Senior Payroll and Benefits Specialist

Optimas Solutions • Wood Dale, IL

5d • Hybrid

About The Position

The Senior Payroll & Benefits Specialist is responsible for leading the day-to-day execution, accuracy, and compliance of payroll and benefits administration for U.S.-based employees. This role owns multi-state payroll processing, benefits operations, and leave of absence administration, ensuring all activities are executed in compliance with federal, state, and local regulations. This position serves as a key partner to the Manager, Payroll & Benefits, with a strong emphasis on regulatory compliance, audit readiness, and process integrity. The Senior Specialist acts as a subject matter expert, proactively identifying risks, driving process improvements, and supporting strategic initiatives. This role is ideal for a high-performing professional who demonstrates ownership, sound judgment, and readiness to evolve into a leadership role.

Requirements

• 5+ years of progressive experience processing multi-state payroll
• 5+ years administering employee benefits programs in a complex environment
• Demonstrated experience managing leave of absence programs (FMLA, ADA, disability, state/local requirements)
• Strong knowledge of federal, state, and local payroll and benefits regulations
• Experience supporting compliance, audits, and regulatory reporting
• Proven ability to identify and implement process improvements
• High attention to detail with strong analytical and problem-solving skills
• Ability to manage sensitive and confidential information with discretion
• Strong organizational skills with the ability to manage multiple priorities in a deadline-driven environment
• Excellent communication and stakeholder management skills

Nice To Haves

• Experience with UKG (UltiPro) or similar HRIS/payroll systems
• Exposure to payroll reconciliations, audits, and compliance reporting
• Intermediate Excel skills (pivot tables, formulas, data analysis)

Responsibilities

• Lead full-cycle bi-weekly and weekly multi-state payroll processing for U.S. employees
• Ensure accurate calculation of wages, taxes, garnishments, deductions, and adjustments in compliance with all applicable laws
• Perform advanced payroll reviews, identify discrepancies, and resolve issues prior to finalization
• Process complex and off-cycle payments including terminations, bonuses, commissions, and equity-related transactions
• Maintain payroll records to ensure audit readiness, accuracy, and regulatory compliance
• Partner cross-functionally with HR, Finance, and external providers to ensure data integrity and alignment
• Support payroll reconciliations including general ledger tie-outs, quarterly filings, and year-end processes (W-2)
• Participate in payroll system enhancements, implementations, testing, and continuous improvement efforts
• Administer and optimize day-to-day operations of employee benefits programs (medical, dental, vision, 401(k), disability, and voluntary benefits)
• Act as the primary escalation point for complex benefits issues and employee inquiries
• Ensure accurate and timely processing of enrollments, life events, and terminations across HRIS and vendor systems
• Partner with brokers and vendors to manage service delivery, resolve escalated issues, and maintain data integrity
• Lead operational execution of open enrollment, including system validation, reconciliation, and employee support
• Administer and oversee leave programs including FMLA, ADA, disability, and multi-state/local leave laws
• Ensure compliance with evolving federal, state, and local regulations; escalate risks or gaps proactively
• Coordinate with employees, leadership, HR, and third-party administrators to manage cases end-to-end
• Maintain accurate tracking, documentation, and payroll integration for all leave activity
• Serve as a subject matter expert on leave compliance and best practices
• Lead and support employee wellness initiatives with a focus on engagement and participation
• Evaluate program effectiveness and recommend enhancements
• Contribute to initiatives that improve overall employee experience related to benefits
• Review, audit, and approve benefits-related invoices for accuracy and alignment with enrollments
• Partner with Finance to ensure timely processing and reconciliation
• Liaise with vendors to resolve discrepancies and improve service performance
• Identify and implement process improvements to enhance efficiency, scalability, accuracy, and compliance
• Drive standardization and documentation of workflows and SOPs
• Support system optimization initiatives and automation opportunities
• Recommend best practices aligned with industry standards
• Partner closely with the Manager, Payroll & Benefits on compliance strategy, audit readiness, and risk mitigation
• Generate, analyze, and validate payroll and benefits reports to ensure accuracy and compliance
• Support key regulatory filings and requirements (ACA, 401(k), payroll tax filings, audits, etc.)
• Maintain documentation aligned with federal, state, and local regulations
• Prepare materials and actively support internal and external audits, including responding to audit requests
• Stay current on regulatory changes and recommend process or policy adjustments

Benefits

• medical
• dental
• vision
• 401(k)
• disability
• voluntary benefits

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed