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 People & Culture Generalist to help us build the future of insurance in Canada and beyond.

As our People & Culture Generalist, you’ll be at the center of our People team - you’ll own key processes and systems that ensure all our humans have a great employee experience from their first day to their last! You’ll support and improve our people programs across onboarding, performance, engagement, and day-to-day people operations. This is a great opportunity for someone who is extremely accountable, can work quickly but with intention, and cares deeply about building thoughtful experiences that help humans and teams perform at their best.

What you'll be doing:

Manage all employee data within our People systems including onboarding, role changes, promotions, terminations and more — all with a focus on accuracy
Own our onboarding and offboarding experiences, partnering closely with IT and Finance
Support execution of performance reviews, engagement surveys, and company-wide people programs, including coordination, communications, and reporting
Own coordination with our benefits provider and ensure employees are maximizing our program
Fully own our company social events, including the planning and execution of our in-person company events (we bring our company together twice a year!), virtual and team events
Manage our office - while we are remote-first, we have an office in downtown Toronto that many of us frequent on Thursdays. You’d be responsible for all support / coordination of office activities
Annual gifting coordination, helping think through what will bring the most joy to our employees to celebrate the year and executing on the vision
Serve as a trusted point of contact for employees and managers on HR inquiries
Help deliver and continuously improve core people programs such as performance reviews, engagement initiatives, learning and development, and team culture initiatives
Own metrics and reporting across all the areas you’re responsible for
Support time sensitive projects and requests from the VP, People & Culture

What we are looking for:

3+ years of experience in an HR, People Operations, or People & Culture role, ideally in a fast-paced startup or high-growth environment
Strong knowledge of core HR practices across employee lifecycle management, people operations, and compliance
Experience supporting people programs such as onboarding, performance management, engagement, and policy administration
Someone with a ‘yes, I can help’ attitude, who will be there to support our People team as well as all our employees
Highly organized with strong attention to detail and the ability to manage multiple priorities at once
Strong interpersonal and communication skills, with the ability to build trust across teams and levels
Comfortable working with HR systems, documentation, and process improvement
Sound judgment and discretion when handling sensitive and confidential information
Nice to have: Experience using AI tools and workflow automations to improve efficiency, streamline processes, and support better decision-making
Must be located in Toronto and willing to work in-office 1-2 days per week

Why join us:

Generous PTO - 20 vacation days
A comprehensive benefits plan with premiums paid in full by PolicyMe
Investment in your professional development, including an L&D budget, AI tooling budget, performance reviews twice a year and ongoing feedback to ensure you reach your highest potential
An extremely high performing, low-ego, remote-first team that is truly disrupting an old industry
Option to work from home or our Toronto-based office (bonus: we cover the costs to bring all our employees in-person twice a year for experiential socials!)
Access to stock options based on performance
Compensation: The total target cash compensation for this role is $71,500-$88,000 CAD, based on experience. We’ll walk through the details together during the interview

About PolicyMe:

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.

Additional Notes:

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.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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