Director of Technical Training

Responsibilities

• Build a modern, AI-driven technical content and enablement engine serving customers, partners, and internal teams.
• Establish Technical Training as the authoritative source for technical education, with modular content covering Azure Virtual Desktop (AVD), Windows 365, Microsoft Intune/UEM, application management, autoscale, image management, and automation.
• Create persona- and solution-based learning paths across self-paced courses, a self-serve library and knowledge base, virtual live training, instructor-led sessions, Masterclasses, and partner enablement programs.
• Develop customer IT administrator and IT leader learning paths and certification programs through Nerdio University, VILT, instructor-led training, and enterprise training camps.
• Partner with Product and Engineering to translate features and architecture changes into how-to guides, reference architectures, runbooks, and other practical guidance.
• Co-own the partner and MSP technical education strategy, including train-the-trainer programs.
• Define KPIs for certification completion, time to proficiency, support deflection, CSAT, feature adoption, retention, revenue, and win rates.
• Integrate Docebo data with CRM and product analytics, build cohort comparison frameworks, and report revenue-linked results to executive leadership quarterly.
• Chair a cross-functional Education Council spanning Technical Training, Partner Enablement, Sales Engineering, Partner Development, Customer Success, Support, and Product Marketing.
• Coordinate education calendars, align content priorities, eliminate redundant events, and prioritize initiatives that reduce friction and support volume.
• Lead and coach the Technical Training team while setting goals and measuring impact.
• Embed training content creation into the product development and release cycle, and feed learner insights back to Product and Engineering.

Requirements

• 8+ years of experience in technical training, customer education, or enablement within a B2B SaaS or technology company.
• At least 3 years in a leadership role managing a team of 5 or more.
• Experience building a scalable customer or partner education program from an early stage to measurable maturity.
• Experience with localization requirements.
• Demonstrated ability to connect education and enablement programs to business outcomes using data.
• Experience operating in a dual-motion direct and channel business.
• Strong cross-functional leadership, influence, written communication, and verbal communication skills.
• Microsoft Cloud background.
• Hands-on experience with a modern LMS; Docebo is preferred.
• Familiarity with content production workflows, certification design, and learning-path architecture.
• Ability to simplify complex technical concepts for multiple audiences and formats.

Nice-to-haves

• Experience with Nerdio or similar platforms.
• Certifications in Microsoft Azure or Modern Workplace technologies.
• Experience with persona-based or solution-based curriculum design.
• Experience building measurement pipelines connecting LMS, CRM, and product usage data.
• Experience building or scaling an LMS, self-serve knowledge base, or customer learning academy from the ground up.

Compensation and Benefits

• Competitive base and incentive plan.
• Stock options.
• Health and welfare plans.
• Life and disability plans.
• Retirement plan.
• Unlimited flexible paid time off, including a birthday day off.
• Benefits for international employees outside the United States vary by country.