Technical Instructional Designer – Enterprise AI Platform
NO-3rd Parties
3 Month Project- to Extension and possible Hire
100% Remote
*Very Specific Skill Set
*Must have perfect client facing communication

Role overview
We are seeking a Technical Instructional Designer for an initial 3-month contract, with the possibility of extending to 6 months based on project needs and impact. The role will help educate and upskill employees, engineers, builders, delivery teams, and business stakeholders on a complex enterprise AI platform.
The most important initial outcome is a 30-day decision-rationale deliverable: a clear, evidence-backed explanation of what the platform is, which major decisions were made, why those decisions were made, what alternatives were considered, and what tradeoffs were accepted. This package should help technical critics, engineers, leaders, and prospective users evaluate the platform based on facts rather than assumptions.
This role will transform existing technical documentation, architecture materials, demonstrations, and subject-matter-expert knowledge into clear, engaging, and practical learning experiences that people can consume in multiple formats.
The ideal candidate can understand technically sophisticated topics—including AI agents, orchestration, APIs, governance, observability, identity, runtime architecture, reusable software components, and tool integration—and turn them into structured learning that helps people understand what the platform is, why it was designed this way, and how to use it effectively.
This is primarily an instructional design and technical enablement role. It is not a traditional technical writer role and is not primarily a product marketing role.

What you will do
• Analyze technical documentation, product materials, architecture diagrams, demos, and existing enablement content to identify learning needs and content gaps.
• Interview engineers, product owners, architects, delivery leaders, and pilot users to extract technical knowledge and real-world use cases.
• Design role-based learning paths for engineers, builders, executives, delivery teams, sellers, and end users.
• Define learning objectives, prerequisites, key concepts, practical outcomes, and recommended sequencing for each audience.
• Convert complex platform capabilities into digestible educational content, including:
○ Short explainer videos and video scripts
○ Instructor-led workshop materials
○ Self-paced lessons and modular learning
○ Quick-start guides and onboarding journeys
○ Demonstrations and demo scripts
○ Architecture explainers and visual diagrams
○ Hands-on exercises, labs, and practice activities
○ Knowledge checks, assessments, and job aids
○ FAQs, glossaries, and hidden-feature explainers
• Explain not only what the platform does, but why key design decisions were made and when particular patterns should be used.
• Build progressive content that moves learners from foundational concepts to practical implementation and advanced platform usage.
• Create reusable templates, standards, and production workflows for consistent instructional content.
• Partner with technical subject-matter experts to validate accuracy while maintaining clarity for non-specialist audiences.
• Use real demonstrations, before-and-after examples, and operational outcomes to make learning practical and credible.
• Establish a repeatable content intake and review process for new platform capabilities and roadmap changes.
• Apply adult learning principles, instructional design methods, accessibility standards, and user-centered content practices.
• Use AI-assisted tools appropriately to accelerate research, drafting, storyboarding, content adaptation, and quality review.
Measure learning effectiveness through completion, engagement, learner feedback, assessment results, adoption, and demonstrated ability to apply the platform.

Skills: Must Have
Required qualifications
• 8+ years of experience in instructional design, technical training, developer education, technical enablement, learning experience design, or a closely related discipline.
• Demonstrated experience designing learning for complex technical products, platforms, software, infrastructure, data, cloud, cybersecurity, AI, or developer tools.
• Strong understanding of instructional design principles, adult learning, curriculum development, and learning experience design.
• Experience creating multiple learning modalities, such as e-learning, workshops, videos, labs, job aids, technical guides, and assessments.
• Ability to interview technical subject-matter experts and convert expert knowledge into clear, structured learning.
• Strong technical fluency and the ability to understand concepts such as APIs, orchestration, runtime systems, governance, observability, identity, integration, and architecture.
• Excellent writing, editing, storyboarding, presentation, and visual communication skills.
• Experience organizing content into learning objectives, prerequisites, modules, activities, and assessments.
• Ability to work effectively in ambiguous, fast-moving, and evolving product environments.
• Strong collaboration skills with engineering, product, architecture, design, operations, and business stakeholders.

Skills: Nice to Have
Preferred qualifications
• Experience with enterprise AI, generative AI, AI agents, machine learning platforms, cloud platforms, developer platforms, or enterprise software.
• Experience designing education for engineers, software developers, solution architects, or technical delivery teams.
• Experience developing hands-on labs, sandbox exercises, technical workshops, or developer onboarding programs.
• Familiarity with learning management systems, authoring tools, video production workflows, diagramming tools, and content repositories.
• Experience building learning programs or enablement practices from the ground up.
• Experience using analytics and learner feedback to improve content effectiveness.
• Experience working in a startup, platform, consulting, or 0-to-1 product environment.

Ideal candidate profile
You are a technically curious instructional designer who enjoys making complicated systems understandable. You can move comfortably between architecture discussions with engineers and practical learning experiences for people who are encountering a platform for the first time.
You are structured enough to create a coherent curriculum, creative enough to use the right format for each audience, and pragmatic enough to ship useful content quickly. You care about technical accuracy, but you also know that accurate content is not automatically effective learning.

Topics learners may need to understand
The platform includes sophisticated capabilities and patterns such as:
• Governed AI agent execution
• Agent orchestration and runtime behavior
• In-loop governance and approval controls
• Audit trails, observability, and operational monitoring
• Persistent state and shared context
• Reusable agent packages and platform components
• Migration of existing agents into a common platform harness
• Identity-based access to tools and services
• Model Context Protocol and tool integration patterns
• Horizontal tool scaling
• Federation and platform interoperability
• Architecture, platform ownership, and operating models
• Specification maturity, release patterns, and safe adoption

First 30 days: decision rationale and truth-finding

• Review existing technical documentation, architecture materials, roadmap context, design records, demos, and prior communications.
• Interview engineers, architects, product owners, leadership, delivery teams, and representative users.
• Identify the major platform decisions that need to be explained, including the problem being solved, intended users, alternatives considered, tradeoffs, constraints, and expected outcomes.
• Produce an evidence-backed Platform Decision Rationale and Learning Brief that explains:
  • What the platform is and is not
  • Why the platform was created
  • Why the major architectural and product decisions were made
  • What problems the decisions address
  • What tradeoffs and limitations exist
  • How the decisions compare with alternative approaches
  • What critics, builders, leaders, and end users should understand
• Create an initial content map showing which source materials support each explanation and where evidence or SME validation is still needed.
• Present the findings to stakeholders and establish agreement on the core facts, terminology, and unresolved questions.

By 90 days: first learning system and content wave

• Complete audience and learner analysis covering the primary user groups.
• Produce a recommended learning architecture and content roadmap.
• Create initial learning paths for foundational platform concepts and priority capabilities.
• Develop reusable templates for lessons, videos, workshops, demos, labs, explainers, and job aids.
• Publish a first wave of learner-ready content based on existing technical documentation and the approved decision-rationale brief.
• Establish a repeatable SME interview, review, and approval process.
• Create a prioritized backlog of instructional content tied to platform readiness and adoption goals.
• Define initial measures for content usage, comprehension, and learner effectiveness.

Potential extension through 6 months

• Expand the initial materials into a complete role-based learning program.
• Produce additional videos, workshops, labs, demos, explainers, and adoption content.
• Cover priority topics such as governance, observability, agent migration, tool integration, federation, platform operations, and specification maturity.
• Support internal onboarding, technical enablement, leadership education, and broader platform adoption.
• Establish a sustainable content operating model, ownership model, maintenance cadence, and measurement framework.

What success looks like

• Within 30 days, stakeholders have a shared, evidence-backed explanation of why the major platform decisions were made.
• Technical critics can see the reasoning, alternatives, tradeoffs, constraints, and evidence behind the platform choices.
• Non-technical audiences can explain what the platform does and why it matters.
• Engineers and builders understand how and when to use the platform’s capabilities.
• Learners can progress from basic awareness to practical application without relying on ad hoc meetings.
• Technical experts feel accurately represented, while content remains accessible to non-specialists.
• Complex documentation is converted into coherent, role-based learning experiences.
• New platform capabilities can be introduced through a consistent and repeatable enablement process.
• Employees use the platform with greater confidence, consistency, and understanding.
• Learning content is reused across onboarding, training, internal communications, workshops, demonstrations, and adoption programs.