Technical Trainer

DeepHealth•Somerville, MA

1d•$77 - $100•Hybrid

About The Position

The Technical Trainer is responsible for designing, developing, and delivering high-quality technical training programs for both external customers and internal technical staff. This role serves as the central connective tissue between product teams, subject matter experts, and the learner community — translating complex software functionality into engaging, accessible training experiences. The ideal candidate is equally comfortable leading a live system administration workshop, authoring a self-paced eLearning course, and coaching a seasoned engineer on how to share their expertise effectively.

Requirements

Bachelor’s degree or equivalent experience required.
5+ years of experience in technical training, instructional design, or a related role within a software, SaaS, or technology environment.
Strong technical knowledge of Linux, Database experience, MySQL and Microsoft SQL.
Demonstrated ability to deliver instructor-led technical training to diverse audiences, including system administrators and IT professionals.
Hands-on experience developing eLearning content using tools such as Articulate 360, Adobe Captivate, Camtasia, or similar authoring platforms.
Proficiency with Learning Management Systems (LMS) for course publishing, enrollment management, and reporting.
Strong written and verbal communication skills, with the ability to explain technical concepts clearly and concisely.
Proven ability to manage multiple projects simultaneously, meet deadlines, and operate effectively in a fast-paced product environment.
Experience working cross-functionally with engineering, product management, and customer-facing teams.

Nice To Haves

Familiarity with medical software, specifically RIS or PACS
Experience supporting New Product Introduction or product launch training programs.
Familiarity with instructional design methodologies.
Background in software system administration (networking, user management, cloud platforms, or enterprise applications).
Certification in instructional design, eLearning development, or a relevant technical domain (e.g., CompTIA CTT+, ATD CPTD, GCP or AWS fundamentals).
Experience building internal knowledge-sharing programs or communities of practice.

Responsibilities

Plan, schedule, and facilitate instructor-led system administration training sessions for external customers, covering installation, configuration, user management, and day-to-day platform operations.
Adapt delivery style and content depth to accommodate audiences ranging from novice end users to experienced IT administrators.
Conduct pre-training needs assessments and post-training evaluations to ensure learning objectives are met and continuously improved.
Serve as a product knowledge resource during training engagements, fielding technical questions and escalating product issues as appropriate.
Design and produce self-paced training courses for electronic delivery using authoring tools.
Script, storyboard, record, and edit course content including video walkthroughs, interactive simulations, knowledge checks, and assessments.
Publish and maintain courses within the company’s Learning Management System (LMS), ensuring accuracy, accessibility, and version control.
Apply instructional design principles to create learner-centered experiences that drive measurable outcomes.
Partner with Services Organizational Readiness Team (SORT) to identify training needs for new product releases, feature updates, and platform changes prior to general availability.
Develop and deliver timely internal technical enablement sessions to ensure customer-facing technical staff are fully prepared before new releases.
Translate complex engineering specifications and product documentation into clear, practical training content for technical audiences.
Maintain a continuous feedback loop with SORT and Product Management to keep training content aligned with evolving product direction.
Collaborate with Technical Writer to create and maintain standardized training templates including course shells, slide deck frameworks, facilitator guides, participant workbooks, and course syllabus templates.
Establish and document training development standards, style guides, and quality checklists to ensure consistency across all training materials.
Continuously evaluate and refresh templates based on learner feedback, delivery experience, and changes in instructional best practices.
Identify, engage, and guide internal subject matter experts in converting deep technical knowledge into structured, learner-ready training content.
Conduct working sessions with SMEs to extract, organize, and validate technical content, minimizing the burden on SMEs while maximizing the quality of output.
Provide coaching and light instructional design support to SMEs contributing to training programs, building internal training capability over time.
Maintain a repository of SME-sourced knowledge assets and coordinate with team leads to ensure content remains current.