Payroll and Benefits Manager

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Two Chairs

WebsiteLinkedInAll Job Openings

201 - 500 employees

⚕️ Healthcare Insurance

🧘 Wellness

💰 $23M Series B on 2019-08

Healthcare Insurance • Wellness

Two Chairs is a company that offers psychotherapy services with a focus on matching clients with the right therapist to build a strong therapeutic alliance. Currently serving California, Florida, and Washington, Two Chairs provides individual therapy through a combination of virtual and in-person sessions. The company emphasizes the importance of the client-therapist relationship and offers a structured matching process with licensed experts to understand each client's unique needs and preferences. With a diverse team of therapists representing over 90 areas of clinical expertise, Two Chairs is committed to providing personalized mental health care.

📋 Description

• 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. • 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. • 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. • 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.

🎯 Requirements

• Demonstrated professional expertise in managing complex, multi-state payroll operations and hands-on experience in benefits operational administration. • Advanced knowledge of financial systems and payroll platforms. Experience with Rippling and Tilt are strongly preferred. • Strong working knowledge of payroll and benefits regulations, including ERISA, COBRA, ACA and FMLA. Experience supporting employee payroll and benefits in California required. • Exceptional attention to detail and a commitment to maintaining data integrity and confidentiality. • Excellent written and verbal communication skills, with the ability to articulate actionable conclusions to various stakeholders. • A highly collaborative, team-first mentality with a desire to work in a mission-driven startup environment. • Proven ability to manage multiple projects at once and build structured processes from the ground up. • Demonstrated systems thinking and solution-oriented approach to simplifying complexity. • Proven track record of improving processes by simplifying them and enabling organizational scale.

🏖️ Benefits

• Equity in a high-growth start-up • Paid time off, including nine paid holidays and an additional Winter Office Closure from Christmas Day (Observed) through New Year's Day • Comprehensive medical, dental, and vision coverage • 401(k) Retirement savings options • One-time $200 Work from Home reimbursement • Annual $1,000 Productivity & Wellness Stipend to support your personal and professional goals • Annual $500 subsidized company contribution to your healthcare FSA or HSA • Paid parental leave