Manager, Payroll & Benefits Operations

Two Chairs is building a new kind of mental health system based on the idea that the status quo isn’t good enough. Industry-best clinician experiences, better client outcomes, groundbreaking innovation, and access to the highest quality care are how we’ll raise the bar for the entire industry. With that, we're excited and honored to have been recognized as a 2025 Great Place to Work and 2025 Fortune’s Best Workplaces in Healthcare . One of our company values is "Embrace Differences" and diversity, equity, inclusion, and belonging are the principles guiding how we build our business and teams. We encourage interested candidates from all backgrounds to apply even if they don't think they meet some expectations of the role. About the role As the Manager, Payroll & Benefits Operations at Two Chairs, you will lead the end-to-end execution and optimization of our payroll function while driving the operational execution, compliance and day-to-day management of our benefits programs. Reporting to the Senior Director, People Partners & Programs, you will serve as a critical bridge between the Finance and People teams, ensuring our rapidly growing team is paid accurately and on time while maintaining the highest standards of compliance. You will be the subject matter expert for all payroll-related inquiries and will play a pivotal role in scaling our systems to support long-term growth. Core Areas of Responsibility Payroll Execution and Data Integrity Oversee employee data within the HRIS (Rippling) to ensure data integrity, compliance, and proper documentation. Manage sensitive employee data and payroll-related reporting, including data review and analysis on an ongoing basis. Manage end-to-end payroll operations for hourly, salaried, and complex employee structures, collaborating with Data and Finance teams to administer variable pay, bonuses, and clinical compensation models. Compliance and Operational Excellence Ensure all payroll operations comply with federal, state, and local labor laws and reporting requirements. Maintain and improve payroll policies and internal controls to drive operational excellence. Manage year-end payroll activities, including the production and distribution of W-2s and other regulatory filings. System Strategy and Cross-functional Collaboration Partner with cross-functional stakeholders in Finance, People, and Operations to build effective, efficient systems for the company’s long-term growth. Manage relationships with external payroll vendors and consultants to optimize service delivery. Optimize operational processes to eliminate bottlenecks and support scalable organizational growth. Benefits Operations Manage the monthly benefits billing reconciliation process; audit carrier invoices against payroll deductions and enrollment data to ensure accuracy and resolve discrepancies Ensure timely and accurate resolution of benefits questions Oversee payroll and benefits tracking for employees on leave Partner with carriers, brokers and TPAs to resolve escalated claims issues and enrollment discrepancies Partner with People Team leadership to execute the annual Open Enrollment process, ensuring system configuration, employee communications and data transfers to carriers are handled seamlessly Impact and Success Indicators Where you’ll make an impact in the first 90 days: Complete a comprehensive audit of current payroll workflows and identify immediate opportunities for process improvement. Establish strong working relationships with key stakeholders in the Finance and People departments. Demonstrate mastery of Two Chairs' payroll systems and internal policies. Where you’ll make an impact in the first year: Streamline and automate recurring payroll tasks to support a scalable, high-growth environment. Implement advanced payroll reporting and analytics to provide actionable insights to leadership. Model Two Chairs management standards by effectively managing direct reports or project-based teams. We’re looking f