Senior Manager, Training
New
J
JobgetherSaaS technology
The role is available remotely in Canada and the United States.Full-TimeManager
SalaryCompetitive annual base salary in Canada: CAD 179,149–255,927
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Job Details
- Experience
- At least 10 years of experience in technical training, customer education, or enablement leadership within a SaaS, infrastructure, or technology company. At least 5 years of experience leading training programs or teams.
- Required Skills
- Artificial Intelligence
Requirements
- At least 10 years of experience in technical training, customer education, or enablement leadership within a SaaS, infrastructure, or technology company.
- At least 5 years of experience leading training programs or teams, with a track record of building and scaling a training or customer education function from the ground up.
- Ability to work hands-on as an individual contributor while developing strategy and capabilities to build a team.
- Experience designing and managing enterprise learning journeys, customer onboarding programs, and implementation training initiatives.
- Practical experience with enterprise Learning Management Systems (LMS), preferably Skilljar, including configuration, administration, and learning path development.
- Instructional design experience developing technical courses, hands-on labs, assessments, certifications, and digital learning experiences.
- Experience with artificial intelligence, machine learning, and agentic AI concepts, and developing training programs for enterprise AI workloads.
- Ability to influence senior leaders, technical experts, and cross-functional contributors.
- Ability to measure training effectiveness using implementation, adoption, and business performance metrics and communicate ROI to executive stakeholders.
- Strategic planning, organizational, and project management skills, with a focus on execution and measurable results.
- Asset: experience using AI and large language models for content development, learner assistance, and learning operations with human oversight and quality controls.
- Asset: experience with agent-based or Model Context Protocol (MCP)-integrated learning and documentation experiences.
- Asset: technical knowledge of containerization, software supply chain security, enterprise IT, and identity management.
- Asset: familiarity with CRM or customer success platforms and single sign-on (SSO) learner experiences.
Responsibilities
- Own and develop the end-to-end customer implementation training strategy for administrators, IT and security professionals, DevOps teams, and non-developer audiences.
- Build and manage the learning technology ecosystem, including enterprise learning platforms such as Skilljar and Instruqt.
- Design and deliver implementation learning journeys, including training modules, hands-on labs, assessments, and certification or badging programs.
- Use AI tools and agents to develop course materials, lab guides, assessments, learner support resources, and content updates.
- Establish quality assurance processes and subject-matter expert review for AI-generated training materials.
- Develop curriculum frameworks, implementation templates, lab methodologies, assessment criteria, content refresh cycles, and digital learning experiences.
- Collaborate with Professional Services engineers and technical subject-matter experts to develop training content.
- Create performance measurement frameworks and dashboards for learner progress, implementation milestones, certifications, product adoption, and customer outcomes.
- Connect training performance to implementation completion, time-to-value, retention, expansion, and revenue contribution.
- Define the future structure of the Training function, including team responsibilities, hiring priorities, resource requirements, and a business case for hires.
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