About the role

Product Manager owning time off, leave, and time tracking for Pebl’s AI-powered global work platform. Improving compliance, self-service, and employee workflows across 185+ countries.

Responsibilities

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.
Work as an individual contributor.

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
Located in Toronto, Ontario
In-office collaboration required at least 3 days per week

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.
Equity