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Payroll and Benefits Manager

HSO, New York, NY, United States


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.

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