Instructional Designer, AI-Augmented Learning

Redwood Software; Markham; On-site; CAD 55,000 - 90,000; Full time

Job summary

Redwood Software is seeking an Instructional Designer to translate complex technical content into structured, engaging learning experiences for customers and internal teams. You will work closely with a Senior Instructional Designer, Content Developers, and SMEs to support the full development lifecycle across Redwood's automation platforms.

The ideal candidate brings 3–5 years in instructional design, proficiency with Articulate Rise/Storyline and AI-enabled tools, and a strong ability to

Qualifications

• 3–5 years of experience in instructional design or related field.
• Experience with eLearning authoring tools such as Articulate Rise, Storyline, Camtasia.
• Ability to structure complex information into learner-friendly content.
• Experience creating storyboards and instructional design documentation.
• Experience using AI tools to support content creation and productivity workflows.

Responsibilities

• Own the instructional design lifecycle from needs analysis through development and evaluation.
• Translate SME content into multi-modal learning components (eLearning, simulations, labs, video).
• Structure content into modular lessons with knowledge checks and feedback.
• Use AI tools to transform reference materials into structured learning assets and refine outputs.
• Coordinate with SMEs and cross-functional teams to align on design intent and deliverables.

Skills

Instructional design

Content organization

Project coordination

Communication

AI tools usage

Tools

Articulate Rise

Storyline

Camtasia

Articulate Review 360

Jira

Google Drive

Job description

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 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
• Translate SME content and learning objectives into multi‑modal learning components - including self‑paced eLearning, interactive simulations, scenario‑based exercises, hands‑on labs, video, and supporting documentation
• Structure content into clear, modular lessons with knowledge checks and assessments that include targeted, actionable feedback
• Use AI tools and prompting to transform reference materials into structured learning assets, identify content gaps, and iteratively refine outputs into accurate, instructionally sound deliverables

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
• Partner with Content Developers to align on design intent and support development in Articulate Rise, Storyline, Camtasia, and Review 360
• Iterate on storyboards and lesson structures based on feedback from SMEs, Product teams, and stakeholders

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
• Use AI tools to synthesize and structure raw SME input - such as call recordings, documentation, or rough notes - into draft lesson content ready for review

Content Workflow, Tools & LMS

• Work within established workflows across Jira, Google Drive, and authoring tools; maintain adherence to team standards, naming conventions, and file structures
• Perform routine LMS administration within Redwood University to support content organization, updates, and system accuracy

Quality Assurance & Continuous Improvement

• Facilitate review cycles using Articulate Review 360; track, document, and resolve feedback from SMEs, Product, and stakeholders
• Ensure content meets quality, accuracy, and usability standards prior to release
• Maintain and update existing learning content in response to product changes, learner feedback, and post‑project reviews

YOUR EXPERIENCE

• 3‑5 years of experience in instructional design, learning experience design or a related field
• Experience working with eLearning authoring tools (e.g., Articulate Rise, Storyline, Camtasia)
• Strong ability to structure and organize complex information into clear, learner‑friendly content
• Experience creating storyboards and instructional design documentation
• Hands‑on experience using AI tools professionally to support content creation, research, or productivity workflows
• Strong organizational and project coordination skills
• Excellent written and verbal communication skills
• Experience working with subject matter experts and cross‑functional teams
• Familiarity with adult learning principles and instructional design methodologies
• Experience designing training for SaaS, enterprise software or technical products is preferred
• Familiarity with LMS platforms and SCORM‑based content delivery is preferred
• Experience working within structured content development workflows (e.g., Jira‑based project tracking) is preferred
• Exposure to action mapping or performance‑based learning design is preferred
• Familiarity with learning analytics and assessment design best practices is preferred