Remote Workday Payroll Analyst – Multi-State Expert

Prog Leasing, LLC; Northern (KY); Hybrid; USD 65,000 - 90,000; Full time

Benefits offered by this job

Competitive compensation

Bonus potential

Full health benefits

401(k) matching

Paid time off

Volunteer time

Employee resource groups

Employee stock purchase program

Tuition reimbursement

Charitable gift matching

Equipment provided

Job summary

PROG Holdings, through Progressive Leasing, is seeking a Payroll and People Operations Analyst to join the People Operations team. This role supports payroll across the PROG Holdings family and ensures accurate, compliant payroll processing for a growing workforce.

Remote within the United States with preference for Mountain/Central time zones. You will own payroll execution, audits, tax deposits, and liaison with HR on changes, while leveraging AI tools to improve efficiency and accuracy.

Qualifications

• 3–5 years of hands-on payroll processing experience, ideally in a multi-state environment.
• Hands-on experience with Workday Payroll (required); experience with equity or stock-based payroll is a strong plus
• Working knowledge of ADP SmartCompliance and federal, state, and local payroll tax requirements, including IRS deposit rules and Form 941 reconciliation
• Demonstrated ability to manage tight, non-negotiable deadlines with a high degree of accuracy
• Strong reconciliation and analytical skills — you catch issues before they become problems
• Comfort operating in a fast-paced environment where processes are still being built and improved
• Clear, professional communicator who can simplify payroll complexity for non-payroll audiences
• Proficiency in Excel and openness to leveraging AI tools to improve workflows
• Experience using AI tools to improve accuracy, efficiency, or process automation (payroll or adjacent workflows)
• Comfort experimenting with automation, prompts, and system capabilities to reduce manual work
• Curiosity and adaptability as roles and processes continue to evolve
• CPP (Certified Payroll Professional) is a plus, not required

Responsibilities

• Process multi-state payroll accurately and on schedule in Workday, including regular cycles and off-cycle runs.
• Reconcile payroll data prior to each processing cycle and proactively resolve discrepancies.
• Monitor stock/equity transaction settlement dates and ensure timely tax deposit execution.
• Audit payroll results to ensure accuracy and compliance.
• Execute and validate tax deposits through Workday and ADP SmartCompliance; escalate discrepancies with documentation.
• Maintain payroll records in accordance with federal, state, and local requirements.
• Leverage AI-driven payroll tools to support processing and audit workflows.
• Monitor payroll tax thresholds and deadlines, including next-day deposit triggers.
• Support year-end activities such as W-2 processing, ACA reporting, and payroll tax reconciliation.
• Assist with audits and regulatory inquiries with accurate payroll documentation.
• Track and document key payroll timelines to support accountability and continuous improvement.
• Partner with HR Business Partners on compensation changes, new hire setup, terminations, and leave processing.
• Respond to employee payroll inquiries with clarity and professionalism.
• Help document and standardize processes to reduce single points of failure.
• Contribute to Workday enhancements and broader People Operations process improvements.

Skills

Payroll accuracy

Attention to detail

Deadline-driven

Communication skills

Curiosity and adaptability

AI tool adoption

Education

CPP (Certified Payroll Professional)

Tools

Workday

ADP SmartCompliance

Excel

Job description

PROG Holdings, through Progressive Leasing, is seeking a Payroll and People Operations Analyst to join the People Operations team. This role supports payroll across the PROG Holdings family and ensures accurate, compliant payroll processing for a growing workforce.

Remote within the United States with preference for Mountain/Central time zones. You will own payroll execution, audits, tax deposits, and liaison with HR on changes, while leveraging AI tools to improve efficiency and accuracy.