179K–256K CAD / year
Senior Manager, Training
Customer successRemote — Canada
Published on 2026-11-11
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About this role
Build Docker’s customer training practice to accelerate onboarding and adoption of its AI Governance products. Starting as a hands-on individual contributor, you will create learning journeys, labs, and analytics, then grow the function and its team as the practice scales.
About the company
Docker is a software platform that enables developers to automate the deployment, scaling, and management of applications using containerization technology. The company serves a wide range of industries by providing tools and services that facilitate development and operational efficiencies.
The team
Customer Success, within the Professional Services organization.
Stack
SkilljarInstruqtAI agentsLLMsMCP
What you'll do
- Design customer implementation learning journeys for admins, IT, security, DevOps, and other teams.
- Build and administer learning paths, hands-on labs, assessments, and badging.
- Own the Skilljar and Instruqt learning technology stack and authoring workflows.
- Develop AI-assisted content and learning operations with technical SME review and quality controls.
- Measure training impact against implementation, adoption, retention, expansion, and revenue outcomes.
- Define the future team model and business case for initial hires.
What we're looking for
- 10+ years in technical training, customer education, or enablement leadership at a SaaS or infrastructure company.
- 5+ years leading programs or teams, with experience building a function from the ground up.
- Hands-on enterprise LMS experience and learner journey design; Skilljar preferred.
- Experience building customer implementation, onboarding, or education programs, including labs and certification or badging.
- Knowledge of AI/ML and agentic AI concepts, including training for enterprise AI workloads.
- Ability to measure training impact using implementation, adoption, and business metrics.
- Comfort working as a hands-on individual contributor and influencing senior stakeholders.
Nice to have
- Experience using AI and LLM tools for content creation, learner support, or learning operations.
- Experience with agent-based or MCP-integrated learning, AI lab coaching, or automated assessment.
- Technical familiarity with containers, software supply chain security, enterprise IT, or identity environments.
- Experience connecting education outcomes to customer success or CRM metrics.
Benefits
- Equity for full-time employees.
- Generous PTO, quarterly wellness days, and an end-of-year wellness break.
- 16 weeks of paid parental leave after six months.
- Home office support and a monthly technology stipend.
- Annual learning and development stipend.
