[Hiring] AI Workforce Enablement Lead @Progressive Leasing

Role Description

We are currently hiring an AI Workforce Enablement Lead to help support our enterprise AI transformation and ensure our people are set up to succeed as how work gets done evolves. This role is a work‑from‑home position and can be performed remotely anywhere in the continental US.

YOUR DAY‑TO‑DAY:

• 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

Qualifications

• 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

• Competitive Compensation
• 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