Training Lead
SkyePoint Decisions · Remote · Remote
Posted Sep 16, 2026
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SkyePoint Decisions is a leading Cybersecurity Architecture and Engineering, Critical Infrastructure and Operations, and Applications Development and Maintenance IT service provider headquartered in Dulles, Virginia with operations across the U.S. We provide innovative enterprise-wide solutions as well as targeted services addressing the complex challenges faced by our federal government clients. Our focus is on enabling our clients to deliver their mission most efficiently and effectively – anytime, anywhere, securely. We combine technical expertise, mission awareness, and an empowered workforce to produce meaningful results.
This is a contingent position based upon contract win.
SkyePoint Decisions is seeking a Training Lead to join our team supporting a federal customer. This position is contingent on contract win.
This person will lead cybersecurity workforce development, training, competency assessments, and compliance programs. This person will oversee work-role identification, skills assessments, Cybersecurity and Privacy Awareness (CSPA), Role-Based Training (RBT), LMS administration, training reporting, and centralized workforce training dashboards.
This is a remote position.
Responsibilities:
Lead training, cybersecurity workforce development, instructional design, LMS administration, data/reporting, and knowledge management.
Establish training priorities, schedules, assignments, milestones, and reporting requirements and proactively address overdue training, competency gaps, data-quality issues, and stakeholder dependencies.
Manage the complete training lifecycle including: needs assessment, planning, development, delivery, tracking, reporting, evaluation, and continuous improvement.
Administer recurring cybersecurity/privacy awareness, role-based, technical, and compliance training across multiple organizational groups.
Design and develop online courses, technical training, presentations, job aids, reference materials, interactive modules, and assessments.
Update training in response to changing policies, regulations, technologies, threats, workforce roles, and identified competency gaps.
Analyze assessment results to identify skill gaps, competency strengths, training priorities, and workforce-development needs.
Coordinate training launches, schedules, instructions, resource files, annual requirements, stand-alone materials, completion requirements, and stakeholder communications.
Develop reports and visualizations showing training compliance, completion trends, workforce readiness, skill gaps, and corrective actions.
Required Qualifications:
Bachelor’s degree in Cybersecurity, IT, Information Systems, Education/Training, Instructional Design, Workforce Development, or related discipline. Relevant experience may be substituted.
8+ years of cybersecurity/technical training, workforce development, instructional design, learning management, or cybersecurity program support.
3+ years leading…