Want to know if this job is worth applying to?
Toronto, Ontario, Canada
Hybrid
Purpose in Every Position
Pebl puts a world of talent at your fingertips. With our AI-powered Global Work Platform™, companies can hire, pay, and manage employees in 185+ countries—removing risk, red tape, and guesswork from global growth. Backed by more than a decade of compliance leadership and local expertise, Pebl helps businesses move fast, stay compliant, and scale with confidence. With Pebl, companies everywhere can hire great talent anywhere.
Where Your Work Moves the Needle.
At Pebl, every team member drives our success. Joining us means more than filling a role—you’re accountable for results and impact. Our values guide how we operate, execute, and collaborate across borders. By putting them into action, you’ll help us scale faster, compete harder, and lead the future of global work.
What Makes You a Great Fit
We're looking for a Product Manager to own Lifecycle Management—the post-onboarding, day-to-day experience layer that spans employees, employers, and internal teams across 185+ countries. This is a horizontal role covering the operational journey between customer setup and offboarding: how employees track time, request leave, manage expenses, and interact with Pebl day-to-day.
You'll start with Time—the most business-critical and complex part of the lifecycle. Time at Pebl spans three interconnected areas: time off (PTO policies, accruals, and leave requests across dozens of country-specific rules), leave of absence (statutory parental, medical, and disability leave), and time tracking (timesheets and overtime compliance for hourly workers). Each area has its own compliance requirements, its own ops overhead, and significant room to improve the employee and manager experience through better self-service and automation.
This is a hybrid position based in Toronto, Ontario, with in-office collaboration required at least 3 days per week. You will be an individual contributor.
How You'll Make An Impact:
Own the roadmap and execution for Pebl's Lifecycle Management domain, starting with Time: time off (PTO, accruals, policy management), leave of absence, and time tracking.
Reduce manual ops overhead by enabling employee and manager self-service for standard time and leave requests.
Partner with engineering to improve policy accuracy across countries—including accrual logic, tenure inheritance, and LOA-to-payroll handoffs.
Define use cases for AI agents to automate and streamline day-to-day EOR employee workflows.
Translate customer needs, market insight, and business goals into clear, prioritized product requirements.
Define success metrics, run experiments, and iterate based on data.
Communicate trade-offs and progress clearly to stakeholders and leadership.
Let's Connect If You Have:
3-5 years of Product Management experience, or equivalent in ops, business analysis, or a related role
Computer Science background or equivalent technical experience
Strong written and verbal communication; comfortable working across engineering, ops, and design
Track record owning a product area end-to-end — from strategy to shipped, adopted features
Hands-on experience in testing product before releasing and editing FAQ/documentation
Curiosity about how complex systems work across jurisdictions
HR tech, FinTech, or global workforce experience is a plus
Startup or fast-paced environment experience preferred
Our Commitment to You
At Pebl, we’re committed to supporting our team with comprehensive rewards and benefits designed to meet diverse needs across roles and locations. Our core offerings include:
Flexible Time Off – Take the time you need to recharge.
Parental Leave – Support for growing families.
Health and Dental Insurance – Where applicable, to cover you and your loved ones.
Retirement Savings + Employee Incentive Plan – Plan for the future while sharing our success.
Please visit our career page for more information.
Pebl is an Equal Opportunity Employer.
We power global teams and believe diverse perspectives drive innovation and impact. Employment decisions at Pebl are based on qualifications, merit, and business needs. We do not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other status protected by applicable law. We’re committed to fostering an inclusive culture where every teammate can thrive and do the best work of their career—anywhere in the world.