Redwood Software

Redwood Software

Instructional Designer, AI-Augmented Learning Strategy

Ontario, Canada

Sponsorship not specified$67k-$84kDetected 1 day ago
Agentic AIComplianceAgileERPOnboardingCustomer SuccessOrganizational Skills

About the role

  • Through its SaaS-first automation fabric-with AI embedded across the automation lifecycle-Redwood accelerates the path to autonomous operations.
  • 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.

Responsibilities

  • 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.
  • 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
  • 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
  • Partner with Content Developers to align on design intent and support development in Articulate Rise, Storyline, Camtasia, and Review 360
  • Coordinate with subject matter experts to gather content, validate accuracy, and maintain scope alignment
  • 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
  • Work within established workflows across Atlassian, 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

Requirements

  • Experience with eLearning authoring tools (Articulate Rise, Storyline, Camtasia)
  • Demonstrated ability to translate complex technical content into structured, learner-appropriate formats

Nice to have

  • Experience designing training for SaaS, enterprise software, or technical products
  • Experience with agile frameworks (Scrum, Kanban) in a collaborative development context
  • Experience with LMS platforms and SCORM-based content delivery

Skills

  • Redwood is an equal opportunity employer.
  • All such discrimination is unlawful and will have a zero tolerance policy applied to it.
  • Redwood will comply with all local data protection laws, including GDPR when it comes to the handling and processing of personal data.
  • Should you wish for us to remove your personal data from our recruitment database, please email us directly at Recruitment@Redwood.com

Compensation

  • The typical base salary range for this position is 67,000 - 84,000 CAD annually.
  • The range represents base salary only, and does not include company bonus, incentive for sales roles, equity or benefits, as applicable.
  • Final compensation will be determined based on the candidate's skills, experience, and relevant qualifications.

Benefits

  • The range represents base salary only, and does not include company bonus, incentive for sales roles, equity or benefits, as applicable.
  • 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.
  • Utilize structured AI workflows to transform reference materials into structured learning assets, identifying gaps and iteratively refining interactive eLearning, video and guides.
  • 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
  • Maintain and update existing learning content in response to product changes, learner feedback, and post-project reviews
  • 5+ years in instructional design or learning experience design
  • Applied knowledge of adult learning theory in production content design

Company info

  • 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.
  • One Team. One Redwood
  • Make Your Own Weather
  • Structure content into clear, modular lessons with knowledge checks and assessments that include targeted, actionable feedback
  • 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
  • At Redwood, we empower our customers with lights-out automation for their mission-critical business processes.
  • 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.
  • 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.
  • Obsess over Customer Success
  • Work the Problem
  • Own the Outcome
  • Respect Each Other
  • Communicate timelines, expectations, and deliverables to SMEs; provide guidance on content structure, best practices, and templates
  • Ensure content meets quality, accuracy, and usability standards prior to release

Visa & Work Authorization

  • ation based on race, colour, religion, sex, gender identity, marital or veteran status, age, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information or characteristic

This listing is sourced directly from Redwood Software's careers page and normalized into a canonical job model.