Instructional Designer, AI-Augmented Learning Strategy
Redwood Software
| Company | Redwood Software |
| Category | Data & Analytics |
| Location | Ontario |
| Remote | On-site (inferred) |
| Employment | Not stated |
| Level | Not stated |
| Salary | Not stated by the employer |
| Posted | 21 May 2026 |
| Last verified | 11 Aug 2026 |
| Source | Employer ATS (greenhouse) |
Description
OUR MISSION
At Redwood, we empower our customers with lights-out automation for their mission-critical business processes.
ABOUT US
Redwood Software is the leading orchestration platform for the autonomous enterprise, driving business transformation at the lowest total cost of ownership. Redwood empowers organizations to intelligently automate and orchestrate mission-critical business and IT processes across complex ERP, hybrid cloud, data and emerging agentic AI systems. Through its SaaS-first automation fabric—with AI embedded across the automation lifecycle—Redwood accelerates the path to autonomous operations. Backed by 30 years of experience and trusted by more than 50% of the Fortune 50, Redwood helps organizations unlock human potential to focus on innovation, growth and what’s next.
CORE VALUES
One Team. One Redwood
Make Your Own Weather
Obsess over Customer Success
Work the Problem
Be Curious
Own the Outcome
Respect Each Other
YOUR IMPACT
As an Instructional Designer, AI-Augmented Learning at Redwood, you'll play a critical role in translating complex technical content into structured, engaging learning experiences for customers and internal teams. Working closely with a Senior Instructional Designer, Content Developers, and subject matter experts (SMEs), you'll support the full development lifecycle for training programs across Redwood's automation and file transfer platforms.
You're highly organized, detail-oriented, and fluent in using AI tools to accelerate and elevate your work. This role directly contributes to customer onboarding, product adoption, and overall learning effectiveness.
Instructional Design & Content Development
Own the instructional design lifecycle from needs analysis through development and evaluation, applying frameworks such as ADDIE, SAM, and Bloom's Taxonomy
Structure content into clear, modular lessons with knowledge checks and assessments that include targeted, actionable feedback
Utilize structured AI workflows to transform reference materials into structured learning assets, identifying gaps and iteratively refining interactive eLearning, video and guides.
Design and maintain AI-assisted content development workflows, including structured pipelines for SME synthesis and content generation, AI-generated draft storyboards, AI narration and script generation, and automated review passes
Document reusable AI workflows, skills and knowledge resources so processes scale across the team
Storyboarding & Action Mapping
Lead action mapping exercises to align learning content with business goals and performance outcomes, then translate those 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
Evaluate and integrate emerging AI tools (including generative video, AI voice and narration, and adaptive learning scaffolding) against content quality standards; own the decision log for when and how AI-generated assets enter the production pipeline
Partner with Content Developers to align on design intent and support development in Articulate Rise, Storyline, Camtasia, and Review 360
SME Coordination
Coordinate with subject matter experts to gather content, validate accuracy, and maintain scope alignment
Communicate timelines, expectations, and deliverables to SMEs; provide guidance on content structure, best practices, and templates
Apply structured AI workflows to process raw SME input (e.g., call recordings, rough documentation, or interview notes) into draft lesson content: this includes prompt design, output validation, and SME review handoff, not one-off copy-paste from a chat window
Content Workflow, Tools & LMS
Work within established workflows across Atlassian, Google Drive, and authoring tools; maintain adherence