Head of Training and Education

Cyera•New York, NY

1d•Remote

About The Position

Cyera is building a Training and Education function from the ground up. This founding leadership role will design the strategy, build and lead the team, and select the technology stack needed to run a modern customer education function. The goal is to create external-facing training, education, and certification programs for customers and channel partners that scale adoption and empower certified partners to deliver and support implementations independently. The role reports to the Chief Customer Officer and collaborates with Product Management, Channel & Partnerships, Support, and Finance.

Requirements

8+ years leading customer-facing training, education, or certification programs
Building or scaling an external learning organization
Ideally at a B2B SaaS, cybersecurity, or cloud infrastructure company
Track record owning a P&L or budget for a training/education function, including vendor selection and contract negotiation (LMS, authoring platforms, lab environments, exam proctoring)
Experience designing certification and partner accreditation programs that gate independent delivery on demonstrated competency, not just course completion
Comfort operating at both altitudes - setting strategy for executive stakeholders while staying close to the mechanics of certification exams, lab environments, and the learning platform
People leadership experience, including hiring and developing instructional designers, trainers, and lab engineers
Fluency measuring training outcomes - completion, certification pass rates, support deflection, adoption - rather than just tracking content delivered
A background in product management, or in a security/data-focused product function, is a strong plus, given the technical depth required to build credible, technically rigorous certification standards.

Responsibilities

Own the training and education strategy end-to-end, spanning pre-engagement onboarding, admin fundamentals, hands-on labs, certification, and partner accreditation.
Define and defend the program's ROI model (onboarding readiness, skill validation, support-ticket reduction, product adoption, and partner quality) and report outcomes to executive stakeholders.
Prioritize investment by impact, balancing low-effort, high-value initiatives against deeper, longer-term capabilities.
Direct the design of self-service learning paths, instructor-led (VILT/ILT) training, and hands-on lab curricula for customer admins, operators, and partner engineers.
Establish a governance model that keeps the curriculum current as the product evolves, informed by real-world adoption and support signals.
Evaluate where AI can responsibly scale the program (localization, adaptive learning paths, and an AI tutor), while keeping subject-matter-expert review as the source of truth.
Build a role-based certification program (e.g., Certified Platform Admin) with defensible, proctored exams.
Design the partner certification pathway (learn, practice, validate, authorize, monitor) so accredited partners can deliver and support implementations independently.
Hire, lead, and grow the Training and Education team, building a full function of instructional designers, trainers, lab engineers, a curriculum manager, and certification specialists.
Own the technology stack and vendor relationships across the LMS, content authoring, hands-on lab platform, exam delivery, and digital badging — negotiating contracts and managing budget.
Stand up and continuously evolve an outcomes dashboard covering training completion, lab completion, certified users, trained-vs-untrained support volume, and onboarding readiness.
Represent the function in front of the CCO and cross-functional leadership, translating program activity into business impact.