Payroll & Benefits Manager
Quick Summary
Join a team that’s transforming mental healthcare. Founded by psychiatrists, Headlight is more than a company: it’s a movement. A movement that exists on the front lines of the mental health crisis,
The Payroll & Benefits Manager is responsible for overseeing and managing all payroll and employee benefits programs to ensure accuracy, compliance, and exceptional service delivery. This role provides leadership and strategic direction for payroll and benefits administration, including retirement plans, while partnering closely with HR, Finance, and external vendors. The position requires strong analytical skills, regulatory expertise, and the ability to develop and execute action plans to resolve complex payroll and benefits issues.
- Oversee end-to-end payroll processing to ensure accurate and timely payment of wages, bonuses, and deductions
- Ensure compliance with federal, state, and local wage and hour laws, tax regulations, and reporting requirements
- Review and approve payroll reports, reconciliations, and audits
- Develop, document, and maintain payroll policies, procedures, and internal controls
- Troubleshoot and resolve complex payroll discrepancies and system issues
- Partner with Finance to ensure proper accounting, funding, and reconciliation of payroll liabilities
- Serve as the primary escalation point for payroll-related inquiries and issues
- Lead payroll system implementations, upgrades, and process improvements
What We Offer
~1 min read- Manage the company’s 401(k) and retirement plans in compliance with ERISA and IRS regulations
- Oversee employee enrollments, contributions, employer match processing, loans, and distributions
- Reconcile retirement plan contributions between payroll and plan providers
- Coordinate annual compliance testing, audits, and required filings (e.g., Form 5500)
- Partner with plan advisors and TPAs to ensure plan effectiveness and compliance
- Provide leadership and guidance on retirement plan education and communications
- Lead, mentor, and develop payroll and benefits staff (as applicable)
- Establish performance standards, workflows, and accountability measures
- Identify risks, inefficiencies, and opportunities for continuous improvement
- Develop and implement corrective action plans to address recurring payroll or benefits issues
- Support special projects, system implementations, audits, and cross-functional initiatives
- Bachelor’s degree in Human Resources, Business Administration, Accounting, or related field (or equivalent experience)
- 5+ years of progressive experience in payroll and benefits administration
- Prior management or lead experience strongly preferred
- Hands-on experience administering 401(k) or retirement plans
- Experience with HRIS and payroll systems (e.g., ADP, Workday, Paychex, UKG)
Nice to Have
~1 min read- Certified Payroll Professional (CPP) or Fundamental Payroll Certification (FPC)
- Certified Employee Benefits Specialist (CEBS)
- Retirement Plans Associate (RPA) or Qualified 401(k) Administrator (QKA)
- SHRM-CP / SHRM-SCP or PHR / SPHR
- Advanced knowledge of payroll operations and benefits administration
- Strong understanding of regulatory compliance and risk management
- Proven ability to troubleshoot issues and develop actionable solutions
- Excellent communication, leadership, and stakeholder management skills
- High attention to detail with strong analytical and organizational abilities
- Ability to manage confidential information with discretion and professionalism
- Medical, Dental and Vision on the first of the month after employment
- Paid Vacation, Sick, and Holiday time
- Employee Assistance Program (EAP) provides confidential counseling services, resources, and support to help you navigate personal or professional challenges.
- 401(k) plan with company contribution
- Opportunity to work in a cutting-edge healthcare technology environment
- Professional development opportunities and training
- Collaborative and supportive work culture
- Impactful role contributing to the enhancement of patient care and healthcare processes
Location & Eligibility
Listing Details
- Posted
- May 22, 2026
- First seen
- May 23, 2026
- Last seen
- May 23, 2026
Posting Health
- Days active
- 0
- Repost count
- 0
- Trust Level
- 81%
- Scored at
- May 23, 2026
Signal breakdown
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