AI Workforce Enablement Lead | People Team (Remote)

Progressive Leasing

$110K — $130K *
US-AnywhereRemote in Utah, US
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in workforce transformation or talent-side change execution
  • Experience in driving behavior change, not just training delivery
  • Familiarity with HR/Talent systems related to role and performance
  • Strong judgment and ability to operate independently in fast-paced environments
  • Skilled in diagnosing resistance and tailoring support
  • Practical curiosity about AI-enabled work processes
  • Bachelor's degree or equivalent experience

Responsibilities

  • Own the workforce enablement strategy for AI workflow and role changes
  • Design and implement effective enablement programs for real user adoption
  • Equip managers to guide teams through transitions and challenges
  • Translate workflows into clear role expectations and enablement plans
  • Create practical toolkits and resources for managers and employees
  • Collaborate with Talent, HR, and AI teams to ensure proactive enablement
  • Monitor adoption through behavior change and readiness indicators
  • Evolve strategies based on feedback from employees and managers

Benefits

  • Full health benefits including medical, dental, and vision insurance
  • Company-matched 401(k) plan
  • Generous Paid Time Off policy and paid volunteer hours
  • Employee Resource Groups promoting diversity and inclusion
  • Job-required equipment provided by the company
  • Tuition reimbursement for continued education
  • Charitable gift matching for employee donations
Full Job 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


YOU'LL BRING:
  • 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
  • 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.


WE OFFER:
  • 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


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