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Principal AI Enablement and Change Lead

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Request Technology, LLC
Full Time position
Listed on 2026-09-04
Job specializations:
  • IT/Tech
    Change Management, AI Business & Operations, IT Consultant
  • Business
    Change Management, AI Business & Operations
Salary/Wage Range or Industry Benchmark: 180000 - 240000 USD Yearly USD 180000.00 240000.00 YEAR
Job Description & How to Apply Below

*** We are unable to sponsor for this permanent full-time W2 role***

*** Position is bonus eligible***

Prestigious Financial Company is currently seeking a Principal AI Enablement and Change Lead. Candidate will own the organizational adoption of the AI literacy program, the workforce transformation agenda, and the change management that determines whether AI capabilities delivered through the use case pipeline actually get used. This role complements the AI Solutions Leads, who are accountable for adoption within individual use cases, by owning the enterprise-wide dimension of adoption.

Responsibilities
  • Own and evolve the enterprise AI literacy program, ensuring role-appropriate AI training reaches all users of AI on hire and at least annually thereafter, consistent with the Artificial Intelligence Policy.
  • Lead the workforce transformation agenda associated with AI adoption, partnering with business functions to redesign roles as AI is embedded into how work gets done.
  • Design and drive change management programs for individual AI use cases as they move from production into broad adoption, working in coordination with the AI Solutions Leads who own use case delivery.
  • Identify and address adoption friction, resistance, and AI literacy gaps at the enterprise level before they surface as recurring, use-case-level failures.
  • Develop and track adoption metrics (e.g., embedded/recurrent AI use by role and function) and report progress against the AI Strategy adoption targets.
  • Partner with AI Portfolio & Transformation (AIPT) to align enablement and change activities with the AI roadmap and the pace of the use case pipeline reaching production.
  • Build change management playbooks and communication materials that can be reused across use cases and business functions.
  • Serve as a point of connection between the business, AIPT, and AIRE on questions of adoption readiness and organizational impact.
Qualifications
  • Demonstrated experience leading organizational change management programs, ideally tied to technology adoption or digital transformation.
  • Working knowledge of AI/GenAI tools and their practical use in a corporate environment; ability to speak credibly to both business and technical audiences about adoption.
  • Experience designing and delivering enterprise training or literacy programs.
  • Proficiency in developing adoption metrics, reporting frameworks, and executive-level status communication.
  • Strong facilitation skills; ability to run workshops and working sessions across business and technology stakeholders.
  • Microsoft Office Suite; familiarity with process/workflow documentation a plus.
  • Working knowledge of AI/GenAI tools and their practical use in a corporate environment; ability to speak credibly to both business and technical audiences about adoption.
  • Microsoft Office Suite; familiarity with process/workflow documentation a plus.
  • Bachelor's degree in a relevant field, or equivalent experience.
  • 10 or more years of experience in change management, organizational transformation, learning & development, or a related discipline.
  • Prior experience supporting an enterprise technology rollout (AI, automation, or major systems implementation) strongly preferred.
  • Experience operating in a regulated or financial services environment preferred
  • Relevant AI product management, project management, or domain certification is a plus
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