AI Adoption & Workforce Enablement Lead

DecisionPoint | Cortek•Chicago, IL

4h•Remote

About The Position

DecisionPoint seeks a senior-level AI Adoption & Workforce Enablement Lead to develop and deliver workforce training, practical exercises, proficiency assessments, and adoption measurement supporting the USMEPCOM ENLIST program. The role helps personnel apply approved AI capabilities to daily work and interpret AI-assisted results appropriately by translating mission workflows and technical capabilities into learning objectives, exercises, user guidance, and measurable demonstrations of proficiency. The lead collaborates with Government mission owners, AI implementation teams, data and reporting specialists, training personnel, and end users. Responsibilities include assessing learning needs, coordinating training with capability releases, identifying adoption barriers, and measuring effective use of AI within approved workflows. The position is remote, with Chicago-area candidates preferred. Applicants acknowledge that their resumes may be included in an active competitive government contract bid.

Requirements

Active Secret clearance or higher.
At least eight years of relevant professional experience.
Bachelor’s degree in education, instructional design, organizational development, information technology, or a related field, or a permitted equivalent.
Experience developing workforce training.
Experience developing practical exercises.
Experience developing proficiency assessments.
Experience developing adoption measures.
Ability to lead workforce AI training, practical exercises, proficiency checks, and adoption measurement.
Ability to develop guidance that helps users interpret AI-assisted results.

Nice To Haves

AWS Certified AI Practitioner or comparable AI fundamentals certification.
Instructional design certification.
Change-management certification.
Experience supporting federal or Department of Defense workforce training or technology adoption initiatives.
Experience applying adult-learning principles to technical or operational training.
Experience developing role-based AI learning paths and scenario-based exercises.
Familiarity with AI capabilities, limitations, source verification, human oversight, and responsible use.
Experience developing guidance for interpreting dashboards, analytical outputs, and self-service reports.
Experience measuring learning effectiveness, demonstrated proficiency, sustained adoption, and operational benefits.
Experience facilitating train-the-trainer programs, coaching sessions, or communities of practice.
Familiarity with learning management systems, SharePoint/Microsoft 365, survey tools, and reporting platforms.
Strong facilitation, instructional writing, stakeholder communication, and analytical skills.

Responsibilities

Lead workforce AI training and enablement activities aligned with Government priorities and operational needs.
Assess workforce learning needs, current proficiency, role-specific requirements, and barriers to AI adoption.
Develop learning objectives and training plans tied to approved AI capabilities and mission workflows.
Create practical exercises, demonstrations, scenarios, job aids, user guides, and reusable learning materials.
Deliver instructor-led sessions, virtual workshops, demonstrations, coaching, and office hours.
Develop proficiency checks to assess whether personnel can perform relevant tasks using approved AI capabilities.
Establish assessment criteria, scoring guidance, completion measures, and targeted follow-up training.
Teach users to interpret AI-assisted results, review supporting sources, recognize limitations, and identify outputs requiring verification.
Develop guidance on human judgment, review checkpoints, escalation paths, and appropriate use of AI-generated information.
Prepare exercises involving approved knowledge assistants, retrieval workflows, analytical tools, dashboards, and self-service reporting.
Coordinate with technical teams to ensure training materials accurately reflect released functionality and approved operating procedures.
Align training schedules and communications with pilots, releases, workflow changes, and operational priorities.
Define adoption measures covering participation, proficiency, recurring use, user confidence, workflow integration, and operational outcomes.
Establish baselines and track changes in workforce capability and adoption over time.
Analyze assessment results, usage information, surveys, and user feedback to identify capability gaps and improvement opportunities.
Distinguish training completion from demonstrated proficiency and sustained operational use.
Coordinate targeted interventions for user groups experiencing adoption difficulties.
Support peer learning, train-the-trainer activities, and communities of practice.
Maintain training records, assessment results, adoption dashboards, feedback logs, and improvement actions.
Prepare Government briefings on training progress, proficiency, adoption barriers, and recommended actions.
Update learning materials and user guidance as AI capabilities, reporting tools, and mission workflows evolve.
Coordinate with the program’s broader training and knowledge management teams to maintain consistent content and delivery practices.