO | Co-Founder
Mother to a beautiful daughter
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Laura brings 7 years of experience working in insurance & strategic operations as a management consultant at Oliver Wyman, after experiences at Manulife and Munich Re. In 2017, she launched a successful initiative for the World Economic Forum focused on innovation in insurance, working closely with insurers, tech pioneers, and policy-makers.
Jeff McKay
CTO | Co-Founder
Father to two rambunctious boys
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Jeff brings 10 years of experience working for Bloomberg in NYC, providing fixed income pricing for millions of securities around-the-clock.

Join the PolicyMe Team

If what we said above gave you the warm-and-fuzzies and you're ready to join us on our mission, check out our open positions.
Don't see anything that fits? Please apply to our talent network and we will reach out if something opens up that might interest you!
See Our Open Positions