Instructional Designer, Markham

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

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