Payroll and People Operations Analyst

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Logo of Progressive Leasing

Progressive Leasing

1001 - 5000 employees

Founded 1999

🛒 Retail

💸 Finance

💳 Fintech

Retail • Finance • Fintech

Progressive Leasing is a company that offers lease-to-own purchase options for consumers who may have less-than-perfect credit. They provide a convenient and flexible way for customers to acquire items such as furniture, electronics, jewelry, tires and wheels, mobile devices, appliances, and mattresses from thousands of retail locations nationwide. Their underwriting process considers various data points like income and banking history instead of relying solely on credit scores, allowing more people to be approved. With automatic payment scheduling options, customers can align payments with their paydays, enhancing ease and affordability.

📋 Description

• 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, including same-day when required • Audit payroll results to ensure accuracy and compliance • Execute and validate tax deposits through Workday and ADP SmartCompliance; escalate discrepancies with clear documentation • Maintain payroll records in accordance with federal, state, and local requirements • Leverage (or learn) AI-driven payroll tools, including Workday Payroll Agents, 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 by preparing accurate payroll documentation • Track and document key payroll timelines to support accountability and continuous improvement • Partner with HR Business Partners and Total Rewards 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

🎯 Requirements

• 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

🏖️ Benefits

• Competitive compensation + bonus potential • Full health benefits; medical, dental, vision, and life insurance + paid parental leave • Company-matched 401(k) • Paid time off + holidays + volunteer time • Employee resource groups • Employee stock purchase program • Tuition reimbursement • Charitable gift matching • Job-required equipment and services provided

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