AI Workforce Enablement Lead (Remote)

Progressive LeasingRemote - UT, UT
Remote

About The Position

Progressive Leasing is seeking an AI Workforce Enablement Lead to support its enterprise AI transformation. This role will ensure employees are equipped to succeed as work evolves due to AI integration. The position is a remote, work-from-home opportunity, performable anywhere in the continental US. Progressive Leasing is a leading provider of lease-to-own solutions and a subsidiary of PROG Holdings, a FinTech holding company.

Requirements

  • 5+ years in workforce transformation, people enablement, or talent-side change execution
  • A track record of driving real behavior change, not just delivering training or communications
  • Fluency working inside or alongside HR/Talent systems (role design, skills, learning, performance)
  • Strong judgment, autonomy, and follow-through in fast-moving environments
  • The ability to diagnose resistance and tailor support
  • Practical curiosity and hands-on experience with AI-enabled ways of working (no engineering background required)
  • A consultant's instinct for functionality — building things people will actually adopt and keep using

Responsibilities

  • Shape and guide the workforce enablement approach for AI-driven workflow and role changes
  • Design and run enablement programs that drive genuine adoption
  • Equip managers to lead their teams through transition, including readiness, support, and difficult conversations
  • Translate redesigned workflows into clear role expectations, skills, and enablement plans
  • Build practical, usable toolkits, learning experiences, and manager resources
  • Advise across Talent, HR, and AI teams to ensure enablement lands before accountability shifts
  • Measure progress with leading indicators such as behavior change, readiness, and friction
  • Continuously refine the approach based on feedback from employees and managers
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