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Senior Technology Training Specialist Hybrid (Annapolis, MD)

Booker DiMaio


Job Location:

Annapolis, MD - USA

Monthly Salary: Not provided by the employer
Posted: 16 August 2026 (20 days ago)
Application Deadline: 13 November 2026
Vacancies: 1 Vacancy

Job Summary

Hybrid position - 2 days/week onsite in Annapolis MD 3 days/week remote. Must be located within a reasonable driving distance of Annapolis.

Experience supporting a government or public-sector client is required.

Senior Technology Training Specialist

Position Overview

We are seeking an experiencedSenior Technology Training Specialistto develop and deliver technical training and supporting documentation for a variety of commercially available and proprietary software applications. The successful candidate will provide hands-on instruction while developing clear engaging materials that help users effectively adopt and utilize technology.

This position is well suited for a technology training professional who combines strong instructional and communication skills with the ability to translate complex technical concepts into practical training for professional audiences.

Key Responsibilities

  • Plan develop and deliver instructor-led training for commercially available and proprietary software applications.
  • Develop technical documentation Quick Reference Guides training videos and other instructional materials.
  • Design training for individuals and groups using adult learning principles.
  • Work with subject matter experts and stakeholders to identify training needs and address user challenges.
  • Manage training projects coordinating multiple tasks resources stakeholders and deadlines.
  • Provide training and support for Microsoft Office applications including Teams Copilot OneNote SharePoint Word Excel and PowerPoint.

Required Qualifications

  • Bachelors degree from an accredited university.
  • 5 years of experience as a technology trainer working with proprietary and/or advanced commercial software applications.
  • Professional experience providing technology training in support of a government or public-sector client.
  • Strong technical training communication and documentation skills.
  • Ability to manage multiple priorities and meet project deadlines.

Preferred Qualifications

  • 3 years of experience developing technical documentation.
  • Experience delivering instructor-led training using adult learning principles.
  • Experience developing video-based or interactive technical training preferably using tools such as Camtasia Articulate 360 or Vyond.
  • Strong knowledge of Microsoft Teams Copilot OneNote SharePoint and other Microsoft Office applications.

Required Experience:

Manager


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