Payroll Supervisor

About the Company and Opportunity:

Our client is a leading organization in the entertainment industry, supporting large-scale operations across the United States and Canada.

The organization operates in a highly complex payroll environment, managing approximately 100 union groups and 100 employer numbers or payroll groups across multiple jurisdictions. With a payroll department of approximately 35 professionals, the team supports a diverse workforce of tipped, hourly, and salaried employees across weekly, biweekly, and semi-monthly payroll cycles.

This is an excellent opportunity for an experienced Payroll Supervisor who thrives in a fast-paced, high-pressure environment and can lead a team through complex payroll operations. The organization is also preparing for a new payroll system implementation in early 2027, with a focus on reducing manual processes, improving accuracy, and leveraging AI-enabled tools to identify discrepancies and streamline payroll analysis.

Why work here:

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• Join an established organization in a dynamic and fast-paced industry.
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• Lead and develop a team within a large, complex payroll department.
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• Gain exposure to multi-entity, multi-jurisdictional, and unionized payroll operations.
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• Contribute to an upcoming payroll system implementation and process improvement initiatives.
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• Help introduce technology and AI-driven tools to improve payroll accuracy and efficiency.
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• Collaborate with payroll leadership, specialists, analysts, and payroll tax professionals.
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• Make a meaningful impact on payroll processes, team performance, and operational improvements.
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What You'll Be Doing as a Payroll Supervisor:

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• Supervise, coach, and develop a team of approximately 5–8 payroll specialists, providing guidance, support, and performance management.
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• Oversee complex, high-volume payroll processing across approximately 100 union groups and 100 employer numbers or payroll groups in the United States and Canada.
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• Manage payroll operations across weekly, biweekly, and semi-monthly schedules for tipped, hourly, and salaried employees.
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• Ensure payroll is processed accurately and on time while maintaining compliance with applicable federal, state, provincial, and local regulations.
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• Review payroll reports, reconciliations, and variances to identify discrepancies and ensure data accuracy.
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• Investigate and resolve complex payroll issues, escalating matters when necessary and implementing corrective actions to prevent recurring errors.
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• Partner with third-party payroll tax providers and government agencies to resolve outstanding payroll tax issues, notices, and account discrepancies.
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• Maintain consistent follow-up with external agencies and providers to ensure outstanding matters are addressed through resolution.
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• Serve as a key point of contact for payroll-related questions, escalations, and complex employee or internal stakeholder inquiries.
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• Monitor team workloads, prioritize competing deadlines, and ensure service levels and payroll deliverables are consistently met.
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• Maintain accurate payroll documentation, internal controls, and standard operating procedures.
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• Identify opportunities to improve workflows, reduce manual processes, and strengthen payroll controls.
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• Support the implementation of a new payroll system anticipated in early 2027, including testing, data validation, process improvements, and transition activities.
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• Help leverage AI-enabled tools for payroll analysis, data comparisons, duplicate identification, and error detection.
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• Collaborate with payroll leadership, payroll analysts, and payroll tax personnel to improve efficiency and maintain operational consistency.
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• Maintain strict confidentiality of employee compensation and payroll information.
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• Support additional payroll projects and operational initiatives as required.
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Preferred Qualifications of the Payroll Supervisor:

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• CPP (Certified Payroll Professional) designation required. Candidates who do not currently hold the designation may be considered if they are willing to obtain it within their first year of employment.
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• Previous experience in payroll supervision, team leadership, or a senior payroll role with demonstrated leadership capabilities.
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• Strong experience managing complex, high-volume payroll operations in a multi-entity environment.
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• Experience with unionized payroll, multiple employer numbers, and varying payroll schedules is highly desirable.
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• Knowledge of payroll processing for tipped, hourly, and salaried employees.
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• Experience supporting payroll operations across the United States and Canada is preferred.
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• Advanced Microsoft Excel skills, including complex formulas, logical functions, reconciliations, data analysis, and working with multiple spreadsheets and workbooks.
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• Experience with Vantage payroll systems is an asset.
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• Experience with ADP platforms, particularly GlobalView, is preferred.
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• Experience with payroll system implementations, process automation, or payroll transformation projects is an advantage.
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• Strong analytical and problem-solving skills, with the ability to identify discrepancies, investigate root causes, and implement solutions.
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• Exceptional attention to detail and the ability to maintain accuracy under tight deadlines.
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• Demonstrated ability to manage a demanding workload, shifting priorities, and competing deadlines in a high-pressure environment.
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• Strong leadership, communication, and interpersonal skills, with the ability to motivate a team and manage escalations effectively.
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• Persistent and proactive approach to issue resolution, particularly when coordinating with external agencies and third-party providers.
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• Highly organized, accountable, and adaptable, with a commitment to continuous improvement and operational excellence.
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