What you'll be doing:
- Own delivery and optimization of key product flows within Life & Critical Illness.
- Drive end-to-end execution of new product initiatives and define MVP scopes.
- Partner with engineering and design to build, test, and ship high-quality features.
- Work with insurance and compliance partners to translate complex rules into intuitive user experiences.
- Use data and customer insights to identify conversion levers, prioritize initiatives, and guide roadmap decisions.
- Balance short-term optimization with long-term product strategy and scalability.
- Lead discovery and experimentation processes to validate hypotheses and reduce risk.
- Collaborate with stakeholders to align product work with company-level goals and KPIs.
What we are looking for:
- While a minimum of 4 years of product management experience in a high-growth environment is ideal, we’re open to candidates who can demonstrate strong product thinking, an entrepreneurial mindset, and a track record of building new products or business models.
- Proven ability to execute and ship impactful features or products from concept to delivery.
- Analytical and data-informed mindset, with comfort using dashboards and metrics to guide prioritization.
- Experience working cross-functionally with design, engineering, and business stakeholders.
- Strong communicator and storyteller, able to craft compelling narratives to influence decisions across audiences. Experience at translating complex technical or business concepts - from engineers and designers to senior leaders and founders.
- Curiosity, initiative, and the ability to thrive in a fast-moving, ambiguous environment.
- Experience in fintech, Insurtech, or another regulated digital industry is considered an asset.
- Familiarity with SQL, experimentation frameworks, or analytics tools such as Looker or MixPanel.
- Strong product sense and commercial awareness of how product decisions impact growth and operations.
- Experience working in a startup or scale-up with high ownership expectations would be considered an asset.
Why join us:
- Generous PTO - 20 vacation days
- Access to stock options and a comprehensive benefits plan
- A remote-first team with company paid, in-person socials and the option to work from our Toronto-based office
- Resources to help your professional development, including an L&D budget, performance reviews twice a year and ongoing feedback to ensure you reach your highest potential
- Work with an empathetic, high-performing team in a flexible, results-oriented environment
Top Skills
What We Do
We are on a mission to put families first with simple and affordable insurance. We strongly believe that life insurance is fundamental to a sound financial plan. It ensures that your family can replace lost income to pay for key expenses, eliminate debt, pay for college, or address other financial goals in the unfortunate circumstance that you pass. However, we also understand that life insurance is complicated. There are many factors to take into account in determining how much life insurance is right for you, and what type of policy best suits your needs. That is why we believe life insurance advice should be transparent, customized and most importantly, convenient. We are an experienced team trying to change the insurance industry with a customer first approach. Our proprietary life insurance algorithm assesses your needs and recommends the best product for you – regardless of commission structure. Life insurance is complicated, and our advice engine can help you find the the best protection in the most cost-effective way







