Remote Payroll Specialist - Multi-State Compliance Pro

Direct Meds LLC; United States; Remote; USD 75,000 - 80,000; Full time

Job summary

DirectMeds is seeking an experienced Payroll Specialist to join the People Operations team. You will own weekly payroll processing for 500+ employees across multiple entities and states, ensure accuracy and compliance, and drive improvements in processes and controls.

Ideal candidates bring 3+ years in payroll, strong knowledge of multi-state tax withholding, and proficiency with HRIS and payroll software. This full-time remote role reports to the Head of People and offers growth opportunities.

Qualifications

• 3+ years of hands-on payroll processing experience, including multi-state payroll.
• Experience in fast-paced, high-growth, or startup environments.
• Proven ability to improve, rebuild, or implement payroll processes.
• Strong understanding of payroll compliance, tax withholding, deductions, and reporting requirements.
• Experience working with payroll software and HRIS.
• Strong analytical, reconciliation, and problem-solving skills.
• Proficiency with Microsoft Excel or Google Sheets.
• Exceptional organizational skills and attention to detail.
• Strong written and verbal communication skills.
• Ability to manage confidential employee and financial information with professionalism and discretion.

Responsibilities

• Process accurate, timely weekly payroll for 500+ employees across multiple entities and states.
• Review existing payroll procedures, identify discrepancies and areas for improvement, and implement effective solutions.
• Develop and maintain standardized payroll processes, checklists, calendars, internal controls, and documentation.
• Investigate and resolve payroll discrepancies involving employee records, timekeeping, benefits, deductions, and HRIS integrations.
• Ensure compliance with federal, state, and local payroll regulations, including multi-state tax withholding and reporting requirements.
• Support payroll setup and compliance requirements as the company expands into additional states.
• Coordinate year-end payroll activities, including W-2 preparation, payroll reconciliations, and required reporting.
• Partner closely with Finance and People Operations to ensure accurate payroll reconciliations, general ledger mapping, and approvals.
• Respond to employee payroll inquiries professionally, accurately, and in a timely manner.
• Continuously identify opportunities to streamline payroll operations, improve accuracy, and reduce recurring errors.

Skills

Payroll processing

Multi-state payroll

HRIS

Excel/Sheets

Analytical skills

Attention to detail

Communication skills

Confidential data handling

Tools

Payroll software

HRIS

Excel

Job description

DirectMeds is seeking an experienced Payroll Specialist to join the People Operations team. You will own weekly payroll processing for 500+ employees across multiple entities and states, ensure accuracy and compliance, and drive improvements in processes and controls.

Ideal candidates bring 3+ years in payroll, strong knowledge of multi-state tax withholding, and proficiency with HRIS and payroll software. This full-time remote role reports to the Head of People and offers growth opportunities.