AI & Technical Upskilling Sr Specialist

Maximus' Learning and Organizational Development (L&OD) function is seeking a Sr. Specialist, AI & Technical Upskilling (remote) to help build the AI and technical skills our employees need to thrive in a rapidly evolving workforce.

• Date
  Wednesday, September 30, 2026
• City
  Remote
• Country
  United States
• Working time
  Full-time

• Execute the development and implementation of learning assets through close collaboration with the Training Operations Team.
• Use training technology to help provide creative and scalable training solutions.
• Help to develop and support the implementation of the LMS learning strategy and measurement of that strategy for the organization.
• Support LMS system audits.
• Create and document processes for learning solutions, architecture decisions and operating procedures.
• Work in partnership with the HRIS team to support LMS system updates.
• Work with vendor to secure and onboard new learning technologies for delivering, tracking, and/or creating learning content.
• Consult and collaborate with leaders at all levels as well as cross-functional stakeholders to and provide learning solutions using the LMS functionalities.
• Define support LMS system roles and permissions.
• Support and advise on overall system configuration and availability groups.
• Support and train Global system Super Users and Admin.

• Support the design, development, and continuous improvement of enterprise AI and technical upskilling programs, including foundational AI literacy, responsible AI use, role-based technical learning, and applied learning experiences.
• Design and draft instructionally sound storyboards that translate complex AI and technical topics into eLearning, instructor-led, virtual, and blended learning formats.
• Develop and maintain learning pathways, job aids, facilitator guides, learner communications, discussion guides, practice activities, and reinforcement resources.
• Create practical learning scenarios that help employees recognize appropriate AI use cases, evaluate risks, improve prompts, validate outputs, and decide where human judgment is required.
• Apply adult learning principles, accessibility practices, and plain-language standards to make learning approachable, usable, and inclusive.

• Translate AI, automation, data, and technical concepts into clear, practical learning content employees can apply in real work scenarios.
• Contribute to responsible AI learning by ensuring content reinforces approved tools, data handling expectations, human oversight, privacy considerations, and organizational guidance.

• Partner with subject matter experts, business stakeholders, HR partners, change leads, and technology teams to identify skill needs, define learning objectives, and shape learning experiences that align to business priorities.
• Support external technical certification pathways and vendor-delivered learning offerings by helping assess fit, coordinate implementation, and monitor learner progress.
• Coordinate program logistics, content updates, facilitator preparation, vendor collaboration, communications, learner support, and delivery readiness across virtual, in-person, and blended formats.
• Maintain AI and technical learning materials as tools, models, policies, and workforce needs evolve.

• Support skills gap analysis and needs assessment work by gathering stakeholder input, reviewing learning data, and translating findings into recommended learning priorities.
• Use LMS data, survey feedback, assessments, and other learning analytics to evaluate participation, learner experience, behavior change, and program improvement opportunities.
• Recommend process improvements that make AI and technical upskilling programs more scalable, measurable, and easier for employees and leaders to adopt.
• Adhere to established safety standards and perform other duties as assigned.

• Bachelor's Degree and 5+ years of experience required
• Five (5) or more years of experience in the area of Learning & Development and Learning Management Systems administration required (preferable CSOD).
• Three (3) or more years of experience supporting a global/complex instance of the Learning Management System Cornerstone OnDemand (CSOD).
• Experience working on complex issues where analysis of situations or data requires an in-depth knowledge of the company.
• Ability to regularly interact with senior…