Demo

AI Adoption & Workforce Enablement Lead

DecisionPoint | Cortek
Chicago, IL Remote Full Time
POSTED ON 11/3/2026
AVAILABLE BEFORE 11/2/2027

Overview

DecisionPoint seeks an AI Adoption & Workforce Enablement Lead to develop and deliver workforce training, practical exercises, proficiency assessments, and adoption measurement supporting the USMEPCOM ENLIST program. 

This senior-level position will help personnel apply approved AI capabilities to their daily work and interpret AI-assisted results appropriately. The lead will translate mission workflows and technical capabilities into practical learning objectives, exercises, user guidance, and measurable demonstrations of proficiency. 

The AI Adoption & Workforce Enablement Lead will collaborate with Government mission owners, AI implementation teams, data and reporting specialists, training personnel, and end users. The role will assess learning needs, coordinate training with capability releases, identify adoption barriers, and measure whether personnel can use AI effectively within approved workflows. 

This position is remote, with Chicago-area candidates preferred. 

Note: By applying to this position, you acknowledge and consent to having your resume included in an active competitive government contract bid.

Duties & Responsibilities

The AI Adoption & Workforce Enablement Lead will: 

  • 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 that 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 how 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.

Qualifications

Required Qualifications 

The following must-have qualifications are drawn from the supplied position requirements: 

  • Active Secret clearance or higher. 
  • Minimum of 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. 

 

Preferred Qualifications 

The following qualifications are preferred but are not required: 

  • AWS Certified AI Practitioner or a 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. 

Our Equal Employment Opportunity Policy

  • EEO and Affirmative Action Policy: DecisionPoint Corporation is an Equal Employment Opportunity and Affirmative Action employer. It is the policy of DecisionPoint Corporation to provide equal employment opportunity in accordance with all applicable Equal Employment Opportunity/Affirmative Action laws, directives and regulations to all employees and qualified applicants without regard to race, ethnicity, color, religion, national origin, sex, age, disability status, pregnancy, sexual orientation, gender identity, genetic information, protected veteran status, or any other protected status under Federal, State or Local laws.
  • Pay Transparency Policy: In accordance with Presidential Executive Order 13665, DecisionPoint Corporation will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor's legal duty to furnish information.
  • Authorization to Share Resume and Personal Information: By expressing your interest and submitting your resume for this position, you authorize DecisionPoint Corporation to share your resume, as well as personal information included on the resume, with its subsidiaries, affiliates and teaming partners for the purpose of considering you for this position and other available positions requiring comparable skills, education and experience. Should DecisionPoint Corporation. or its affiliates and teaming partners wish to initiate pre-employment discussions, you will be asked to complete an employment application and related employment documents.

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