Remote Internal Penetration Tester - Hands-On

Zachary Piper Solutions; United States; Remote; USD 175,000 - 210,000; Full time

Job summary

Piper Companies is seeking an experienced Internal Penetration Tester to join a high-impact cybersecurity team. This fully remote role focuses on identifying and exploiting vulnerabilities across enterprise environments, supporting proactive threat detection and continuous security improvement.

The role emphasizes manual testing, tool customization, and collaboration with clients and internal teams to deliver actionable insights and strengthen security posture.

Qualifications

• 5+ years of internal penetration testing or offensive security.
• Proficient in Windows and Linux operating systems, including registry and AD analysis.
• Experience with BloodHound, Mimikatz, Metasploit, Cobalt Strike, and custom scripts.
• Strong scripting: Python, PowerShell, Bash.
• Familiarity with Red Team and Purple Team methodologies.
• Certifications such as OSCP, CEH, PNPT, CRTP are a strong plus.

Responsibilities

• Conduct internal penetration tests across Windows and Linux environments, simulating real-world adversarial tactics.
• Perform manual, hands-on testing to identify vulnerabilities and misconfigurations.
• Customize and configure penetration testing tools for client environments.
• Deliver clear, technically sound reports and present findings to technical and non-technical stakeholders.
• Analyze Active Directory structures and registry configurations for privilege escalation opportunities.
• Apply current TTPs used by threat actors to assess resilience.
• Collaborate with Red and Purple Teams to enhance detection capabilities.
• Script automation and exploit development using Python, PowerShell, Bash, or similar languages.
• Work independently and in teams on major client engagements with precision.
• Provide consulting to help clients understand risks and remediation priorities.
• Maintain knowledge of emerging threats and security tools.

Skills

Windows

Linux

AD analysis

Python scripting

PowerShell scripting

Bash scripting

Technical writing

Client communication

Red Team collaboration

Purple Team collaboration

Education

OSCP

CEH

PNPT

CRTP

Tools

BloodHound

Mimikatz

Metasploit

Cobalt Strike

Custom scripts

Job description

Piper Companies is seeking an experienced Internal Penetration Tester to join a high-impact cybersecurity team. This fully remote role focuses on identifying and exploiting vulnerabilities across enterprise environments, supporting proactive threat detection and continuous security improvement.

The role emphasizes manual testing, tool customization, and collaboration with clients and internal teams to deliver actionable insights and strengthen security posture.