People Generalist - Contractor (Remote)

Progressive Leasing is a leading provider of in-store and e-commerce lease-to-own solutions. As an almost 20+ year old FinTech company that has gone from start-up to industry leader, we know how to innovate, simplify, and value all people. We are a company founded on our grit and we are constantly looking to the future. As an ever-evolving group of entrepreneurs and technologists, we strive to do the right thing period in all aspects of our work.

We are currently hiring a People Generalist - Contractor (Remote) to join our exciting People Team and help Progressive Leasing grow! 

This position can be performed remotely within the United States, with a preference for candidates who can work Mountain or Central time zones.

Employee Value Proposition (EVP): PROG is dedicated to providing people with opportunity; opportunity for inclusive collaboration, opportunity for innovation, and opportunity for development. 

WE ARE: A team of human resources professionals dedicated to continuously cultivating the world-class and award-winning culture at Progressive Leasing. At a company that values people above all else and does the right thing period, the People Team is engaged cross-functionally in all-aspects of the organization to ensure we are constantly living our values. We love to have fun, love to do what is right, and fundamentally love what we get to do here at Progressive Leasing! 

YOU ARE: An excited and engaged professional with a passion of helping others! In this role, 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. In addition to the qualifications and experience listed below, this person will have excellent communication skills, the ability to be diplomatic, highly collaborative while able to meet constant deadlines 

YOUR DAY-TO-DAY: 

• 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 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.

YOU’LL BRING: 

• Must have a 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 

• Must be able to handle high pressure and multiple priorities with professionalism and poise 

• Possess 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

• AI-enabled tools are already part of how work gets done across our organization, and that’s only going to expand over time. We value people who are curious, adaptable, and open to learning as roles and workflows evolve

• 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

WE OFFER: 

• 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 

Progressive Leasing welcomes and encourages diversity in the workplace. We do not discriminate in any aspect of employment on the basis of race, color, religion, national origin, ancestry, gender, sexual orientation, gender identity and/or expression, age, veteran status, disability, or any other characteristic protected by federal, state, or local employment discrimination laws where Progressive Leasing does business.