Senior Director, Payroll Operations and Services

How you'll add value:

• RESPONSIBILITIES 


• Operational Leadership 


• 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. 
 
• Financial Oversight 
• 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. 
 
• Compliance and Regulatory Management 
• 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. 
 
• Strategic Planning and Growth 
• 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. 
 
• Client and Vendor Management 
• 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. This includes financial institutions as well as technology providers. 
 
• Team Development 
• 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. 

What you'll need to be successful in this role:

• QUALIFICATIONS 


• 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. Demonstrated ownership of end-to-end payroll operations, including funding, tax compliance, reconciliations, and service delivery at scale. 

R365 Team Member Benefits & Perks

• Competitive compensation package


• Ability to work remote


• Comprehensive medical benefits


• 401k + matching


• Equity Option Grant


• Unlimited PTO + Company holidays


• Wellness initiatives

Why join our amazing team?

• We're a community that prides itself in creating innovative solutions and producing quality work


• Our product is the secret ingredient that makes a real difference to restaurants nationwide
 
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