Head of Training and Education

Cyera

$150K — $180K *
Education, Government & Non-Profit
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in customer education or training programs, particularly in B2B SaaS or related fields.
  • Experience managing a training budget and vendor relationships, including LMS and exam platforms.
  • Proven track record in designing rigorous certification programs that ensure competency beyond just course completion.
  • Ability to balance strategic vision with operational details, from executive reporting to curriculum design.
  • Strong leadership skills in building and developing a training team, including instructional designers and trainers.
  • Expertise in measuring and reporting on training outcome metrics like adoption rates and support deflection.
  • Background in product management or security-related roles preferred for technical credibility.

Responsibilities

  • Own and develop the comprehensive training and education strategy for customers and partners.
  • Define the program's ROI model and communicate outcomes to executive leadership.
  • Design innovative learning experiences, including self-service and instructor-led training.
  • Maintain an up-to-date curriculum that aligns with product changes and customer needs.
  • Establish a certification program with defensible assessments for partner competency.
  • Lead the hiring and growth of a skilled Training and Education team across various roles.
  • Develop and manage an analytics dashboard to track training outcomes and business impact.

Benefits

  • Remote work flexibility with reimbursement for office setup.
  • Unlimited paid time off (PTO).
  • Paid holidays and sick leave.
  • Comprehensive health, vision, and dental insurance.
  • Life and disability insurance options.
Full Job Description
Description

THE OPPORTUNITY

Cyera is building a Training and Education function from the ground up - the team that teaches customers and partners how to get full value from the platform. This is a founding leadership role: you will design the strategy, build and lead the team, and select the technology stack needed to run a modern customer education function.

Educated customers renew more, escalate less, and adopt faster. This role will build external-facing training, education, and certification programs - for customers and channel partners - that scale adoption as the customer base grows and give certified partners the credibility to deliver and support implementations independently.

You will report to the Chief Customer Officer and partner closely with Product Management, Channel & Partnerships, Support, and Finance to build a function that is credible, measurable, and fundable.

RESPONSIBILITIES:

Strategy & Program Ownership

  • 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.

Curriculum & Learning Experience

  • 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.

Certification & Partner Training

  • 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.

Team & Vendor Management

  • 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.

Analytics & Executive Reporting

  • 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.

Requirements

REQUIRED QUALIFICATIONS:

  • 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.


COMPENSATION INFORMATION:

The range represents total compensation, and may include incentive for sales roles, equity or benefits, as applicable.

This compensation range represents Cyera's good faith and reasonable estimate of the range of possible compensation for this role at the time of posting, and Cyera may ultimately pay more or less than the posted range. The final salary for this position will be determined in Cyera's sole discretion, consistent with applicable law, and based on a variety of factors, including but not limited to the employee's work experience, skills, and qualifications for the role, as well as the needs of Cyera's business and other operational considerations.

Final compensation will vary based on seniority and relevance of experience, location, and position requirements.

This role may be eligible for potential merit increases based on factors such as individual or company performance, time in role, and other discretionary factors. In addition to a standard benefits and equity package, we offer a generous salary. Final compensation will vary based on seniority and relevance of experience, location, and position requirements.

This role may be eligible for potential merit increases based on factors such as individual or company performance, time in role, and other discretionary factors.

BENEFITS - Why Cyera?

  • Ability to work remotely, with office setup reimbursement
  • Unlimited PTO
  • Paid holidays and sick time
  • Health, vision, and dental insurance
  • Life, short and long-term disability insurance

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