Offensive Security Control Assessor Security Control Assessor Representative

Dark Wolf Solutions is seeking Security Control Assessor/Representatives (SCA/Rs) to lead security control assessments across high-priority projects. Working at the intersection of cybersecurity engineering, cloud architecture, and Dev Sec Ops  prototyping, you will evaluate security controls for cutting-edge AI/LLM technologies across multiple classification levels. This position is ideal for a pragmatic cloud assessor or SCAR who excels in fast-paced Dev Sec Ops  environments, understands AWS cloud security, and is eager to shape the cybersecurity posture of next-generation DoD AI capabilities.

This position will be based out of Arlington, VA with hybrid/remote opportunities.

Additional responsibilities include:

• Lead security assessment efforts, establishing reusable security playbooks and assessment frameworks for rapid AI deployment into enterprise workflows.
• Evaluate technical control effectiveness across AWS cloud infrastructure, Dev Sec Ops  pipelines, microservices, containerized workloads, and GenAI/LLM application stacks.
• Bridge the gap between Off Sec and development by applying software design best practices. Lead technical exchange meetings (TEMs), participate in Discovery & Framing workshops, and maintain effective communication with cross-functional teams and stakeholders.
• Act as the primary subject matter expert and lead developer for custom offensive tooling, integrating disparate capabilities into a cohesive, mission-ready platform.
• Review, author, and maintain assessment packages—including System Security Plans (SSPs), Security Assessment Plans (SAPs), Security Assessment Reports (SARs), and POA&Ms—tailored to rapid prototyping and AI systems.
• Assess technical security risks specific to AI/LLM implementations, such as API exposure, vector database access controls, model integration surface area, and software supply chain dependencies.
• Support continuous monitoring (Con Mon), technical risk evaluations, and cloud architecture reviews across multi-tenant, multi-classification environments.
• Coordinate with Authorizing Officials (AOs), program managers, and engineering leads to deliver decision-ready risk briefings and ATO recommendations.
• Provide technical input and oversight for cybersecurity engineering and penetration testing activities across prototype projects.

• Active Top Secret security clearance
• Current DoD 8570/8140 IAM Level II or Level III certification (e.g., Security+, CySA+, CISM, CISSP, CCISO, CAP/CISC)
• 5–7+ years of experience conducting security control assessments, compliance testing, or A&A/RMF activities for DoD or federal information systems
• Solid operational understanding of core AWS cloud services (EC2, S3, IAM, VPCs, Security Groups, Security Hub) and how security controls function within cloud-native and CI/CD pipeline environments.
• Experience with Git Lab CI/CD (pipeline design, runners, artifact management) and AWS Cloud services (EC2, VPC, IAM, S3).
• Strong working knowledge of NIST SP 800-53 (Rev. 4/5), NIST SP 800-37 (RMF), DoD Cloud Computing SRG, and FedRAMP baselines.
• Demonstrated experience writing and evaluating core RMF artifacts (SSPs, SAPs, SARs, POA&Ms)
• Exceptional written and verbal communication skills, with the ability to articulate technical risk clearly to executive stakeholders, Authorizing Officials, and engineering teams.
• Hands-on experience navigating government GRC repositories, such as eMASS or XACTA.

• Hands-on experience mapping security controls to the NIST AI Risk Management Framework (AI RMF), the OWASP Top 10 for LLM Applications, or the DoD Responsible AI (RAI) Guidelines.
• Familiarity evaluating secure design patterns for autonomous AI Agents (e.g., tool-calling permissions, sandboxing agent execution environments, prompt boundaries, and ReAct/Lang Graph architectures).
• Experience assessing cloud-managed AI ecosystems and foundation model platforms (e.g., AWS Bedrock, AWS Sage Maker, Hugging Face Enterprise, or self-hosted open-source models).
• Understanding of data protection, access controls, and boundary security for RAG pipelines and vector databases (e.g., Open Search…