Senior Specialist, Payroll

About OpenTable

OpenTable, a Booking Holdings company, supports restaurants around the world with technology that helps them serve guests, manage their business, and grow sustainably. With millions of diners, more than 60,000 restaurant partners, and over 25 years in the industry, the company plays a major role in helping hospitality businesses succeed. Team members have a direct influence on the product, the business, and the experience delivered to restaurants and diners.

This role is based in Toronto, Canada, and follows a hybrid work model with two in-office days per week.

Role Overview

As a Senior Specialist, Payroll, you will strengthen the global payroll function by improving processes, supporting compliance, and helping build a scalable payroll operation. Reporting to the Manager of International Payroll, you will manage complex international payroll activities across multiple regions while working closely with Human Resources, Tax, Legal, Accounting, and Finance. The position is an individual contributor role with a strong focus on accuracy, accountability, and continuous improvement.

What You Will Do

• Handle complete, accurate, and timely payroll runs for key international markets, including Australia and Mexico, while also supporting payroll for other countries such as the United States, Canada, the United Kingdom, and India when needed.
• Maintain compliance with global payroll tax rules, fringe benefit requirements, stock-related compensation, mobility matters, and annual statutory filings.
• Work with HR, Accounting, Tax, and Legal partners to resolve payroll questions that span multiple jurisdictions and to address compliance impacts proactively.
• Oversee relationships with international payroll vendors and monitor their performance against service expectations and agreed service levels.
• Create and update standard operating procedures and payroll calendars, and look for ways to improve processes and strengthen internal controls.
• Partner with HR Operations to keep payroll data moving smoothly through integrated systems and troubleshoot technical issues when they arise.

Experience and Qualifications

You should bring at least 6 years of payroll experience in either an in-house corporate setting or a professional services environment. Strong knowledge of end-to-end payroll operations is required, including payroll accounting, tax obligations, annual reporting, and data management. Hands-on experience with enterprise HRIS or payroll platforms such as Workday, ADP, or CloudPay is also expected.

Preferred additions include a CPP credential, an accounting qualification, or an equivalent certification, along with professional Spanish language skills. Experience managing third-party payroll providers, designing SOPs, improving system integrations, or supporting payroll audits will be viewed favorably.

Compensation and Benefits

The expected compensation range for this Toronto-based role is CAD 91,000 to CAD 101,000 per year, including commission and/or bonuses. The position is also eligible for an annual bonus.

• Opportunity to work remotely from almost anywhere for up to 20 days each year
• Company-sponsored therapy sessions through SpringHealth
• Complimentary Headspace subscription
• An annual company-wide week off so the entire team can fully recharge
• Paid parental leave
• Generous vacation allowance plus birthday time off
• Paid volunteer time
• Development dollars for career growth
• Leadership development support
• Access to thousands of on-demand learning resources
• Travel discounts
• Employee resource groups
• 20 days of paid time off
• Private medical and dental coverage
• Life and disability insurance
• Health benefits
• Flexible spending account
• Retirement benefits
• Paid sick leave, medical leave, bereavement leave, floating holidays, and paid holidays
• Additional parental leave benefits

Work Schedule and Flexibility

OpenTable operates with a hybrid, globally distributed work environment. While most duties will align with normal business hours, there may be occasions when you need to respond outside standard hours through calls, Slack, or email to coordinate with international teammates, support restaurant partners, or handle urgent payroll matters. The company states that local laws and regulations will always be respected.

Inclusion and Accommodations

OpenTable is committed to building an inclusive workplace where people from different backgrounds can contribute and feel they belong. If you need accommodations during the hiring process or while performing the job, you can request support through your recruiter.