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 experienced Senior Technology Training Specialist to 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
- Bachelor's 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.
Skills Required
- Bachelor's 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.
- 3+ years of experience developing technical documentation.
- Experience delivering instructor-led training using adult learning principles.
- Experience developing video-based or interactive technical training using tools such as Camtasia, Articulate 360, or Vyond.
- Strong knowledge of Microsoft Teams, Copilot, OneNote, SharePoint, and other Microsoft Office applications.
What We Do
Booker DiMaio, King of Global Solutions, is an SBA 8(a) small business and minority-owned engineering & software modernization firm in Maryland leading the IT industry with proven performance and innovative design, development, and integration services. We lead agile-based digital transformations delivering sleek, intuitive, user-focused solutions. CORE COMPETENCIES: TECHNOLOGY: Cloud Computing, Big Data Visualization, Analytics, DevSecOps, Cybersecurity, Health IT, IT Modernization, Infrastructure As a Service, Integration & Sustainment, Software Engineering, System Architecture OPERATIONS: Staff Augmentation, Program Management, Telecommunications, User Experience Design, Administrative, Contact Center Support, Security Operations Center, Technology Transformation, Technology Advisory, Research & Development, Rapid Prototyping TECHNOLOGY PORTFOLIO: Booker DiMaio provides access to a suite of technology solutions through our reseller network, delivering added value to national security missions and government transformation for defense, intelligence, and civilian customers. A few of our notable partners are AWS, Microsoft Azure, FedRAMP Cloud Solutions, SecuLore DIFFERENTIATORS: SPECIALIZED - Our team is specially hired for each project and has a combined 90+ years of specialized industry experience. DRIVEN - We deliver solutions that are based on an in-depth understanding of the industry and commitment to improving user experiences. COMPREHENSIVE - We offer a comprehensive suite of end-to-end Big Data solutions, including cloud platforms, software engineering, DevSecOps, cybersecurity, and much more. COMPLIANT - Our tailored solutions facilitate compliance with CMMC, NIST, and other strict regulatory requirements. EFFECTIVE - Our cross-functional team of industry experts will carry your mission-critical operations to success, increasing digital proficiency across the globe with modern software and technology solutions. [email protected]









