Senior IT Penetration Tester

Job Summary: The Senior Cyber Security Penetration Tester performs offensive security testing for BDO clients and provides practical, risk-based remediation guidance. This role works with client stakeholders to define scope, rules of engagement, and objectives, executes testing to simulate realistic attacker behaviors, and communicates results clearly to both technical and executive audiences. Engagements may include external and internal network penetration testing, Active Directory attack path testing, web and API application testing, cloud and Microsoft 365 security assessments, and AI enabled application testing. The role may also support red team and purple team exercises in collaboration with client SOC teams and contributes to internal tooling and automation through shared repositories. Job Duties: Participates in client penetration testing and vulnerability assessment engagements across external and internal networks, Active Directory, web applications, APIs, cloud platforms, and Microsoft 365, including reconnaissance, attack surface discovery, and service enumeration Uses offensive security tools and techniques to identify, validate, and demonstrate exploitability, including Kali Linux toolchain, Nessus/Tenable, Nmap, Burp Suite, Metasploit, and BloodHound, and validates exploitability end to end for High and Critical findings and when feasible for other findings Performs authenticated testing when appropriate by coordinating access approvals, applying least privilege, safeguarding secrets, and confirming access removal or rotation at engagement closeout Performs and reviews web and API security testing using Burp Suite and related techniques, focusing on authentication, session management, access control, injection, insecure deserialization, and business logic, and documents reproducible steps and payloads for remediation and retesting Reviews AI-enabled applications and LLM integrations for common risks (for example, prompt injection, sensitive data exposure, insecure output handling, and tool or function calling abuse) and provides practical mitigation guidance aligned to OWASP Top 10 for LLM Applications Supports scoping and delivery under the direction of an assigned Project Manager by documenting objectives and rules of engagement, coordinating technical logistics with client teams, providing timely status updates across concurrent engagements, and ensuring testing is performed safely within approved scope For internal and Active Directory engagements, maps and demonstrates feasible attack paths, for example, using BloodHound or equivalent, including privilege escalation and lateral movement, validates root causes in configuration and permissions, and provides actionable remediation Documents reproducible workpapers and evidence with appropriate data protection practices, participates in peer review and quality assurance, and escalates critical findings quickly to support timely mitigation Produces high-quality client deliverables, including test plans, technical reports, and executive readouts, with clear evidence, proof-of-exploit artifacts, risk ratings, reproduction steps, and prioritized remediation recommendations, and facilitates results discussions and remediation workshops Facilitates red team style engagements in collaboration with client SOC teams by coordinating deconfliction, leveraging SIEM telemetry to validate detection and response, and supporting threat hunting and purple team activities tied to observed attacker behaviors Performs validation and retesting to confirm remediation effectiveness and documents retest results for client stakeholders Maintains internal offensive security tooling, scripts, and reusable testing components, including automation and agent-based utilities, to improve assessment repeatability and quality. Contributes through Git workflows, pull requests, and code review Other duties as required Supervisory Responsibilities: N/A Qualifications, Knowledge, Skills, and Abilities: Education: High school diploma or GED, required Bachelor’s degree in Cybersecurity, Information Security, or Computer Science, preferred Experience: Four (4) or more years of hands-on penetration testing and security assessment experience (network, web, API, wireless, cloud, and/or Microsoft 365), including scoping, execution, reporting, and client presentations, required Demonstrated experience producing professional services deliverables (test plans, technical reports, executive summaries) and communicating complex technical issues to non-technical stakeholders, required Exposure to testing AI-enabled applications (including LLM-based features) and familiarity with emerging guidance such as OWASP Top 10 for LLM Applications, preferred Experience supporting social engineering assessments, such as phishing, vishing, baiting, and tailgating, preferred Strong fundamentals in Windows and Linux administration, TCP/IP networking, and DNS, required Hands-on experience admini