Policyme1d ago

New

People & Culture Generalist (Remote)

In TorontoRemoteFull-timemid

OtherPeople & Culture Generalist

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Quick Summary

Overview

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.

Technical Tools

performance-management

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.

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

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.

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.

Location & Eligibility

Where is the job

Worldwide

Fully remote, anywhere in the world

Who can apply

Same as job location

Listing Details

Posted: May 8, 2026
First seen: May 9, 2026
Last seen: May 9, 2026

Posting Health

Days active: 0
Repost count: 0
Trust Level: 76%
Scored at: May 9, 2026

Signal breakdown

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Policyme

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PolicyMe is a Canadian digital insurance provider offering life, critical illness, and health & dental insurance through a streamlined online platform, focused on affordability and accessibility.

Employees

125

Founded

2018

Domain

Jobs

External application · ~5 min on Policyme's site

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