Active Directory Security Cybersecurity Jobs

1 job found

Today

Senior Penetration Tester

SkyePoint Decisions Beltsville, MD

Beltsville, MD

Today

Contract Senior Active Directory Security Application Security

Apply Now

Job Description

SkyePoint Decisions is seeking a Senior Penetration Tester / PenTest Operator to support a Department of State program focused on High Value Asset (HVA) security assessments.

Responsibilities

Lead penetration testing across internal networks, external networks, web applications, enterprise systems, cloud-connected systems, and mission environments.
Support HVA cybersecurity assessments by identifying and communicating exploitable vulnerabilities, validating security control effectiveness, and determining risk to critical systems and data.
Perform network mapping, reconnaissance, vulnerability validation, exploitation, post exploitation analysis, and document attack paths in accordance with approved Rules of Engagement.
Contribute to Rules of Engagement, test plans and objectives, scope inputs and assessment documentation, and update assessment procedures for management and stakeholder approval.
Conduct external testing to determine what an outside attacker may access, exploit, or exfiltrate within approved scope.
Conduct internal testing to evaluate risk from users or systems with different access levels, including privilege escalation, lateral movement, persistence, and Active Directory attack paths.
Support red team and adversary emulation activities, including realistic threat behavior, targeted access objectives, command-and-control simulation, crafted test artifacts, and controlled social engineering when authorized.
Execute web application testing aligned to common vulnerability classes, including broken access control, authentication and authorization weaknesses, injection flaws, cross-site scripting, insecure configuration, and other OWASP Top 10 risks.
Use offensive security tools and frameworks within approved engagement boundaries (e.g., Kali Linux, Burp Suite, Metasploit, Nmap, Nessus, Wireshark, BloodHound, Impacket, Responder, Hashcat, John the Ripper, Cobalt Strike, Sliver).
Drive vulnerability analysis and validation using manual techniques, automated tools, and custom scripts or proof-of-concept code where appropriate.
Support purple team and detection validation by mapping attacker behavior to defensive telemetry, identifying detection gaps, and recommending improvements to SIEM, EDR, and incident response processes.
Analyze logs, endpoint artifacts, and network telemetry during exercises or assessments to validate detection and escalation of adversary behaviors.
Produce clear, evidence-based reports covering findings, affected assets, exploitability, business or mission impact, and prioritized remediation recommendations.
Deliver technical and executive out-briefs to client stakeholders, including system owners, security operations teams, engineering teams, and senior leaders.
Stay current on emerging attack techniques, offensive tooling, detection approaches, and federal cybersecurity requirements to strengthen client security posture.

Requirements

Bachelor’s degree in Cybersecurity, Information Technology, Computer Science, Information Systems, or a related field; additional relevant experience may be considered in lieu of degree.
Minimum of five (5) or more years of hands-on experience in penetration testing, red team operations, adversary emulation, vulnerability assessment, application security testing, cyber operations, or related offensive security work.
ACTIVE and MAINTAINED SECRET Federal or DoD security clearance.
Experience performing internal and external network penetration testing, including reconnaissance, enumeration, exploitation, privilege escalation, lateral movement, and documentation of attack paths.
Experience performing web application penetration testing using manual and automated techniques.
Experience assessing Active Directory environments, Windows and Linux systems, and common enterprise network services.
Experience with tools including Burp Suite, Metasploit, Nmap, Nessus, Kali Linux, Wireshark, BloodHound, Impacket, Responder, Hashcat, John the Ripper, Cobalt Strike, Sliver, or similar tools.
Experience developing test plans, documenting Rules of Engagement, tracking assessment activities, and producing formal penetration test reports.
Ability to explain technical findings, attack paths, business impact, and remediation options to technical and non-technical stakeholders.
Strong written and verbal communication skills, including client-ready deliverables and executive-ready summaries.
Ability to work independently, manage multiple priorities, and collaborate across multidisciplinary teams in complex federal environments.

Technologies

Kali Linux
Burp Suite
Metasploit
Nmap
Nessus
Wireshark
BloodHound
Impacket
Responder
Hashcat
John the Ripper
CrackMapExec
Cobalt Strike
Sliver
Active Directory
OWASP Top 10
SIEM
EDR

Preferred Qualifications

ACTIVE and MAINTAINED TOP SECRET Federal or DoD security clearance.
Experience supporting HVA cybersecurity assessments or federal enterprise penetration testing programs.
One or more relevant offensive security certifications such as OSCP, GPEN, GWAPT, GXPN, GRTP, PenTest+, CEH, GCIH, or similar certification.
Experience with adversary emulation, purple team operations, detection engineering support, or validation of SIEM and EDR detection coverage.
Experience with Cobalt Strike, Sliver, custom payload development, or command-and-control simulation in approved assessment environments.
Experience with cloud security testing across AWS, Azure, or other cloud environments.
Experience supporting incident response, threat hunting, or post-incident analysis.
Experience creating proof-of-concept exploit examples for reports or live demonstrations in controlled, authorized environments.
Experience mentoring junior penetration testers or leading small offensive security workstreams.
Excellent oral and written communication and presentation skills.

Benefits

Certification incentive program
PTO
Floating federal holiday options
Insurance options including HMO and High Deductible plans with Health Savings Accounts [HSAs]
Flex Spending Accounts [FSAs]
Full dental plans
Vision
ST/LT disability
Life insurance
401k matched

Compensation

Salary Range: TBD
Salary is determined by location, work schedule, education, knowledge, skills, competencies, experience, contract-specific affordability, market data, and business considerations.

What We Can Offer You

Great benefits including multiple insurance options, HSAs, FSAs, full dental, ST/LT disability, life insurance, floating federal holiday options, and 401k matched
Certificate incentive program to reward certifications aligned with business needs
Flexible work environment

Location: Beltsville, MD (onsite)
Job type: contract
Experience: 5+ years

View full job page →

Get Active Directory Security Cybersecurity Jobs alerts

New Active Directory Security Cybersecurity Jobs, daily.