Job Description

Status

Full-Time

Standard Hours per Week

40

Job Posting Category

Information Technology

Job Posting Description

The Senior IT Systems Trainer - Enterprise Applications, is responsible for leading training strategy, adoption, and enablement for enterprise technologies across the organization. This role focuses on Microsoft 365 and related platforms, including SharePoint, OneDrive, Teams, Power Apps, and Power Automate, as well as other enterprise systems as assigned.

This position operates as a strategic partner to IT, operational leadership, and project teams to support digital transformation initiatives, workflow optimization, and enterprise tool adoption. The Senior Trainer leads training design, delivery, and communication efforts tied to system implementations, process changes, and organizational initiatives.

Unlike application-specific training roles, this position emphasizes cross-functional collaboration, project-based work, and scalable learning solutions that drive measurable adoption and efficient use of enterprise technologies.
Key Responsibilities

• Senior Resource
  • Serves as a subject-matter expert in enterprise applications, with deep knowledge of Microsoft 365 tools including SharePoint, OneDrive, Teams, Power Apps, and Power Automate, as well as related technologies and supported operational workflows.
• Project-Based training & Implementation Support
  • Serves as the training lead for enterprise technology projects and organizational initiatives, partnering with IT, operational leadership, and project teams to assess training needs and define effective delivery strategies.

• Curriculum Development & Content Design
  • Designs, develops, and maintains high-quality training materials for enterprise applications, including instructor-led content, eLearning modules, and workflow-based documentation.
• Training Delivery & Adoption Support
  • Delivers instructor-led, virtual, and asynchronous training sessions to support enterprise technology adoption across a wide range of user groups. Facilitates workshops, targeted sessions, and structured learning experiences that reinforce best practices and effective system usage.

• Stakeholder Engagement & Communication
  • Builds and maintains strong working relationships with IT, Communications, and operational leadership to support enterprise training initiatives.
• Governance & Best Practices
  • Supports governance efforts related to enterprise applications by reinforcing best practices for tool usage, collaboration, and workflow management. Provides guidance on effective use of platforms such as SharePoint, OneDrive, and Power Platform tools, including Power Apps and Power Automate.

• Leadership & Contribution
  • Contributes to team and organizational success by mentoring peers, sharing knowledge, and supporting cross-functional initiatives.
• Professional Development
  • Maintains current knowledge of enterprise technologies, including Microsoft 365 tools and emerging platforms.

Knowledge and Skills

• Strong understanding of enterprise technology platforms, particularly Microsoft 365 ecosystem
• Leadership
• Training & Instruction
• Project & Change Management
• Problem Solving
• Communication

• Interpersonal Skills

Education

• Bachelor's Degree or equivalent experience

Certification/Registration Required
Microsoft 365 certifications (e.g., MS-900, Power Platform Fundamentals)
Experience

• 5+ years of experience delivering training in a professional or healthcare environment.
• 3+ years of experience supporting enterprise applications or technology platforms (e.g., Microsoft 365, collaboration tools, or similar systems).
• 2+ years of experience leading or supporting training initiatives tied to projects, system implementations, or organizational changes.
• Demonstrated experience designing and delivering instructor-led and/or virtual training for adult learners.
• Experience developing eLearning content using Adobe Captivate and Articulate 360.

Office/Site Location

Boston

Regular, Temporary, Per Diem

Regular

Remote Eligibility

Part Remote/Hybrid

Pay Range

$83,241.60 - $133,192.80