AI Workforce Enablement Lead | People Team (Remote)

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: The People team at PROG is lean, highly embedded with the business, and operating at the center of a company-wide shift to AI-enabled work. As workflows change, our focus is not just on tools — but on ensuring employees and managers actually adopt new ways of working in a practical, supported, and sustainable way. We partner closely across Talent, HR, and Technology to redesign work thoughtfully and enable our workforce to move forward with clarity and confidence.

Responsibilities

• 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
• Practical curiosity and experience with AI-enabled ways of working (you don’t need to be an engineer)

Qualifications

• AI-enabled tools are already part of how work gets done at PROG, and their use will continue to expand
• We value people who are curious, adaptable, and open to learning as roles and workflows evolve

Skills

• Hands-on workforce enablement and change execution leadership
• Experience with AI-driven workflow and role changes
• Ability to diagnose resistance and tailor support appropriately
• Practical curiosity and experience with AI-enabled ways of working

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

Pay

• Competitive compensation package

Schedule

• This role is a work-from-home position and can be performed remotely anywhere in the continental US