Demo

Senior Technology Trainer

assystinc
Annapolis, MD Full Time
POSTED ON 4/3/2026
AVAILABLE BEFORE 6/2/2026

ASSYST is seeking a Senior Technology Trainer to lead the development and delivery of comprehensive training programs and technical documentation at Annapolis, Maryland (Remote Role). 

In this role, the senior technology trainer will support a diverse ecosystem of software, ranging from highly customized proprietary systems to the Microsoft 365 suite (Teams, Co-Pilot, SharePoint) and shall serve as the bridge between complex technical solutions and the end-users, ensuring seamless adoption and proficiency.

Responsibilities:

  • Curriculum Development: Design, develop, and deliver high-impact, hands-on Instructor-Led Training (ILT) for both commercial off-the-shelf (COTS) and custom proprietary applications.
  • Multimedia Content Creation: Author technical documentation, including Quick Reference Guides (QRGs) and web content, and produce engaging instructional videos using tools like Camtasia or Articulate 360.
  • Instructional Design: Apply adult learning principles to create interactive modules and training programs tailored to diverse user groups.
  • Project Management: Oversee the end-to-end lifecycle of training projects—from initial needs assessment to final delivery—ensuring all milestones are met with high quality.
  • Stakeholder Collaboration: Partner with Subject Matter Experts (SMEs) and the Contract Manager to define project scopes, provide status updates, and ensure alignment with client goals.
  • Problem Solving: Proactively identify and troubleshoot user-defined challenges, implementing creative instructional solutions to bridge knowledge gaps.

Qualifications:

  • Education: Bachelor’s degree from an accredited university.
  • Training Expertise: Minimum of five (5) years of experience as a Technology Trainer, specifically with proprietary software and advanced M365 applications (Co-Pilot, OneNote, SharePoint, etc.).
  • Technical Writing: At least three (3) years of experience developing structured technical documentation and user manuals.
  • Instructional Tools: Proficiency in modern training development software, such as Camtasia, Articulate 360, and Vyond.
  • Soft Skills: Exceptional written and verbal communication skills with a strong commitment to high-level customer service when collaborating with internal and external stakeholders.

ASSYST is an Equal Opportunity Employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, disability, military status, national origin or any other characteristic protected under federal, state, or applicable local law

Salary.com Estimation for Senior Technology Trainer in Annapolis, MD
$72,522 to $91,423
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