Manager, AI User Enablement

CVS Health

. Act as a forward-deployed analyst partnering with Finance business units on AI adoption .

Posted 9/16/2026full-timeChicago • Arizona • United StatesMid-LevelSenior💰 $66,330 - $145,860 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in AI enablement and training, with a strong focus on communication, facilitation, and stakeholder engagement. Proficient in utilizing Microsoft Copilot and Claude tools to drive adoption and behavior change across teams.

Highest-signal resume keywords

AI EnablementMicrosoft Copilot ExpertiseTraining Design and DeliveryCommunication and Facilitation SkillsChange Management Methodology

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

AI AdoptionTraining DevelopmentUser Journey MappingBehavior Change StrategiesProject ManagementWorkshop CoordinationPlain Language TranslationAdoption MeasurementPrompt Library DevelopmentStakeholder Engagement

Soft Skills

Expert CommunicationFacilitation SkillsCoachingCollaborationProblem Solving

Tools & Technologies

Microsoft OfficePowerPointCopilotClaude DesktopClaude CoworkConfluenceSharePointJira

Certifications & Qualifications

Microsoft CertificationApplied-Skills Credential Related to Copilot

Industry Keywords

Organizational ChangeTraining EnablementChange ManagementAI SolutionsProfessional Development

About the role

Key responsibilities & impact

Act as a forward-deployed analyst partnering with Finance business units on AI adoption
Observe workflows, identify opportunities, and support leaders in modeling responsible AI use
Partner with training and communications teams to develop role-based AI enablement curricula
Deliver training sessions, demonstrations, workshops, embedded coaching, hackathons, and lunch-and-learns
Build and maintain prompt libraries, agent examples, use-case patterns, and plain-language guides
Establish a practitioner community and champion network
Surface literacy gaps, adoption barriers, and emerging misuse to the Lead Director and advisory councils
Support user surveys and translate results into user journey maps and enablement strategies
Measure adoption and learning effectiveness, establish baselines, and report capability gaps
Convert recurring coaching into reusable assets
Coordinate with governance, product, and business stakeholders
Maintain operating cadence and align training to organizational standards
Serve as the primary contact for hands-on support with desktop business AI tools such as Copilot and Claude Enterprise

Requirements

What you’ll need

5+ years of relevant work experience
Expert communication and facilitation skills
Experience coordinating live workshops or working sessions for professional audiences, including senior stakeholders
3+ years of experience designing and delivering training, enablement, communications, or organizational change programs for business audiences
2+ years of experience driving adoption and behavior change across teams and stakeholder groups without direct authority
1+ years of experience with AI enablement, project management of AI solutions, or similar advanced technology deployed in a business environment
Deep, demonstrable expertise with Microsoft Copilot and Claude Desktop/Cowork
Expert proficiency with Microsoft Office applications, particularly PowerPoint and presentation design best practices
Ability to articulate differences in Copilot, Claude Desktop, and Claude Cowork and demonstrate effective use of each
Experience translating complex or technical concepts into plain language for non-technical professionals
Ability to travel up to 10%, including by plane
Bachelor's Degree or equivalent years of related professional work experience
Preferred: Master's degree in AI, organizational leadership, education, communications, or a related field
Familiarity with structured change management methodology such as ADKAR or a comparable framework
Familiarity with Confluence, SharePoint, or comparable document and knowledge repository platforms
Familiarity with Jira or a comparable Kanban-style task management tool
Verifiable Microsoft certification or applied-skills credential related to Copilot strongly preferred, including proficiency with Copilot Studio

Benefits

Comp & perks

CVS Health bonus, commission or short-term incentive program in addition to base pay
Medical coverage
Dental coverage
Vision coverage
Paid time off
Retirement savings options
Wellness programs
Other resources supporting physical, emotional, and financial well-being