Top Payroll Specialist Jobs in Chicago, IL

Manage US and Canadian payroll tax compliance, including tax notices, registrations, adjustments, W-2c and T4 amendments, reconciliations, filings, audits, and employee inquiries. The role uses Workday and ADP Smart Compliance to resolve tax exceptions, validate setups, support quarter- and year-end processes, and improve compliance workflows. Responsibilities also include documentation, workers compensation support, regulatory liaison activities, and process improvement.

Supports a complex payroll provider implementation across planning, data migration, configuration validation, integrations, testing, cutover, go-live, and post-launch stabilization. Coordinates Payroll, HR, Finance, Engineering/Product, vendors, and implementation partners; validates payroll data and configurations; reconciles discrepancies; manages issues and risks; prepares testing, process, cutover, and knowledge-transfer materials; and provides hypercare support during initial payroll cycles.

Supports payroll integrations, implementations, provider transitions, data validation, reconciliations, compliance activities, payroll issue resolution, and system configuration across Solen and its portfolio companies. Maintains payroll controls and audit-ready records while partnering with Finance, HR, EORs, and local providers. Documents processes, tracks implementation milestones, investigates discrepancies, and identifies opportunities to standardize or automate payroll operations across multiple countries and currencies.

Process semi-monthly payroll for 1,000+ multi-state employees, audit and reconcile payroll items, ensure compliance with tax and payroll regulations, support international payroll activities, resolve payroll discrepancies, produce reports and journal entries, partner with HR/Finance, and drive process improvements and Workday-related projects.

Manage full-cycle US and Canadian payroll, coordinate UK and France payroll vendors, maintain payroll data, resolve tax notices, reconcile benefits and payroll, support audits, administer leave requests, and assist employees with benefits enrollment and qualifying life event changes.

Hybrid payroll role providing customer service: answer calls, liaise with garnishment department and attorneys, schedule intake calls, enter detailed reports, handle compliance issues, assist special projects, and maintain confidentiality.

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.

Lead and manage payroll processing for North America and Latin America regions, ensuring timely, compliant payroll delivery. Provide technical support, resolve payroll issues, collaborate with HR/Finance/Operations, maintain stakeholder relationships, and produce reports and insights for leadership.

Provides end-to-end payroll processing for multiple managed customers, including case management, escalations, root cause analysis, client calls, Workday payroll configuration, tax and garnishment support, audits, year-end processing, W-2 adjustments, compliance, and service documentation. Maintains quality and production metrics while meeting deadlines and collaborating with customer and internal teams.

Lead Canada payroll processing to ensure timely, accurate payroll and compliance. Provide technical support, manage multiple payroll cycles, collaborate with HR/Finance/Operations, build stakeholder relationships, resolve payroll issues, stay current on labor laws, and report insights to leadership.

Lead and manage Canadian payroll processing for compliance and accuracy. Provide technical payroll expertise, resolve issues, support onboarding, liaise with stakeholders, and report payroll insights to leadership.

Build and scale payroll onboarding and support for Arketa Payroll. Guide customers through setup and migrations, troubleshoot payroll/tax/product issues, create documentation and help center content, and share feedback with Product and Engineering to improve the payroll experience.

Support day-to-day accounting operations including payroll, accounts payable/receivable, reconciliations, and financial reporting. Maintain budgets, assist month- and year-end close, prepare documentation for audits, resolve billing/payroll issues, and identify process improvements to ensure accurate and efficient corporate finance operations.

As an HR and Payroll Specialist, you will manage payroll and HR operations, ensuring compliance and efficiency across multiple countries, primarily the US and Canada. Responsibilities include processing payroll, overseeing HR administrative tasks, and managing benefits administration while maintaining legal compliance.

Execute the final phase of an HRIS and payroll data migration from ADP to Rippling. Responsibilities include extracting and archiving historical employee and payroll records, mapping and uploading data, organizing files in Rippling and Google Drive, auditing records for accuracy and compliance, protecting sensitive PII and PHI, and reporting migration progress to HR and Payroll leadership.

Process accurate biweekly multi-state U.S. payroll using ADP and UKG Pro; handle payroll transactions, reconciliations, audits, tax compliance, equity compensation (RSUs/ESPP), expatriate payroll, and employee inquiries. Collaborate cross-functionally, maintain SOPs and controls, support year-end reporting, system testing, upgrades, and provide payroll data and analysis to Finance, HR, and auditors.

Lead payroll processing for Latin America, ensuring timely, compliant payroll across multiple countries. Provide technical support, resolve payroll issues, liaise with HR/Finance, maintain local compliance, and report insights to leadership.

Lead end-to-end onboarding for PEO clients: build implementation plans for payroll, benefits, tax registrations and HR compliance; manage timelines, parallel payroll reconciliations, platform adoption, cross-functional handoffs, and continuous improvements to implementation tooling and documentation.

Lead and execute Canadian payroll processing, ensure compliance with local laws, support onboarding, resolve payroll issues, partner with HR/Finance, maintain stakeholder relationships, and report payroll insights to leadership.

Support daily accounting operations including payroll processing, accounts payable/receivable, purchasing, cash management, general ledger entries and reconciliations, month‑end/year‑end close, financial reporting, audit support, and process improvement to ensure accurate cash flow and financial records.