Payroll and Benefits Manager

Payroll and Benefits Manager HSO Group B.V. Chicago, IL Job Details 1 day ago Benefits 401(k) Qualifications Affordable Care Act (ACA) Financial data reconciliation Payroll tax Variance analysis Regulatory compliance Regulatory reporting

HIPAA COBRA

management State tax Cross-functional collaboration Payroll processing Cross-functional communication Full Job Description At HSO, our people are at the center of everything we do. As our Payroll and Benefits Manager, you'll play a critical role in ensuring our employees are supported through accurate payroll, strong benefits administration, and compliant, scalable processes that support a growing professional services organization. This role partners closely with HR, Finance, and Total Rewards leadership and helps deliver a reliable, high-quality employee experience across payroll, reimbursements, and benefits operations. As a Payroll and Benefits Manager, you will… Oversee end-to-end payroll processing for a multi-state, remote workforce of 400+ employees Ensure compliance with federal, state, and local payroll tax regulations across jurisdictions Partner with HR and Finance to reconcile payroll accounts and resolve discrepancies Support FLSA classification audits and maintain accurate payroll system updates Manage expense reimbursement processing, audits, and policy compliance tracking Maintain documentation supporting audits and regulatory requirements Administer day-to-day benefits operations including enrollments, changes, and terminations Serve as a primary employee contact for benefits eligibility, elections, and routine questions Support ACA reporting, retirement plan deductions, and annual 401(k) audit preparation Coordinate with carriers and third-party administrators to resolve eligibility and file issues Deliver benefits orientation sessions for new hires Contribute to HR process improvement initiatives that enhance employee experience and operational efficiency You're great at… Owning payroll processing in a multi-state environment with accuracy and confidence Working deeply inside BambooHR as a system of record—not just running payroll, but troubleshooting, auditing, and improving workflows Investigating payroll or benefits discrepancies and driving issues through resolution Navigating ambiguity when information is incomplete and determining next steps independently Supporting employees through complex claims or eligibility questions with care and clarity Explaining payroll and benefits topics clearly to employees, HR partners, and leadership Staying calm and structured under pressure, especially during reconciliation or reporting spikes Performing detailed payroll variance analysis and identifying root causes quickly Managing competing priorities while maintaining strong documentation discipline Communicating clearly in writing and cross-functionally with Finance and HR stakeholders Success in this role means you... Take ownership of payroll questions and follow them through to resolution Investigate anomalies confidently instead of escalating prematurely Communicate clearly and calmly with stakeholders during sensitive payroll situations Support employees with professionalism and compassion when navigating benefits issues Bring structure and clarity when processes are evolving or incomplete Operate as a trusted partner to HR and Finance leadership Sound like you? If so, you'll have… 5+ years of payroll and benefits administration experience Demonstrated experience processing payroll for multi-state U.S. organizations Strong hands-on experience working in BambooHR Experience investigating payroll discrepancies, benefits claims issues, or reconciliation variances Strong knowledge of payroll tax compliance and regulatory reporting requirements Experience supporting compliance across ACA, ERISA, HIPAA, and COBRA Experience preparing documentation for 401(k) audits Experience partnering cross-functionally with HR and Finance A bachelor's degree in HR, Accounting, Business Administration, or a related field (or equivalent experience) Bonus points if you have… Certified Payroll Professional (CPP) CEBS, PHR, SPHR, SHRM-CP, or

SHRM-SCP

certification Experience supporting a remote or distributed workforce Experience working with self-funded health plans Experience improving payroll or benefits processes in a scaling organization Experience supporting expense reimbursement compliance and audits Why join HSO? HSO is a global Microsoft partner and business transformation leader, helping organizations modernize operations through Dynamics 365, Azure, Data & AI, and the Power Platform ecosystem. Internally, we invest just as intentionally in building scalable people operations that support growth, clarity, and a strong employee experience. If you enjoy building reliable systems behind the scenes that make organizations run better, you'll feel at home here.