Top Payroll Jobs in Chicago, IL

Serve as the payroll compliance subject-matter expert for assigned jurisdictions. Interpret payroll, tax, social security, labour, and employment legislation; translate requirements into product and operational solutions; advise stakeholders; conduct compliance assessments and audits; build scalable compliance frameworks, rules libraries, and automation; and train and mentor cross-functional teams to ensure compliant payroll products at scale.

Process and audit semi-monthly payroll for multi-state, multi-entity operations; maintain tax compliance and filings; manage payroll data updates, reporting, reconciliations, employee inquiries, and cross-functional payroll support.

Process semi-monthly multi-state payroll in Paychex, maintain payroll systems and tax registrations, administer garnishments and leave payouts, reconcile payroll for month-end close, ensure compliance with federal and state laws (notably California), support integrations/automation across payroll/timekeeping systems, and serve as payroll point of contact for HR, finance, and employees.

Manage multi-state payroll tax setup, filings, reconciliations and payments. Collaborate with corporate and field teams, audit payroll tax data, resolve jurisdictional inquiries, maintain tax records and calendars, improve processes, and support payroll tax compliance and reporting.

Own end-to-end payroll for a 500+ multi-state and international workforce: execute full-cycle payroll in Rippling HCM, ensure multi-state compliance, manage vendor relationships, handle year-end tax/W-2 processes, reconcile payroll expenses with Finance, and support audits and headcount planning.

Own end-to-end payroll and benefits operations across multiple entities, ensuring compliance, data integrity, reconciliations, and audit readiness. Design controls and scalable automated processes, document workflows, and partner with Finance, People, and Legal to align compensation, benefits, and equity accounting during monthly and quarterly closes.

Serve as the organization's internal payroll tax authority: advise product, sales, and implementation on complex multi-jurisdictional tax configurations, resolve escalated technical/tax issues, contribute to product roadmap and UAT, and convert deep tax knowledge into training, guides, and customer-facing advisory work to scale team expertise.

Lead advanced financial analysis, forecasting, budgeting, and complex financial modeling. Deliver business metrics, trend and profitability analyses, and strategic recommendations to senior management using data analytics and enterprise financial systems.

Lead FP&A activities including forecasting, budgeting, complex financial modeling, variance and profitability analysis, and business performance reporting. Partner with cross-functional and senior leaders to deliver insights, drive continuous improvement in planning and reporting processes, and leverage data analytics and AI tools to inform strategic decisions and identify risks and opportunities.

Process payroll tasks including entering timesheets in Paycom, auditing timekeeping, onboarding new hires, maintaining personnel/payroll records, running billing, supporting payroll projects, and performing related administrative duties in a remote role.