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Senior People Operations & Learning Specialist

Job in Winnipeg, Manitoba, Canada
Listing for: Fabric Labs, Inc.
Full Time position
Listed on 2026-09-27
Job specializations:
  • HR/Recruitment
    HR Generalist / Talent Management, HRIS Specialist, Regulatory Compliance Specialist
Salary/Wage Range or Industry Benchmark: 60000 CAD Yearly CAD 60000.00 YEAR
Job Description & How to Apply Below
About the Role   We are looking for a Senior People Operations and Learning Specialist to champion the day-to-day experience for our Canadian team while providing the operational support for our global learning programs. In this position, you combine sound People Operations judgment with hands-on learning administration, creating an environment where employees feel genuinely supported and empowered to grow.  During your first year, you also play a crucial role in supporting our international teams across Portugal and Prague while the department navigates a planned leave.

As the team returns to its steady-state structure, your focus naturally transitions back to shaping our Canada People Operations and driving global learning delivery.  We value flexibility and autonomy in how you approach your day. Because this position requires close collaboration with our European colleagues, maintaining a consistent early start (typically between 7:00 and 8:00 a.m. Pacific Time) ensures you have meaningful, real-time overlap with the broader team.
What You'll Do   As our Senior People Operations and Learning Specialist, you own Canada People Operations and the operational delivery and maintenance of global learning programs. Your primary responsibilities include:
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.

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.

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.

Why You Might Be a Good Fit     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.
This Might Not Be the Right Fit If    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…
Position Requirements
10+ Years work experience
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