Penetration Tester

CyberOne

18h•Remote

About The Position

CyberOne is a pure-play Microsoft security partner dedicated to helping enterprises realise the full value of the Microsoft Security portfolio—across Defender XDR, Sentinel, Entra, Purview, Intune, Copilot for Security and more. We combine deep technical expertise with outcome-driven services that accelerate secure cloud adoption, modernise threat protection and simplify compliance. We are seeking a highly skilled and motivated Penetration Tester to join our Cyber Security team. The successful candidate will be responsible for conducting advanced penetration testing engagements across enterprise environments, with a particular focus on Active Directory (AD) security assessments. This role requires hands-on experience identifying, exploiting, and documenting security vulnerabilities while providing practical remediation recommendations to strengthen clients' security posture.

Requirements

Proven experience conducting penetration tests across enterprise networks and infrastructure.
Strong knowledge of Windows environments and Active Directory security.
Experience identifying and exploiting Active Directory vulnerabilities and attack paths.
Excellent understanding of: Network protocols and architecture, Windows Server administration, Authentication mechanisms (Kerberos, NTLM), Privilege escalation techniques, Lateral movement methodologies.
Hands-on experience with penetration testing and red team tools such as: BloodHound, Mimikatz, CrackMapExec, Impacket, Nmap, Burp Suite, Metasploit, Responder.
Familiarity with vulnerability assessment and security testing methodologies including OWASP, NIST, and PTES.
Strong technical documentation and report-writing skills.
Excellent analytical, troubleshooting, and problem-solving abilities.

Nice To Haves

Offensive Security Certified Professional (OSCP)
CRTO (Certified Red Team Operator)
CREST Registered Penetration Tester (CRT) or CREST Certified Infrastructure Tester (CCT INF)
GIAC Penetration Tester (GPEN)
Relevant Microsoft security certifications
Experience delivering internal or external client-facing security assessments

Responsibilities

Conduct comprehensive penetration testing engagements against enterprise infrastructure, networks, systems, and applications.
Perform manual and automated security assessments to identify vulnerabilities, weaknesses, and potential attack vectors.
Assess and exploit Active Directory environments, identifying security risks including: Misconfigurations, Privilege escalation paths, Lateral movement opportunities, Credential theft vulnerabilities, Excessive permissions and insecure delegation.
Execute network and system exploitation activities to validate security weaknesses and assess their impact.
Evaluate the effectiveness of security controls, hardening measures, and defensive configurations within Active Directory environments.
Simulate real-world attack scenarios to assess organizational resilience against cyber threats.
Develop detailed technical reports outlining attack paths, findings, business impact, proof-of-concept evidence, and remediation recommendations.
Present technical findings to both technical and non-technical stakeholders.
Work closely with internal teams and clients to support remediation efforts and provide security best-practice guidance.
Stay up to date with emerging threats, attack techniques, exploitation methodologies, and security technologies.