Senior Specialist, Payroll (Hybrid)

With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a passion for helping restaurants thrive. Our world-class technology empowers restaurants to focus on what matters most – their team, their guests, and their bottom line – while enabling diners to discover and book the perfect restaurant for every occasion. 

Every employee at OpenTable has a tangible impact on what we do and how we do it. You’ll also be part of a global team and its portfolio of metasearch brands. Hospitality is all about taking care of others, and it defines our culture.

Please note this is a Hybrid position based out of Toronto, Canada. 

About the Job

As a Senior Specialist, Payroll, you will elevate OpenTable’s global payroll function by building future-proof processes and fostering a culture of excellence and collaboration. Reporting directly to the Manager of International Payroll, you will guide the business through an increasingly complex international payroll environment with a strong growth mindset and a high level of accountability. In this individual contributor role, you will lead end-to-end payroll processing and compliance for key regions, while partnering closely with Human Resources, Tax, Legal, and Finance. Your work ensures our global team members are paid accurately and on time, directly supporting the workforce that empowers our restaurant partners to thrive.

Responsibilities

• Manage and process timely, accurate, and multi-frequency payroll operations for key international regions (including Australia and Mexico) and provide backup support for other countries (such as the United States, Canada, the United Kingdom, and India).
• Ensure strict compliance with global payroll tax regulations, fringe benefits, stock-based compensation, global mobility, and annual filing requirements.
• Partner closely with Human Resources, Accounting, Tax, and Legal teams to proactively address multi-jurisdictional payroll implications and resolve complex queries.
• Direct the relationship management and performance oversight of international third-party payroll service providers to guarantee adherence to service level agreements.
• Draft and maintain Standard Operating Procedures and comprehensive payroll calendars, identifying opportunities for process improvements and internal control enhancements.
• Collaborate with Human Resources Operations to ensure seamless data flow across enterprise payroll integrations, proactively identifying and resolving technical issues.

Minimum Qualifications

• 6+ years of payroll experience processing payroll within professional practice or in-house corporate environments.
• Proven experience processing payroll and managing tax reporting across multiple countries, specifically including the United States, Australia, or Mexico.
• Deep understanding of end-to-end payroll lifecycles, including payroll accounting, tax liabilities, annual filings, and data flow.
• Practical experience working with modern enterprise-level Human Resources Information Systems (HRIS) or payroll systems (such as Workday, ADP, or CloudPay).

Preferred Qualifications

• Certified Payroll Professional (CPP) designation, professional accounting qualification, or an equivalent certification.
• Professional proficiency in Spanish to support Latin American payroll operations and cross-regional communication.
• Proven experience managing and collaborating with third-party international payroll vendors.
• Strong track record of designing Standard Operating Procedures, optimizing system integrations, or supporting complex payroll audits.

Benefits and Perks

• Work from (almost) anywhere for up to 20 days per year
• Focus on mental health and well-being:
• Company-paid therapy sessions through SpringHealth
• Company-paid subscription to Headspace
• Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)
• Paid parental leave
• Generous paid vacation + time off for your birthday
• Paid volunteer time
• Focus on your career growth:
• Development Dollars
• Leadership development
• Access to thousands of on-demand e-learnings
• Travel Discounts
• Employee Resource Groups
• 20 days of paid time off
• Private health and dental insurance
• Life and Disability insurance

The best connections happen face-to-face, whether you’re sitting down to dinner or having coffee with a coworker. That’s why OpenTable has adopted a hybrid workplace model. This role aligns with that approach, with an expectation of coming into the office two days a week—giving employees the best of both worlds: in-person collaboration and flexibility.

The expected range of compensation for this position based in Toronto, Canada, including commission and/or bonuses, is $91,000 - $101,000 CAD. There are a variety of factors that go into determining a compensation range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required.

We offer a competitive base salary and benefits including: health benefits; flexible spending account; retirement benefits; life insurance; paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays); and parental leave benefits. This role is eligible to be considered for an annual bonus.

Work Environment & Flexibility

At OpenTable, we pride ourselves on fostering a global and dynamic work environment. As a team member with us, you will benefit from a schedule tailored to accommodate a global workforce operating across multiple time zones. While the majority of your responsibilities may align with conventional business hours, there will be instances where you are expected to manage communications - via calls, Slack messages, or emails - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters. OpenTable will always abide by and consider local laws and regulations.

Inclusion

We’re committed to creating a workplace where everyone feels they belong and can thrive. We know the best ideas come when we bring different voices to the table, so we're building a team as dynamic as the diners and restaurants we serve—and fostering a culture where everyone feels welcome to be themselves.

If you need accommodations during the application or interview process, or on the job, we’re here to support you. Please reach out to your recruiter to request any accommodations.