Instructional Designer, AI-Augmented Learning Strategy

About the role

You own the end-to-end instructional design and AI-augmented content strategy for Redwood's customer and internal learning programs. You translate complex automation and file transfer concepts into structured, engaging learning experiences using AI to accelerate development and ensure scalability. You partner with Senior Instructional Designers, Content Developers, and SMEs to drive learning outcomes that directly support customer onboarding, product adoption, and autonomous operations. You apply proven instructional frameworks to design modular lessons, knowledge checks, and assessments that deliver actionable feedback and measurable impact. You document and refine AI-assisted workflows so that learning processes are repeatable, auditable, and aligned with quality standards. You lead the evaluation of learning effectiveness and iterate based on data, feedback, and evolving product initiatives.

Key facts

What you'll do

Design and own the full instructional design lifecycle for Redwood learning offerings, applying ADDIE, SAM, and Bloom's Taxonomy to ensure structured, outcomes-driven content.

Develop modular lessons, knowledge checks, and assessments with targeted, actionable feedback that align with Redwood's automation and file transfer platforms.

Utilize structured AI workflows to transform reference materials, documentation, and SME input into structured learning assets while identifying gaps and iteratively refining interactive eLearning, video, and guides.

Design and maintain AI-assisted content development pipelines, including structured processes for SME synthesis, AI-generated draft storyboards, AI narration and script generation, and automated review passes.

Document reusable AI workflows, skills, and knowledge resources so that learning processes scale efficiently across the team and support consistent quality.

Lead action mapping exercises to connect learning objectives with business goals and performance outcomes, then translate them into detailed storyboards that define instructional flow, interactivity, and asset requirements.

Leverage AI tools to accelerate storyboard drafting, generate scenario variations, and prototype interactive learning flows that meet defined quality and compliance standards.

Evaluate and integrate emerging AI tools such as generative video, AI voice and narration, and adaptive learning scaffolding, and own the decision log for when and how AI-generated assets enter production.

Partner with Content Developers to ensure design intent is maintained during development in tools such as Articulate Rise, Storyline, Camtasia, and Review 360.

Coordinate with subject matter experts to gather, validate, and structure content, communicating timelines, expectations, and deliverables while providing clear guidance on templates and best practices.

Apply structured AI workflows to process raw SME input, including call recordings and rough documentation, into draft lesson content through deliberate prompt design, output validation, and SME review handoffs.

Work within established workflows across Atlassian, Google Drive, and authoring tools to maintain version control, organization, and alignment with team standards.

Support the creation of learning experiences that drive customer onboarding success, product adoption, and measurable improvements in learning effectiveness across Redwood's portfolio.

Champion continuous improvement by monitoring learning analytics, gathering feedback, and refining content and workflows to keep learning assets current and impactful.

Requirements

Demonstrate experience in instructional design, learning development, or a related role with a track record of delivering structured learning programs.

Possess strong written and verbal communication skills, with the ability to translate complex technical concepts into clear, accessible learning content for diverse audiences.

Show proficiency in using AI tools to enhance productivity, quality, and consistency in content creation, review, and iteration.

Have experience working with authoring tools such as Articulate Rise, Storyline, and related eLearning platforms, as well as collaboration tools like Atlassian and Google Drive.

Understand adult learning principles and how to apply frameworks such as ADDIE, SAM, and Bloom's Taxonomy to design effective learning experiences.

Are comfortable managing multiple priorities in a fast-paced environment while maintaining attention to detail and high standards for quality.

Collaborate effectively with cross-functional partners, including subject matter experts, content developers, and product teams, to align learning initiatives with business objectives.

Commit to following established workflows, documentation standards, and review processes to ensure consistency, traceability, and scalability of learning assets.