GuidePoint Security provides trusted cybersecurity expertise, solutions and services that help organizations make better decisions and minimize risk. By taking a three-tiered, holistic approach for evaluating security posture and ecosystems, GuidePoint enables some of the nation’s top organizations, such as Fortune 500 companies and U.S. government agencies, to identify threats, optimize resources and integrate best-fit solutions that mitigate risk.
General Description
The GuidePoint Security North Central region is seeking a skilled AI Security Engineer to join our growing AI Security Services team within the Automation and AI Practice. You will assist customers in the design, implementation, security, and operational management of generative AI security solutions — including AI governance assessments, LLM and agent security testing, shadow AI discovery, agentic workflow development, and architecture reviews.
About the North Central AI Security Practice
You will work closely with peers across multiple domains including AppSec, Cloud Security, and Identity and Access Management to deliver holistic and secure solutions adhering to industry best practices. This role offers the opportunity to contribute directly to the continued growth of our AI security practice and its expanding service portfolio.
Roles and Responsibilities:
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AI Security Architecture & Assessment: Conduct secure configuration reviews and security assessments of enterprise AI platforms (e.g., Anthropic Claude Enterprise, OpenAI ChatGPT Enterprise, Microsoft Copilot) against established control domains — including identity and provisioning, network and access enforcement, data protection and retention, and audit and compliance — identifying vulnerabilities, attack surfaces, and gaps against industry frameworks (e.g., OWASP LLM Top 10, MITRE ATLAS)
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Threat Modeling for AI Systems: Lead threat modeling exercises specific to AI workloads, covering prompt injection, model inversion, data poisoning, supply chain risks, excessive agency, privilege escalation through tool chaining, and unauthorized cross-application data movement across SaaS, self-hosted, and local AI deployments
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AI Coding Tool & Development Environment Security: Assess AI coding tools and development environments — including Claude Code, OpenAI Codex, Open Code, Cursor, and MCP servers — for sandbox isolation, plugin allowlisting, secrets access, network egress controls, and CI/CD pipeline security
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Secure AI Integration Guidance: Advise client teams on securely integrating SaaS AI services and APIs (e.g., OpenAI, Azure OpenAI, AWS Bedrock) into enterprise applications, including safe handling of credentials, outputs, and user data
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Data Security & Privacy Controls: Evaluate and recommend controls for data ingestion pipelines, RAG architectures, and vector databases to prevent unauthorized data exposure, leakage through model outputs, or non-compliant data processing — including zero data retention enforcement, sensitivity labeling, data classification, and encryption key management
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Shadow AI Discovery: Conduct shadow AI discovery engagements to inventory unsanctioned AI tool usage and assess associated data exposure risks across client environments
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Security Controls & Guardrails Evaluation: Evaluate security controls and guardrails across AI platforms, including identity and access management, DLP integration, conditional access policies, SIEM and logging configurations, human-in-the-loop mechanisms, and AI-specific runtime protections
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Agentic Workflow Development: Design, build, and deploy AI agent workflows including use-case design, agent architecture, and integration with security tooling and automation platforms
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Security Architecture Reviews: Perform security architecture reviews for organizations deploying AI agents that connect to tools, data sources, or other agents via MCP or agentic frameworks, delivering reference architectures and recommendations
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Security Documentation & Deliverables: Develop and deliver engagement artifacts including secure configuration review reports, prioritized findings registers, AI security control matrices, reference architectures, risk assessments, control frameworks, and secure enablement roadmaps
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Strategic AI Security Roadmap: Contribute to the development of long-term AI security strategies for clients, including prioritized remediation roadmaps, capability maturity assessments, and investment recommendations
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Collaboration & Stakeholder Engagement: Serve as a trusted security advisor bridging business stakeholders, AI/ML engineers, IT operations, and information security teams — conducting stakeholder interviews and facilitating knowledge transfer sessions covering AI platform administration, troubleshooting, and operational runbooks
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AI Threat Landscape Monitoring: Continuously track emerging AI security research, adversarial techniques, regulatory developments, and vendor security advisories (e.g., Anthropic, OpenAI, Microsoft feature releases) to keep client guidance relevant and proactive
Required Experience and Education:
- 3+ years of experience in security engineering with a significant focus on cloud security and/or application security
- Hands-on experience implementing, managing, securing, and supporting agentic AI solutions within an enterprise context, including enterprise AI platforms such as Anthropic Claude (Enterprise, Desktop, Cowork, Code), OpenAI (ChatGPT Enterprise, Codex, API), or Microsoft Copilot
- Familiarity with major cloud service provider AI-focused services such as AWS Bedrock, AWS SageMaker, Azure AI Foundry, or Google Vertex
- Solid understanding of generative AI concepts, Large Language Models (LLMs), context engineering, agentic tool usage, and foundational AI/ML principles
- Operational experience in the usage of agentic coding assistants such as Claude Code, Open Code, Cursor, or Codex
- Understanding of AI-specific security challenges including prompt injection, data poisoning, supply chain security, model extraction attacks, excessive agency, and privilege escalation through tool chaining
- Ability to produce professional client-facing deliverables including assessment reports, findings registers, control matrices, and reference architecture documentation
- Strong written and verbal communication skills with the ability to explain complex technical concepts to both technical and non-technical audiences
- Embraces emerging technologies, including AI tools, to work smarter, solve problems, and drive better business outcomes
Preferred Experience and Education
- Certifications such as AWS Certified AI Practitioner, AWS Certified Machine Learning Engineer, Azure AI Engineer Associate, or Claude Certified Architect
- Understanding or experience with model fine-tuning techniques
- Experience with policy as code languages like Cedar or Rego and Infrastructure as Code (IaC) tools like AWS CloudFormation, Terraform, OpenTofu, or equivalent technologies
- Experience designing and implementing agentic AI architectures that balance security and autonomy
- Familiarity with MCP client/server architecture vs. agentic skills and the associated security risks of each
- Experience with AI security tooling categories such as AI Security Posture Management (AISPM), AI runtime protection, or AI control plane platforms
- Prior experience in a consulting, professional services, or managed services delivery model with direct client engagement
Travel Requirements:
Physical Requirements:
- Sedentary work
- Substantial movement of the wrists, hands, and/or fingers for a minimum of 8 hours a day
- Required to have close visual acuity to view computer terminal and/or extensive reading for a minimum of 8 hours a day
We use Greenhouse Software as our applicant tracking system and Zoom Scheduler for HR screen request scheduling. At times, your email may block our communication with you. Please be sure to check your SPAM folder so that you don't miss updates on your application.
Why GuidePoint?
GuidePoint Security is a rapidly growing, profitable, privately-held value added reseller that focuses exclusively on Information Security. Since its inception in 2011, GuidePoint has grown to over 1,300 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 6,200 customers.
Firmly-defined core values drive all aspects of the business, which have been paramount to the company’s success and establishment of an enjoyable workplace atmosphere. At GuidePoint, your colleagues are knowledgeable, skilled, and experienced and will seek to collaborate and provide mentorship and guidance at every opportunity.
This is a unique and rare opportunity to grow your career along with one of the fastest growing companies in the nation.
Some added perks….
- Remote workforce primarily (U.S. based only, some travel may be required for certain positions, working on-site may be required for Federal positions)
- Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans (spouse/children/family) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans (spouse/children/family). If you choose the High Deductible / HSA plan, GPS will contribute in 4 equal quarterly installments: ($850 per EE annually / $1750 per family annually (includes spouse/children/family options)
- Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of family plans
- 12 corporate holidays and a Flexible Time Off (FTO) program
- Healthy mobile phone and home internet allowance
- Eligibility for retirement plan after 2 months at open enrollment
- Pet Benefit Option
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