Associate Principal, Adversarial Red Team

*****THIS POSITION IS NOT ELIGIBLE FOR VISA SPONSORSHIP***** What You'll Do The Adversarial Red Team Associate Principal is responsible for strengthening OCC's security posture by conducting covert black-box and occasional white-box assessments across network, web application, cloud, mobile, physical, and social engineering domains, while coordinating with Security and IT teams to address and retest remediated findings. Ideal candidates will bring deep expertise in OSINT, penetration testing, C2 infrastructure development, evasion techniques, and custom scripting, along with strong communication skills and a commitment to staying ahead of emerging threats. Primary Duties and Responsibilities Execute comprehensive Red Team simulations, including network/application penetration testing, cloud security, social engineering, physical security, mobile testing, and OSINT within defined rules of engagement. Develop and deploy Command and Control (C2) infrastructure using evasion and obfuscation techniques to test and enhance Cyber Defense detection capabilities. Leverage AI/LLM tooling to accelerate offensive research, exploit development, and overall Red Team effectiveness. Conduct ad-hoc white-box testing on pre-production and in-development infrastructure, and validate remediated findings with IT owners. Perform threat modeling, security risk assessments, and independent reviews of OCC's security, network, and applications. Develop clear, evidence-based reports with actionable remediation recommendations and debrief stakeholders on findings. Ensure security controls and testing activities align with applicable regulations, industry best practices, and OCC policies and procedures. Cross-train Red Team members and other Security/IT teams on adversarial threats, attack vectors, and remediation strategies. Stay current on emerging threats, threat intelligence, and attack techniques, advising IT leadership on mitigation approaches. Support audits, contribute to security roadmap development, and mentor team members while fostering a collaborative team environment. Perform other duties as assigned. Supervisory Responsibilities None Qualifications High energy, results driven with an attention to detail. Strong enthusiasm to stay up-to-date on Threat Intelligence and learn new adversarial TTPs to simulate on a regular basis. Exceptional analytical, problem solving and troubleshooting skills with good judgment and creative solutions. Exceptional tactical planning skills based on long-term strategic goals. Exceptional verbal and written communication skills. Excellent listening skills. Excellent domain expertise and breadth across penetration testing, C2 infrastructure, cyber defense, social engineering, OSINT, emissions testing and physical security. Strong working knowledge of AI large language models and related technologies, and ability to evaluate how these can accelerate offensive security tradecraft. Proven due diligence and research ability via open-source avenues and technology. Strong familiarity with enterprise technologies and testing in commercial cloud environments (AWS, Azure). Good knowledge of policy and procedure development, systems analysis, vulnerability management, and risk management. Good understanding of regulatory standards including CSF, NIST, PCI, SSAE 16, SAS 70, HIPAA, FIPS 199, COBIT 5 and others. Strong knowledge of cryptography and its applications. Strong knowledge of common enterprise infrastructure technology stacks and network configurations. Ability to understand, exploit, and modify network protocols and code in diverse programming languages. Ability to facilitate meetings and conversations. Ability to work with business users, understanding their needs and translating those needs to deliverables. Nice to have: experience working on critical infrastructure in a regulated environment. Technical Skills Strong proficiency in Network, Web Application, Cloud, and Mobile Device security testing. Demonstrated exploit, payload, and attack framework development experience. Knowledge of EDR detection capabilities and evasion techniques. Strong proficiency in social engineering and intelligence gathering. Strong experience with custom scripting (Python, PowerShell, Bash) and process automation. Strong experience with database security testing (MSSQL, DB2, MySQL). Proficiency with common penetration testing tools such as Kali, Metasploit, Cobalt Strike, Nmap, Nessus, Burp Suite, Wireshark, etc. Track record of vulnerability research and CVE assignments. Knowledge of Windows APIs and Living off the Land binaries. Experience with Mainframes, Windows, Unix, MacOS, Cisco platforms and controls. Proficient in Microsoft Office and basic document management in SharePoint. Experience with dedicated document management tools and ServiceNow is a plus. Education and/or Experience BS in Computer Science, Information Management, Information Security or comparable technical degree desired but not required. 3+ years of penetration testing experience. 5+ years in Information Assurance or Cybersecurity work environments. Certificates or Licenses Security-related certifications such as OSCP, OSWE, OSCE, GPEN, GXPN, GWAPT, ARTE, etc. highly desired. Benefits A hybrid work environment, up to 2 days per week of remote work. Tuition reimbursement. Student loan repayment assistance. Technology stipend for remote device use. Generous PTO and parental leave. 401(k) employer match. Competitive health benefits. Salary Range $121,900.00 - $197,100.00 Incentive Range 8% to 15% OCC is an Equal Opportunity Employer. Employment Eligibility Release Applicants must be eligible for the U.S. secure clearance level for the position. No visa sponsorship will be provided. #J-18808-Ljbffr