Payroll and Tax Specialist

TwentyAI are hiring for a Payroll and Tax Specialist in the US.

Who We Are:

In2

America is a US-based Professional Employer Organization (PEO) offering PEO, Employer of Record (EOR), and Agent of Record (AOR) solutions. We help founder-led international businesses launch and scale in the US with no headcount minimums, providing flexible employee leasing and personalized support.

We manage payroll, taxes, compliance, HR, insurance, and benefits, allowing clients to focus on growth. We oversee more than $11 million in annual employment-related costs and continue to grow.

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Who You Are:

The In2

America Payroll & Tax Specialist is a client-facing role focused on payroll, invoicing, tax filings, deposits, and compliance. You’ll support clients and employees across a multi-state environment while helping develop best practices as our PEO and EOR operations grow.

The ideal candidate has strong payroll experience, a solid understanding of PEO operations, and working knowledge of federal, state, and local payroll tax requirements.

What You’ll Do:

Payroll & Client Support

• Process bi-weekly, semi-monthly and monthly payrolls across multiple clients and a distributed, multi-state employee base.
• Ensure timely submission and approval of non-exempt and temporary worker timesheets.
• Be the direct go-to-person for all payroll matters, including with holdings, deductions, garnishments, direct deposit, W-4 updates and benefits-related deductions.
• Assist clients with payroll questions, corrections, adjustments and reporting needs.
• Research and resolve payroll discrepancies, tax issues, and employee payroll inquiries.
• Maintain payroll records and documentation in accordance with company policies and regulatory requirements.
• Generate for approval and issue client invoices, payroll previews, and charge reports and assist in maintaining processes and calculations for invoicing.
• Prepare and upload payroll data to external platforms, providers and state portals such as 401(k), workers compensation and payroll reporting.
• Reconcile payroll deductions, carrier invoices and benefit funding, ensuring accurate remittances and timely resolution of discrepancies.

Tax & Compliance

• Prepare, reconcile, and oversee payroll tax filings for PEO clients.
• Ensure timely and accurate federal, state, and local tax deposits.
• Monitor tax notices and work to resolve agency inquiries and discrepancies.
• Assist with quarter-end and year-end tax processing, including Forms 941, state withholding returns, FUTA, SUTA, and annual reconciliations.
• Support W-2 processing and year-end tax reporting activities.
• Maintain knowledge of payroll tax regulations and compliance requirements across multiple jurisdictions.
• Monitor state unemployment insurance (SUI) rates and tax account changes, ensuring updates are reflected accurately within payroll systems.
• Assist with account registrations, tax agency correspondence, and tax account maintenance as needed.
• Support audit requests and compliance reviews related to payroll tax activities.

Client Implementation

• Support implementation of new clients, including payroll configuration, tax account setup, earnings and deduction mapping, benefits integration and first payroll validation.
• Work with the internal teams to ensure seamless sales to implementation handover.
• Train clients and employees on HRIS tools, including payroll access, time tracking, tax forms, expense management.

Other

• Identify opportunities to improve payroll, tax and invoicing processes through automation, documentation and continuous improvement initiatives.
• Assist with payroll system configuration, testing and implementation of new payroll functionality and legislative updates.
• Any other duties that may reasonably be expected to be performed, as and when required.

What You’ll Bring:

Required

• 3+ years of payroll processing experience.
• 1+ years of payroll tax experience.
• Strong understanding of payroll tax filing requirements and tax deposit processes.
• Knowledge of federal, state and local payroll tax regulations.
• Proficiency with payroll software platforms and Microsoft Excel.
• Excellent analytical, organizational, and problem-solving skills.
• Experience managing…