Senior Manager, Training

Quick Facts

• Role: Senior Manager, Training (founding role)
• Focus: Customer onboarding and implementation learning journeys for Docker AI Governance
• Learning stack: Skilljar and Instruqt

Description

You will own learning journey design, operations, and outcomes for customer implementation training, starting as a hands-on individual contributor and then scaling into team leadership. This high-visibility role defines how customers learn to implement Docker in early weeks and months through self-led journeys and instructor-led workshops, backed by data tied to onboarding, adoption, and time-to-value.

Responsibilities

• Own customer implementation training journeys for admins, IT, security, DevOps, and non-developer teams adopting Docker Sandboxes and AI governance products.
• Build and manage a Skilljar + Instruqt learning platform, including catalog and learning-path structure and authoring workflows.
• Author the first implementation paths, labs, and assessments and configure/administer Skilljar and Instruqt.
• Design an AI-native training practice using built-in features from Skilljar and Instruqt; use AI agents to draft courses, lab guides, and assessments from product docs and engineering changes, with an SME review gate for technical accuracy.
• Establish repeatable curriculum standards: implementation path templates, lab patterns, assessment and badging criteria, content review/refresh cycles, and web-based customer journeys.
• Partner with Professional Services SMEs to build content and support authoring in Instruqt.
• Scale output using AI agents, vendors, contractors, and SMEs; define the team model (roles, sequencing) and business case for initial hires.
• Ensure learner data practices meet privacy, security, and vendor review standards, including PII minimization and DPA requirements for training platforms and any AI models processing learner data.

Requirements

• 10+ years in technical training, customer education, or enablement leadership at a SaaS/infrastructure company
• 5+ years leading programs or teams, including a record of building a function from the ground up
• Comfort as a hands-on builder and sole practitioner initially, with the ability to hire and lead as the function grows
• Proven ability to influence senior stakeholders and technical contributors without formal authority
• Hands-on experience with an enterprise LMS (Skilljar preferred) and learning journey design
• Experience building and running customer implementation/onboarding/education programs, including instructional design and hands-on labs (and certification/badging)
• Experience with AI/ML and agentic AI concepts, including building training for AI workloads in enterprise environments
• Proven track record measuring training impact using implementation completion, adoption, and business metrics to demonstrate ROI

Benefits

• Remote-first by design (home-based work; offices in Seattle and Paris for connection/collaboration)
• Flexible schedule; generous PTO, quarterly “Whaleness Days,” and an end-of-year “Whaleness” break
• Home office support
• Technology stipend (US$100 net/month equivalent)
• Learning & development annual stipend for conferences, courses, certifications, and continued learning
• 16 weeks paid parental leave after six months of employment
• Equity for all full-time employees
• Comprehensive benefits (medical, retirement, paid holidays vary by country)

Compensation & Other Notes

• Equity included for full-time roles; final compensation depends on experience, skills, qualifications, and location
• Canada base: CA$179,149–CA$255,927; United States base: $131,495–$187,850
• Visa sponsorship: not available