Cloud & AI Security Red Team Penetration Tester

GTN Technical Staffing; United States; On-site; USD 120,000 - 180,000; Full time

Job summary

GTN Technical Staffing seeks an experienced security professional to perform cloud security assessments across AWS, Azure, or GCP environments, identify vulnerabilities, and validate remediation through re-testing. The role includes planning adversary emulation exercises, simulating full attack lifecycles, and collaborating with defensive teams to improve detection capabilities.

The ideal candidate has 3–7+ years in penetration testing or red teaming, with AI/LLM experience and certifications

Qualifications

• Bachelor's degree in Cybersecurity, Computer Science, Information Technology, or equivalent experience.
• 3–7+ years of experience in penetration testing, red teaming, or offensive security.
• Offensive security certifications (e.g., OSCP, OSEP, CRTO, GPEN, GWAPT).
• Experience testing AI or machine learning systems in production environments.
• Experience using AI tools to automate or enhance technical workflows.
• Understanding of AI/LLM architectures and common attack vectors against AI systems.
• Demonstrated experience conducting full-scope penetration tests and adversary simulations.
• Strong understanding of networking, OS (Windows and Linux), Active Directory, and web technologies.
• Experience with Burp Suite, Metasploit, Nmap, BloodHound, and C2 frameworks.
• Proficiency in Python and scripting (Bash or PowerShell).

Responsibilities

• Execute cloud security assessments across AWS, Azure, or GCP environments.
• Identify, exploit, and document vulnerabilities in a controlled and ethical manner.
• Validate remediation efforts through structured re-testing.
• Plan and execute adversary emulation exercises aligned with real-world threat actors.
• Simulate full attack lifecycles including initial access, privilege escalation, lateral movement, persistence, and data exfiltration.
• Conduct social engineering and phishing campaigns where authorized.
• Evaluate detection and response capabilities in collaboration with defensive teams.
• Develop and refine offensive tooling and techniques to emulate evolving threats.
• Utilize AI and LLM-based tools to enhance reconnaissance, payload development, and automation.
• Develop workflows integrating AI into penetration testing processes and Red team operations.
• Test for vulnerabilities including prompt injection, jailbreak attempts, model abuse, and data leakage.
• Evaluate risks related to model extraction, model inversion, and training data poisoning.
• Assess Retrieval-Augmented Generation (RAG) implementations and AI plugin integrations.
• Contribute to AI threat modeling and secure deployment recommendations.

Skills

Penetration testing

Red teaming

Adversary emulation

Python scripting

PowerShell Bash

Education

Bachelor's degree in Cybersecurity, Computer Science, Information Technology, or equivalent experience

Tools

Burp Suite

Metasploit

Nmap

BloodHound

C2 frameworks

Job description

GTN Technical Staffing seeks an experienced security professional to perform cloud security assessments across AWS, Azure, or GCP environments, identify vulnerabilities, and validate remediation through re-testing. The role includes planning adversary emulation exercises, simulating full attack lifecycles, and collaborating with defensive teams to improve detection capabilities.

The ideal candidate has 3–7+ years in penetration testing or red teaming, with AI/LLM experience and certifications