Director, Payroll Tax Compliance

About Us

At Cast & Crew, we’ve empowered creativity and supported the global entertainment industry for decades. Together with our family of brands - Backstage, CAPS, Checks & Balances, Final Draft, Media Services, Sargent-Disc, and The TEAM Companies – we operate as a combined entertainment technology and services provider offering industry standard screenwriting accounting software, digital payroll products, data & reporting, and a host of creative tools.

The industry continues to move faster than ever, and the need for our expertise, our technology, and our people has never been greater. We are a production’s best ally every step of the way. #One Cast One Crew

The Director, Payroll Tax is a strategic and operational leader responsible for overseeing payroll tax compliance, reporting, and advisory activities across the United States and Canada. Reporting to the SVP of Accounting, this role partners closely with Payroll Operations, Product Management, Technology, Human Resources, and Accounting to ensure compliance with all payroll tax regulations while driving process improvements, operational efficiency, and strong internal controls.

The Director will lead and develop a team of payroll tax professionals and serve as a subject matter expert on payroll tax matters. This position requires a hands‑on leader who can effectively balance strategic initiatives on operational efficiency, including an aptitude for understanding how data flows in payroll systems, with day‑to‑day operational execution. The successful candidate will possess deep payroll tax expertise, strong analytical skills, and the ability to collaborate across multiple functions to support business objectives and regulatory compliance.

• Lead, develop, and mentor a team of six payroll tax professionals, fostering a culture of accountability, continuous improvement, and professional growth.
• Oversee all payroll tax filings, payments, and related compliance activities for legal entities across the United States and Canada.
• Serve as the primary point of contact for regulatory agencies regarding payroll tax audits, inquiries, notices, and compliance matters.
• Partner with the SVP of Accounting and peer leaders to develop and execute payroll tax strategies that support organizational goals and compliance requirements.
• Identify and implement process improvements that enhance scalability, accuracy, efficiency, and customer service.
• Oversee year‑end payroll tax processing activities, including W-2 and other required reporting, system updates, and regulatory filing requirements.
• Establish, maintain, and enhance policies, procedures, and internal controls related to payroll tax compliance and reporting.
• Review payroll tax account reconciliations and oversee resolution of tax liabilities, credits, refunds, and agency correspondence.
• Ensure appropriate documentation, knowledge transfer, and cross‑training across the payroll tax function.
• Monitor legislative and regulatory developments impacting payroll tax compliance and communicate business impacts and required actions to stakeholders.
• Collaborate with Payroll Operations, Product Management, Technology, and Finance teams to evaluate, prioritize, and implement system enhancements and compliance‑related changes.
• Develop business requirements and participate in testing, implementation, and validation of payroll tax system enhancements.
• Serve as a payroll tax subject matter expert for enterprise initiatives, acquisitions, system implementations, and other strategic projects.
• Build strong relationships with internal and external stakeholders, including clients, vendors, auditors, and government agencies.

• 10+ years of progressive payroll tax…