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Senior Technology Training Specialist

Job in Annapolis, Anne Arundel County, Maryland, 21403, USA
Listing for: ASSYST
Full Time position
Listed on 2026-08-23
Job specializations:
  • IT/Tech
    Technical Writer, Technical Support, IT Support
Salary/Wage Range or Industry Benchmark: 90000 - 130000 USD Yearly USD 90000.00 130000.00 YEAR
Job Description & How to Apply Below

ASSYST is seeking a Senior Technology Training Specialist to support our client project in Annapolis, MD.

Work mode: Hybrid (3 days remote and 2 days onsite)

Work Location: Annapolis, MD.

Position Summary

The Senior Technology Training Specialist is responsible for developing and delivering training programs, user documentation, and instructional materials. This role supports both proprietary court software and advanced off-the-shelf applications (such as Microsoft Teams, Co-Pilot, One Note, and SharePoint).

Key Responsibilities

  • Training Development & Delivery:
    Plan, design, and deliver hands-on, instructor-led training (in-person and virtual) using adult learning principles for individuals and group settings.
  • Instructional Content Creation:
    Develop technical documentation (Quick Reference Cards, Quick Reference Guides, web content), video tutorials, and interactive learning modules using tools like Camtasia, Articulate 360, and Vyond.
  • Project Management:
    Manage training projects from initiation to completion, organizing concurrent initiatives and coordinating across stakeholders to meet deadlines.
  • Troubleshooting & Support:
    Identify user-defined technical challenges, implement effective training solutions, and uphold customer service standards with internal/external Subject Matter Experts (SMEs).
  • Reporting:
    Maintain clear communication with the Contract Manager regarding project plans, statuses, and updates.

Qualifications

  • Education:

    Bachelor’s degree from an accredited university (Required).
  • Experience:
    • 5+ years as a technology trainer specializing in proprietary and advanced off-the-shelf software (Preferred).
    • 3+ years developing technical documentation and instructional materials (Preferred).

Preferred Skills & Capabilities

  • Software Expertise:
    Deep knowledge of Microsoft Office applications (Teams, Co-Pilot, One Note, SharePoint).
  • Technical Authoring Tools:
    Proficiency in Camtasia, Articulate 360, Vyond, or similar training development software.
  • Core Competencies:

    Strong time management, multi-tasking abilities, and structured training methodologies.

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.

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Position Requirements
10+ Years work experience
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