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Director, Customer Learning & Enablement (internal and external)

RaySecur, Westwood, MA, United States


JOB:

Director, Customer Learning & Enablement (internal and external)

LOCATION:

Greater Boston Area (hybrid), Remote/Out of state considered for right candidate

TRAVEL:

25% (higher travel in first 6 months)

Role Overview The Director of Customer & Field Enablement is responsible for building and scaling RaySecur’s learning and enablement function across both customers and internal teams. This role owns how knowledge is structured, delivered, and continuously improved to drive measurable performance outcomes.

This leader will design systems that translate product knowledge and real-world field experience into repeatable capability—ensuring customers achieve proficiency quickly and internal teams operate with consistency and confidence.

Core Responsibilities Customer Training & Enablement

Design and scale onboarding and training programs for customers

Ensure rapid time-to-proficiency and long-term adoption

Reduce retraining and variability across customer environments

Internal Enablement (CS, Sales, Advisors)

Build structured training for all customer-facing roles

Improve time-to-productivity and execution consistency

Enable field readiness for deployments, demos, and customer interactions

LMS & Learning Systems

Own LMS strategy, administration, and optimization

Define learning pathways for internal and external audiences

Drive adoption, engagement, and usability

Content, Playbooks & Knowledge Systems

Build and maintain:

Customer-facing training materials

Internal playbooks and SOPs

Product/process documentation

Establish governance for content lifecycle and quality

Threat-Informed Enablement (Key Differentiator)

Integrate real-world threat patterns and field observations into training

Build scenario-based learning reflecting actual operating environments

Translate field insights into:

Updated training modules

Detection playbooks

Operational guidance

Establish a closed-loop system connecting field experience to training improvements

Measurement & Continuous Improvement

Define and track metrics tied to:

Customer proficiency

Training effectiveness

Adoption and performance outcomes

Continuously refine programs based on data and feedback

Qualifications Required

8–12+ years in enablement, L&D, or customer training

Experience building scalable training systems in B2B environments

Strong instructional design and program leadership capability

Ability to work cross-functionally with technical and non-technical teams

Preferred

Experience in security, hardware/software, or operational environments

LMS ownership and knowledge system design experience

Exposure to customer-facing roles (CS, Sales, Services)

Experience building scenario-based or field-informed training

What to Expect at RaySecur: Joining RaySecur means working alongside a diverse and highly skilled team committed to solving meaningful security challenges. Our environment is fast-paced, collaborative, and focused on continuous learning, giving employees the opportunity to contribute to impactful technology while developing their own expertise.

We support flexibility and work-life balance, offering both remote and in-office work options depending on the role. Team members receive hands‑on training, access to professional development opportunities, and the support of a leadership team that prioritizes open communication, transparency, and mentorship. At RaySecur, individuals are trusted to take ownership of their work while collaborating closely to achieve shared goals.

We look forward to meeting you!

Compliance Notice: Compensation ranges are posted in compliance with pay transparency requirements in Massachusetts, and is not a guarantee of compensation or salary, as final offer amount may vary based on factors including but not limited to experience and geographic location. Position Range: $125,000 - $175,000

Please note, many of our positions require the ability to obtain security clearance. Security clearances may only be granted to U.S. citizens. In addition, applicants who accept a conditional offer of employment may be subject to government security investigation(s) and must meet eligibility requirements for access to classified information.

An Equal Opportunity/Drug-Free Employer We are an equal opportunity employer and do not discriminate against any applicant because of race, color, religion, sex, national origin, age, disability, sexual orientation, marital status or any other class protected by federal, state or local law.

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