AI Training Specialist

Position Summary

The AI Training Specialist is an engaging and results-oriented individual with primary responsibility for developing and delivering training programs that accelerate employee adoption of Artificial Intelligence, automation, and productivity technologies across the organization. This role is responsible for creating impactful learning experiences that help employees understand, adopt, and effectively apply emerging technologies in their daily work.


The AI Training Specialist will partner with business leaders, operational teams, and technology stakeholders to identify skill gaps, develop targeted learning programs, and measure the effectiveness of training initiatives. Success in this role requires the ability to translate complex technical concepts into practical business applications that improve employee productivity, operational efficiency, and organizational readiness.

Success will be based on increased employee adoption and utilization of approved AI and productivity tools, percentage of employees completing AI training and certification programs, and demonstrated business outcomes attributable to AI training and enablement efforts.

The ideal candidate will live in the Kansas City area and be open to a hybrid schedule.


Essential Duties and Responsibilities

Duties include but are not limited to the following:

Training Program Development
• Design, develop, and maintain AI, automation, and technology training curricula for employees across multiple business functions.
• Create structured learning paths for various skill levels, from introductory to advanced users.
• Ensure training materials remain current as technologies, business processes, and organizational priorities evolve.
• Maintain a centralized repository of training resources and documentation.

Training Delivery
• Deliver instructor-led, virtual, workshop-based, and self-paced learning experiences.
• Facilitate engaging training sessions that encourage participation and practical application.
• Adapt training methods to accommodate varying learning styles and levels of technical proficiency.

AI Adoption & Coaching
• Support enterprise AI adoption initiatives through one-on-one coaching, group coaching, and office hours.
• Assist employees in identifying practical use cases for AI tools within their roles.
• Promote best practices for responsible, effective, and secure use of AI technologies.

Adoption Analytics & Reporting
• Measure and report on AI adoption, training effectiveness, engagement metrics, and business outcomes.
• Partner with leadership to establish success metrics and improvement targets for AI enablement programs.

Required Skills and Abilities

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skills, and/or ability required. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions.
• Training & Facilitation: Excellent presentation, facilitation, and classroom management skills for virtual or in-person audiences.
• AI & Technology Awareness: Familiarity with AI technologies, automation platforms, productivity tools, and digital transformation initiatives.
• Microsoft 365 Copilot Expertise: Working knowledge of Microsoft 365 Copilot, Copilot Chat, Copilot Agents, Copilot Studio, and related Microsoft productivity technologies.
• Business Translation: Ability to convert technical concepts into practical business applications that employees can easily understand and implement.
• Learning Analytics: Ability to measure training effectiveness, learner engagement, adoption rates, and business impact through data analysis and reporting.
• AI Governance Awareness: Understanding of responsible AI practices, security considerations, and organizational governance requirements related to AI usage.
• Communication & Stakeholder Engagement: Strong verbal, written, interpersonal, project management, and cross-functional collaboration skills.
• Transportation Industry Knowledge: Transportation, logistics, supply chain, or Transportation Management Software experience preferred.

Minimum Education and Experience
• 3+ years of experience in corporate training, learning, development, enablement, or related fields.
• Experience designing and delivering technology, productivity, or digital transformation training programs.
• Transportation, logistics, supply chain, or Transportation Management System (TMS) experience preferred.

Physical Demands and Work Environment

The physical demands and work environment characteristics described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions. This description reflects management's assignment of essential functions; it does not proscribe or restrict the tasks that may be assigned.
• Physical Demands: While performing the duties of this job, the employee is regularly required to remain in a stationary position for at least 50% of the time. The employee needs to occasionally move about inside the office to access file cabinets, office machinery, etc. The general level of physical activity would be defined as sedentary. The employee is regularly required to operate a computer and other office productivity machinery, such as a calculator, telephone, copy machine, and printer. Some movements of the hands, arms, and wrists may involve repetitive motions. Specific vision abilities required by this job include the ability to detect, determine, perceive, identify, recognize, judge, observe, inspect, estimate, and assess various activities and surroundings.
• Cognitive/Mental Requirements: While performing the duties of this job, the employee is regularly required to comprehend and use basic language, either written or spoken, to communicate simple and complex information, ideas, and information. The employee is also required to use logic to define problems, collect information, establish facts, draw valid conclusions, interpret information, and deal with abstract variables for unique or unfamiliar situations. The employee must use problem-solving skills to formulate and apply appropriate courses of action for routine or familiar situations. The employee may be required to perform numerical operations including basic counting, adding, subtracting, multiplying, and dividing or more complex quantitative calculations.
• Work Environment: While performing the duties of this job, the employee is inside a central heat and air-conditioned office building or in their home office environment. The noise level in the work environment is minimal.

Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of an employee. Duties, responsibilities, and activities may change at any time with or without notice.

eShipping LLC is an equal opportunity employer.