AI Technology Enablement / Change Management - Financial Firm

Request Technology, LLC; Chicago (IL); Hybrid; USD 100,000 - 150,000; Full time

Job summary

Request Technology, LLC in Chicago seeks a seasoned Change Management professional to drive enterprise AI adoption. You will design and oversee programs that embed AI into workflows, build playbooks, and communicate across functions.

Ideal candidates have extensive change management experience in regulated environments, strong facilitation skills, and proven ability to measure adoption, report to executives, and co-create training materials with AI literacy in mind.

Qualifications

• Experience leading organizational change management programs tied to technology adoption or digital transformation.
• Ability to discuss AI/GenAI tools credibly with business and technical audiences.
• Experience designing and delivering enterprise training or literacy programs.
• Proficiency in adoption metrics, reporting frameworks, and executive status communications.
• Strong facilitation skills for workshops across business and technology stakeholders.

Responsibilities

• Lead workforce transformation agenda associated with AI adoption and redesign roles as AI embeds into work.
• Design and drive change management programs for AI use cases from production to broad adoption.
• Identify adoption friction and AI literacy gaps at the enterprise level.
• Develop and track adoption metrics and report progress against AI strategy targets.
• Align enablement activities with the AI roadmap in coordination with AI Leads.
• Build change management playbooks and reusable communication materials.

Skills

Change management

Stakeholder facilitation

AI literacy

Training design

Executive communication

Learning & development

Workshop facilitation

Education

Bachelor's degree

10+ years experience

Tools

Microsoft Office Suite

Job description

We are looking for change management people preferably out of financial services.

You are going to be driving initiatives, enterprise-wide, overseeing post AI implementations. In a sense, these are like business analysts driving AI technology.

LOCATION: CHICAGO, IL

Hybrid 3 DAYS ONSITE

Enterprise wide dimension of adoption AI literacy program design and drive change management programs for individual AI use cases build change management playbooks and communication materials working knowledge of AI/Gen tools

This role complements the AI Solutions Leads, who are accountable for adoption within individual use cases, by owning the enterprise-wide dimension of adoption across the company

Primary Duties and Responsibilities:

• 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 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.

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.

Technical Skills:

• 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.

Education and/or Experience:

• 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,