Restaurant365

Senior Director, Payroll Operations and Services

Restaurant365

full-time

Posted on:

Location Type: Remote

Location: United States

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Salary

💰 $169,230 - $270,769 per year

Job Level

Tech Stack

About the role

  • Oversee the delivery of payroll and financial operations, including payments, to ensure accuracy, timeliness, and client satisfaction.
  • Streamline processes to improve efficiency and service quality.
  • Leverage technology and automation to scale operations and enhance customer experiences.
  • Monitor and optimize KPIs to achieve and exceed operational goals.
  • Own fiduciary oversight of all payroll funds, ensuring proper segregation, secure movement, accurate funding, and daily reconciliations to protect client and company assets.
  • Ensure timely and compliant payroll tax filings and remittances across all federal, state, and local jurisdictions, including year-end reporting and regulatory documentation.
  • Establish and maintain strong internal controls, including segregation of duties, approval workflows, and reconciliation processes to safeguard financial integrity.
  • Oversee payroll-related financial reporting, ensuring accurate general ledger alignment, liability tracking, accrual validation, and audit readiness.
  • Lead regulatory response and issue resolution, serving as the executive escalation point for tax authority notices, compliance matters, and financial discrepancies.
  • Implement risk mitigation frameworks to prevent funding errors, compliance failures, and financial exposure, while ensuring operational scalability and audit compliance.
  • Ensure full compliance with federal, state, and local regulations related to payroll, tax, and financial transactions, including IRS and Department of Labor requirements.
  • Lead internal and external audits, assessing and mitigating risks to maintain operational integrity.
  • Stay updated on regulatory changes and adjust policies and procedures accordingly.
  • Act as the primary liaison for audits and regulatory reviews.
  • Develop and deliver training programs to promote compliance awareness across the organization.
  • Collaborate with the executive team to define and execute strategic initiatives aligned with company objectives.
  • Identify market trends to enhance service offerings and expand the client base.
  • Drive initiatives focused on cost management, scalability, and profitability.
  • Build and maintain strong client relationships, ensuring transparency and compliance in service delivery.
  • Establish and manage vendor partnerships to enhance operational efficiency and meet regulatory standards.
  • Lead and mentor a high-performing team, fostering a culture of accountability and continuous improvement.
  • Recruit, train, and develop talent to meet current and future business needs.
  • Promote collaboration across departments to drive innovation and operational excellence.

Requirements

  • 12+ years of progressive leadership experience in Payroll and Financial Operations, with significant experience in a SaaS-based Payroll or Payroll Services organization supporting multi-entity, multi-state clients.
  • 5+ years of experience with federal, state, and local payroll tax regulations; directly overseeing regulatory compliance, tax filings, remittances, wage and hour adherence, and audit response in complex, multi-jurisdiction environments.
  • Proven experience operating in a SaaS delivery model, including managing SLAs, supporting enterprise-level customers, partnering with Product and Engineering teams, and leveraging technology platforms to drive automation, reporting accuracy, and operational efficiency.
  • Demonstrated success leading high-performing payroll operations teams, including audit management, compliance programs, quality assurance frameworks, and structured process improvement initiatives that reduce risk and improve service consistency.
  • Strong operational acumen with a track record of building scalable processes, implementing workflow automation, and leveraging systems to improve accuracy, reduce manual intervention, and support high-growth customer environments.
  • Advanced analytical and financial management skills, with the ability to oversee payroll liabilities, funding models, reconciliation processes, margin performance, and cost-to-serve analysis within a recurring revenue business model.
  • Experience overseeing payment operations and banking relationships, including ACH processing, NACHA compliance, funding risk management, fraud mitigation, and vendor oversight in regulated financial environments.
  • Exceptional communication and executive presence, with the ability to translate complex payroll and regulatory requirements into clear operational strategies and client-facing guidance.
  • Proven ability to build trusted partnerships with Finance, Legal, Product, Sales, Customer Success, and executive stakeholders.
  • Demonstrated ability to scale operations in high-growth SaaS organizations, including building organizational structures, hiring and developing talent, and implementing KPI frameworks.
  • Hands-on familiarity with payroll platforms, tax engines, accounting systems, treasury workflows, and vendor payment technologies, with an understanding of integration architecture and data integrity considerations in cloud-based systems.
  • Bachelor’s degree in Finance, Accounting, Business Administration, or related field required; MBA, CPA, CPP, or similar professional certification preferred.
  • Prior experience in banking, financial services, or regulated payment environments preferred.
  • Experience supporting the hospitality industry is a strong plus.
Benefits
  • Competitive compensation package
  • Ability to work remote
  • Comprehensive medical benefits
  • 401k + matching
  • Equity Option Grant
  • Unlimited PTO + Company holidays
  • Wellness initiatives
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
payroll operationsfinancial managementregulatory complianceaudit managementworkflow automationdata integritycost-to-serve analysispayment operationsACH processingtax filings
Soft Skills
leadershipcommunicationcollaborationstrategic thinkingproblem-solvingmentoringclient relationship managementoperational excellenceaccountabilitycontinuous improvement
Certifications
Bachelor’s degree in FinanceBachelor’s degree in AccountingBachelor’s degree in Business AdministrationMBACPACPP