Lead Penetration Tester
3 weeks ago
Job Type: Full-Time
Department: Penetration Testing
Reports To: Director
Job Summary
CypherLeap is seeking a highly skilled Lead Penetration Tester to establish and lead our penetration testing practice. The ideal candidate will have extensive experience in penetration testing across web applications, APIs, and infrastructure while also possessing strong leadership skills to drive security initiatives. This role requires deep technical expertise, strategic vision, and the ability to build and mentor a team of security professionals. The Lead Penetration Tester will work closely with development, security, and infrastructure teams to identify, assess, and remediate security vulnerabilities, ensuring that CypherLeap remains at the forefront of cybersecurity services. Additionally, this role will support Security Operations Center (SOC) operations and assist in incident response activities and forensic investigation as required.
Key Responsibilities
Lead and manage the penetration testing practice at CypherLeap, including strategy, methodologies, and execution.
Conduct manual and automated penetration tests on web applications, APIs, and network infrastructures.
Define and implement best practices and frameworks for penetration testing engagements.
Perform threat modelling and risk assessments to evaluate security postures.
Identify, document, and report security vulnerabilities and exploits, including proof-of-concept attacks.
Perform threat hunting.
Develop custom scripts and tools to enhance penetration testing capabilities.
Work closely with development teams to integrate security into the SDLC.
Lead red teaming and adversary emulation exercises.
Assess cloud security configurations in environments such as AWS, Azure, and GCP.
Provide technical mentorship and training to junior testers and security analysts.
Stay up to date with the latest security threats, vulnerabilities, and industry trends.
Contribute to the development and enhancement of security policies, procedures, and best practices.
Assist in incident response and forensic investigations as required.
Engage with clients and stakeholders to provide expert security guidance and recommendations.
Develop and deliver reports to senior leadership, clients, and technical teams.
Support SOC operations by providing penetration testing insights to improve threat detection and response.
Monitor dark web activities to identify potential threats to organisational assets and sensitive data.
Implement attack surface reduction strategies to minimise exposure to cyber threats.
Required Qualifications & Skills
7+ years of hands-on penetration testing experience, with at least 2 years in a leadership role.
Proven experience in establishing or leading a penetration testing practice.
Proficiency in testing tools such as Burp Suite, Metasploit, Nmap, Nessus, Kali Linux, SQLmap, and Wireshark.
Strong understanding of web security vulnerabilities (OWASP Top 10) and API security risks.
Experience with network security assessments, including firewall, VPN, and cloud security testing.
Knowledge of secure coding practices and the ability to perform code reviews.
Hands-on experience in exploiting and mitigating security flaws in different environments.
Proficiency in scripting languages (Python, Bash, PowerShell, etc.).
Familiarity with container security (Docker, Kubernetes) and cloud security.
Strong report-writing skills, with the ability to provide clear and concise security findings and remediation guidance.
Ability to work independently and in a team, with excellent communication and stakeholder management skills.
Preferred Qualifications
Certifications:
Offensive Security Certified Professional (OSCP) (Required)
Offensive Security Web Expert (OSWE) (Preferred)
GIAC Web Application Penetration Tester (GWAPT) (Preferred)
Certified Red Team Operator (CRTO) (Preferred)
Certified Ethical Hacker (CEH) (Optional)
Crest Registered Penetration Tester (CRT) (Optional)
Experience with mobile application security testing (iOS & Android).
Knowledge of Active Directory security and privilege escalation techniques.
Familiarity with the MITRE ATT&CK Framework.
Strong business acumen to align penetration testing services with business objectives.
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