AI Workforce Enablement Lead – People Team

🕒 May 5

🌵 Arizona – Remote

🌵 Arizona – Remote

⏰ Full Time

🟠 Senior

🤖 Artificial Intelligence

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Progressive Leasing

WebsiteLinkedInAll Job Openings

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

• Own the workforce enablement approach for AI‑driven workflow and role changes • Design and run enablement programs that drive real adoption — not “check‑the‑box” training • Equip managers to lead teams through transition, including readiness, support, and tough conversations • Translate redesigned workflows into clear role expectations, skills, and enablement plans • Build practical toolkits, learning experiences, and manager resources that actually get used • Partner across Talent, HR, and AI teams to ensure enablement comes before accountability shifts • Track adoption using leading indicators (behavior change, readiness, friction), not vanity metrics • Continuously refine approaches based on real signals from employees and managers

🎯 Requirements

• 5+ years of experience in workforce transformation, people enablement, or talent‑side change execution • Proven experience driving behavior change — not just delivering training or communications • Comfort working inside or closely with HR/Talent systems (role design, skills, learning, performance) • Strong judgment, autonomy, and follow‑through in fast‑moving environments • Ability to diagnose resistance and tailor support appropriately • Practical curiosity and experience with AI‑enabled ways of working (you don’t need to be an engineer) • Bachelor’s degree or equivalent work experience

🏖️ Benefits

• Full Health Benefits; Medical/Dental/Vision/Life Insurance + Paid Parental Leave • Company‑Matched 401(k) • 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