Compliance Training and Enablement Specialist

Bigbear.ai•Columbia, MD

2h•Onsite

About The Position

BigBear.ai is seeking a Compliance Training and Enablement Specialist with an active TS/SCI with Poly clearance to ensure successful adoption of an ATO Automation Platform by developing comprehensive training programs, providing hands-on enablement to customer teams, and establishing operational processes that maximize the value of automated compliance capabilities. This role bridges the gap between technical implementation and user adoption, ensuring all stakeholders can effectively leverage the ATO Automation Platform to accelerate ATO processes. This position will be based out of our Columbia, MD office but will support multiple customers in the Baltimore/Washington corridor and beyond.

Requirements

Bachelor's Degree with a Technical concentration with at least 10 years of professional experience
TS/SCI with an active Poly clearance
Strong understanding of federal compliance frameworks and ATO processes
Excellent communication and presentation skills for diverse technical audiences
Experience developing technical training materials and documentation
Knowledge of adult learning principles and training program design
Understanding of DevSecOps practices and software development lifecycles
Familiarity with compliance automation concepts and AI-driven tools
Ability to translate complex technical concepts into accessible guidance
Experience with change management and user adoption strategies

Nice To Haves

Background as Information System Security Officer (ISSO) or Security Control Assessor
Prior experience training federal government personnel on compliance topics
Familiarity with AI/LLM technologies and their application to compliance use cases
Knowledge of instructional design tools and learning management systems
Experience with FedRAMP training and certification programs
Understanding of multiple compliance frameworks (FedRAMP, CMMC, DoD SRG, NIST CSF)
Certifications: Certified Authorization Professional (CAP), CompTIA Security+, instructional design certifications
Background in technical writing and documentation development
Experience working with Third-Party Assessment Organizations (3PAOs)

Responsibilities

Develop role-based training programs for the ATO Automation Platform covering system administrators, security personnel, developers, and compliance staff
Conduct hands-on workshops focused on real-world compliance automation scenarios specific to customer environments
Create and maintain comprehensive documentation including user guides, standard operating procedures, and knowledge bases
Provide white-glove customer enablement throughout implementation phases, serving as primary point of contact for user questions
Establish governance processes for using AI-generated compliance artifacts and reviewing automated assessments
Train development teams on interpreting compliance feedback from the ATO Automation Platform integrated into their CI/CD pipelines
Develop assessment criteria for validating AI-generated documentation accuracy and completeness
Facilitate cross-functional training between development and security teams to build shared understanding of compliance requirements
Maintain training materials current with the ATO Automation Platform updates and evolving federal compliance requirements
Develop 3-day training curriculum for agency security team covering the platform’s SSP generation, continuous monitoring, and POA&M management
Conduct hands-on workshop teaching developers how to interpret the platform's compliance findings in pull request reviews
Create video tutorial series demonstrating the platform’s AI assistant capabilities for querying compliance status
Establish governance process defining approval workflow for AI-generated control implementation descriptions before 3PAO submission
Train Information System Security Officers (ISSOs) on using the platform dashboards for continuous authorization monitoring