People Generalist - Contractor (Remote)

Progressive Leasing is a leading provider of in-store and e-commerce lease-to-own solutions. With more than 20 years in FinTech, we’ve grown from start-up to industry leader by innovating, simplifying, and valuing people. We are a subsidiary of PROG Holdings (NYSE: PRG), a FinTech holding company with three business segments: Progressive Leasing, Purchasing Power, and Four, a Buy Now Pay Later (BNPL) platform.

About the role

This position can be performed remotely within the United States, with a preference for candidates who can work Mountain or Central time zones. As a People Generalist - Contractor, you will provide support in all areas of Human Resources functions including policy and procedure administration, employee relations and retention, performance management, and regulatory compliance.

Responsibilities

• Reviews, tracks, and documents compliance with mandatory and non-mandatory training (e.g., anti-harassment, regulatory) using HRIS platforms like Workday, and leverages AI-assisted reporting to flag completion gaps and generate compliance summaries.
• Performs routine HR program support across compensation, benefits, leave, disciplinary matters, and performance management — using tools like Microsoft Copilot to draft documentation, meeting notes, and corrective action write-ups.
• Maintains compliance with federal, state, and local employment law by using AI-assisted policy review tools and subscribing to regulatory update feeds; applies judgment to translate regulatory changes into updated internal practices.
• Stays current on HR trends, technology, and employment law — including emerging AI tools for talent management, predictive analytics, and employee engagement — and brings relevant insights back to the team.
• Develops and updates HR processes and procedures in partnership with HR leaders, using tools like Copilot in Word to draft, version, and standardize documentation efficiently.
• Participates in employee engagement initiatives, supporting analysis of survey data to surface insights that inform key results and objectives.
• Exercises professional judgment on day-to-day employee relations matters — corrective actions, PIPs, exit interviews — using AI drafting tools to ensure consistent, legally sound written communications.
• Supports Business Partners with complex employee relations issues, including preparing documentation and synthesizing case history using AI-assisted search and summarization within your HRIS.
• Facilitates HR meetings and trainings, using Copilot in Teams for real-time notes, action item capture, and follow-up generation.
• Contributes to corporate HR initiatives and project work, applying AI tools to accelerate research, data analysis, and deliverable creation across cross-functional projects.

Requirements

• Minimum of 3 - 5 years’ experience as an HR Generalist/Specialist with increasing responsibility.
• Prior experience in a large contact center highly preferred.
• Strong knowledge of HR practices and regulatory compliance; EEOC, ADA, FMLA, Workers Comp, Unemployment, and employee relations.
• Ability to handle high pressure and multiple priorities with professionalism and poise.
• Highly effective oral and written communication skills as well as excellent interpersonal skills.
• Bachelor’s degree in Human Resources preferred.
• PHR/SPHR or equivalent SHRM-CP/SHRM-SCP designation preferred.
• Proficiency in Excel and openness to leveraging AI tools to improve workflow.
• 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.

Benefits

• Competitive Compensation.
• Full Health Benefits: Medical/Dental/Vision/Life Insurance + Paid Parental Leave.
• Company Matched 401k.
• Paid Time Off + Paid Holidays + Paid Volunteer Hours.
• Employee Resource Groups (Black Inclusion Group, Women in Leadership, PRIDE, Adelante).
• Employee Stock Purchase Program.
• Tuition Reimbursement.
• Charitable Gift Matching.
• Job required equipment and services.