Head of Enablement & Learning Strategy

RegScale; United States; On-site; USD 180,000 - 240,000; Full time

Job summary

RegScale is seeking a Head of Enablement to own strategy, content, systems, and training across our product and customer-facing teams. This senior IC role collaborates with executives and partners to scale enablement programs, deliver content, and ensure accuracy and timeliness.

You will build and manage the enablement tech stack, develop certification programs, and measure impact to drive measurable readiness across the organization.

Qualifications

• 8+ years implementing enablement programs in enterprise SaaS environments.
• Hands-on LMS administration and instructional design experience, including building certification frameworks.
• Experience in a fast-paced enterprise SaaS setting with evolving products/processes.
• Excellent written and verbal communication with strong executive presence.

Responsibilities

• Lead enablement strategy and content creation for internal teams, partners, and resellers; include training and certification programs.
• Partner with the Customer team to support customer enablement, RegScale Academy content, learning paths, and certification development.
• Deliver live and asynchronous training for internal teams and partners; support customer training requests.
• Administer and upgrade the enablement tech stack (LMS, content tools, knowledge base).
• Set certification criteria, measure enablement effectiveness, and address performance gaps.
• Brief leadership on training progress and escalate issues for remediation; ensure compliance with RegScale standards.

Skills

LMS administration

Instructional design

Content creation

Training delivery

Executive presence

Strategic enablement

Partner/channel enablement

Mentoring/coaching

Communication skills

Travel readiness

Tools

Content authoring tools

Knowledge base systems

Job description

RegScale is seeking a Head of Enablement to own strategy, content, systems, and training across our product and customer-facing teams. This senior IC role collaborates with executives and partners to scale enablement programs, deliver content, and ensure accuracy and timeliness.

You will build and manage the enablement tech stack, develop certification programs, and measure impact to drive measurable readiness across the organization.