Senior People Operations & Learning Specialist

Canadian People Operations & Employee Support Manage the Canadian employee lifecycle, including onboarding, employee changes, leaves, offboarding, and employment documentation. Coordinate Canadian payroll through Rippling, reviewing inputs and deductions, resolving discrepancies, and maintaining accurate payroll records. Administer Canadian benefits in partnership with Fabric vendors, including enrolment, employee questions, and renewal support. Serve as the first point of contact for routine employee questions and escalating complex employee relations, legal, or policy matters appropriately.

Manage the Canadian employee lifecycle, including onboarding, employee changes, leaves, offboarding, and employment documentation.

Coordinate Canadian payroll through Rippling, reviewing inputs and deductions, resolving discrepancies, and maintaining accurate payroll records.

Administer Canadian benefits in partnership with Fabric vendors, including enrolment, employee questions, and renewal support.

Serve as the first point of contact for routine employee questions and escalating complex employee relations, legal, or policy matters appropriately.

Global Learning & Program Administration Administer the learning platform and coordinating the operational delivery of programs, including course setup, assignments, testing, completion tracking, and reporting. Partner with subject matter experts to build, update, test, and maintain practical learning content and employee communications, leveraging generative AI to accelerate content drafting and formatting. Coordinate the operational delivery of the mentorship program and administering the personal learning and development stipend. Track learning participation, completion, feedback, and recurring support needs to recommend practical improvements. Coordinate the operational delivery of learning programs.

Administer the learning platform and coordinating the operational delivery of programs, including course setup, assignments, testing, completion tracking, and reporting.

Partner with subject matter experts to build, update, test, and maintain practical learning content and employee communications, leveraging generative AI to accelerate content drafting and formatting.

Coordinate the operational delivery of the mentorship program and administering the personal learning and development stipend.

Track learning participation, completion, feedback, and recurring support needs to recommend practical improvements.

Coordinate the operational delivery of learning programs.

Systems, Compliance & Global Operations Maintain accurate employee data, records, process documentation, and compliance evidence across shared systems, utilizing AI-assisted tools to keep documentation clear, structured, and up to date. Operate compliance training processes, including Sexual Harassment Training, reminders, evidence retention, and support for Security audits. Support documented Portugal and Prague People processes, employee records, vendor coordination, and routine employee support during the initial transition period. Build practical workflows, checklists, templates, metrics, and escalation paths that improve accuracy, service, and business continuity.

Maintain accurate employee data, records, process documentation, and compliance evidence across shared systems, utilizing AI-assisted tools to keep documentation clear, structured, and up to date.

Operate compliance training processes, including Sexual Harassment Training, reminders, evidence retention, and support for Security audits.

Support documented Portugal and Prague People processes, employee records, vendor coordination, and routine employee support during the initial transition period.

Build practical workflows, checklists, templates, metrics, and escalation paths that improve accuracy, service, and business continuity.

You are equally comfortable owning detailed People Operations work and coordinating learning programs across multiple stakeholders.

You bring practical knowledge of Canadian payroll, benefits, employment administration, and employee lifecycle processes.

You create order in complex environments through clear documentation, visible priorities, and reliable follow-through.

You can operate independently while recognizing when an employee, compliance, or policy issue requires escalation.

You enjoy improving systems and processes, not just keeping existing workflows running.

You communicate clearly across time zones and can build trusted relationships with employees, managers, vendors, and cross-functional partners.

You are comfortable moving between planned learning work and responsive operational support without losing accuracy.

You are an early adopter of technology and actively use modern AI tools to streamline administrative tasks and enhance your daily productivity.

You want to focus only on traditional HR administration or only on learning and development programs, as this role is a hybrid function.

You are looking for a people management role, as this is a senior individual contributor position with no initial direct reports.

You prefer a fixed and fully mature portfolio, since this role helps build, document, and improve several operating processes.

You do not enjoy systems administration, completion tracking, reporting, or other detail-oriented operational work.

You prefer traditional, manual HR workflows and are hesitant to adopt AI tools to enhance documentation and content creation.

You are unable to maintain a regular start time between 7:00 and 8:00 a.m. Pacific Time.

Hands-on experience with Rippling, 360Learning, JIRA, or comparable HR, LMS, and service management platforms.

Experience with instructional design, course maintenance, or learning content operations.

Exposure to international People Operations, employer of record (EOR) arrangements, or post-acquisition integration.

Experience supporting distributed teams across Canada, the United States, and Europe.

Healthcare, health technology, or another regulated industry.