AI Driven Compliance Learning Architect

PreVeil Inc•Boston, MA

About The Position

Accelerator is PreVeil’s compliance enablement platform. It helps customers generate and maintain the documentation required for CMMC compliance—such as System Security Plans (SSPs), control responses, policies, and procedures—within a tightly controlled, well-understood PreVeil environment. Accelerator is already highly successful and widely used. The next phase is to fundamentally improve how customers experience compliance—making it easier to understand, easier to execute, and easier to succeed. We are looking for a senior, product-oriented individual to own how customers learn and experience compliance inside Accelerator. This is not a marketing role. It is not about demand generation, SEO, or brand copy. Success is measured by whether more customers can achieve CMMC compliance with less effort, less confusion, and greater confidence over time. You will design and continuously improve a learning and guidance experience—deeply integrated into Accelerator’s LMS and curated AI capabilities—that makes compliance understandable, approachable, and achievable for small and mid-sized defense contractors. Written documentation and instructional videos are core outputs of this role, but they are created as part of a cohesive, AI-woven learning system, not as standalone artifacts.

Requirements

Exceptional ability to explain complex, technical topics with clarity and precision
An educator’s mindset focused on true understanding, not just information delivery
Strong technical aptitude and the ability to develop subject-matter expertise
Hands-on experience using AI tools to create and improve content
Comfort creating or directing instructional video content
Ability to collaborate effectively with product, engineering, and compliance teams

Nice To Haves

Experience in compliance, security, or other regulated domains
Instructional design or technical education experience
Experience working on or alongside SaaS products
Familiarity with LMS or GRC platforms

Responsibilities

Design the Compliance Learning Experience
Architect a clear, step-by-step learning journey that guides customers through CMMC readiness and certification
Translate complex compliance requirements into prescriptive, SMB-appropriate guidance
Reduce cognitive load while maintaining accuracy and audit-readiness
Create High-Quality Documentation and Instructional Videos
Write clear, concise customer-facing compliance documentation (including SSP guidance, control explanations, policies, and procedures)
Use AI as a core tool to draft, edit, and refine written content
Create prescriptive instructional videos using modern, AI-assisted workflows to reinforce understanding
Ensure written documentation and videos work together as part of a unified learning system
Shape the Use of Curated AI Inside Accelerator
Partner with engineering and compliance teams who build the RAG and AI infrastructure
Define how curated AI chat supports learning, clarifies intent, and guides customers at the right moments
Ensure AI reinforces canonical content and operates within clear accuracy and safety boundaries
Develop and Apply Compliance Expertise
Build deep familiarity with CMMC over time, supported by RP and CCP/CCA credentialing
Work within structured internal and external review processes, including C3PAOs
Apply growing subject-matter expertise to continuously improve content accuracy and usefulness
Drive Continuous Improvement Based on Outcomes
Learn from customer usage, support signals, and certification outcomes
Identify recurring points of confusion or friction
Iterate documentation, videos, and AI guidance to measurably reduce effort and improve success rates