Director of People Operations

OpenTable; Toronto; Remote; CAD 120,000 - 160,000; Full time

Job summary

A leading restaurant reservation service in Toronto is seeking an experienced Director of People Operations to enhance global HR operational capabilities. This role involves overseeing compensation, benefits, and systems programs while leading a team dedicated to delivering high-quality service. The ideal candidate must have extensive HR experience, deep expertise in Workday, and excellent communication skills. Benefits include flexible working locations, mental health support, and generous time off.

Benefits

Work from (almost) anywhere

Mental health support

Generous parental leave

Paid vacation and birthday time off

Paid volunteer time

Learning and development opportunities

Qualifications

• 8–10+ years of progressive HR experience in HR operations, compensation, & systems.
• Proven experience leading HR Operations or Total Rewards teams.
• Deep expertise in Workday, including Core HCM and Advanced Compensation modules.

Responsibilities

• Scale global HR operational infrastructure as Director of People Operations.
• Oversee compensation, benefits, operations, immigration, & systems programs.
• Lead service delivery and systems administration.

Skills

Progressive HR experience

Leading HR Operations teams

Expertise in Workday

Knowledge of global employment compliance

Strong problem-solving skills

Data analysis skills

Excellent communication skills

Attention to detail

Education

Bachelor's degree

HR or business-related certifications (e.g., PHR, SHRM-SCP, CCP)

Job description

Who you are

• 8–10+ years of progressive HR experience with a focus in HR operations, compensation, & systems in a global, high-growth environment
• Proven experience leading and developing HR Operations or Total Rewards teams
• Deep expertise in Workday, including Core HCM and Advanced Compensation modules
• Strong knowledge of global employment compliance, HR governance, and policy development
• Exceptional problem-solving and systems-thinking skills; able to navigate complexity and bring structure to ambiguity
• Adept at analyzing and interpreting data to inform strategic decisions
• Excellent written and verbal communication skills, including experience presenting to executives
• High attention to detail, with a process improvement mindset and ability to execute with consistency
• Bachelor's degree required; HR or business-related certifications (e.g., PHR, SHRM-SCP, CCP) are a plus

What the job involves

• We're seeking an experienced and agile Director of People Operations to scale our global HR operational infrastructure.
• This critical leadership role will oversee the end-to-end strategy of our compensation, benefits, operations, immigration, & systems programs
• You will lead a team responsible for service delivery, systems administration, and rewards execution—and serve as a trusted partner to Legal, Finance, Payroll, and IT, as well as the OpenTable executive team
• Design, implement, and evolve a scalable shared services operational model that centralizes HR operations processes while ensuring global consistency, compliance, and a high quality employee experience
• Lead HR Systems strategy across the employee lifecycle (e.g., onboarding, job changes, offboarding) to drive efficiency and compliance
• Oversee the execution of mid-year and year-end compensation cycles and compensation forecasting / budgeting in close partnership with Finance and senior leadership
• Craft and fine tune global benefits programs that align with business goals and drive employee retention

Benefits

• Work from (almost) anywhere - wherever you do your best work
• Mental health and well-being - company-paid therapy sessions through SpringHealth, company-paid subscription to HeadSpace, and company-wide weeks off a year so the whole team can recharge
• Generous parental leave
• Generous paid vacation + time off for your birthday
• Paid volunteer time
• Enriched learning and development opportunities - leadership development & access to thousands of on-demand e-learnings