Penetration Tester – Infrastructure, Red Team

This is a fully remote position, open to applicants in Florida, +1 more state.

📋 Description

• Plan and implement infrastructure penetration testing projects across on-premises, hybrid, cloud, wireless, and enterprise network environments.

• Conduct internal and external network penetration testing to discover, validate, and exploit security vulnerabilities utilizing manual testing techniques and recognized offensive security tools.

• Evaluate Active Directory, Microsoft Entra ID (Azure AD), Windows and Linux systems, virtualization platforms, cloud services, and related infrastructure.

• Analyze AWS, Microsoft Azure, and Google Cloud Platform environments for configuration flaws, privilege escalation risks, identity threats, and cloud security vulnerabilities.

• Examine containerized environments, Kubernetes platforms, CI/CD pipelines, and cloud-native technologies as applicable.

• Take part in and lead adversary simulations, red team activities, and objective-based security assignments.

• Implement offensive security operations covering reconnaissance, initial access, persistence, privilege escalation, credential access, lateral movement, defense evasion, command and control, and objective execution.

• Assist purple team initiatives by working with defensive teams to validate detections, enhance monitoring, and bolster defensive measures.

• Create and execute attack scenarios that illustrate realistic business impacts while ensuring client system integrity is upheld.

• Compile detailed technical reports that convey vulnerabilities, attack paths, business impacts, risk assessments, and remediation advice.

• Present assessment results to technical teams, executive stakeholders, and client leadership.

• Provide technical advice on remediation strategies, security architecture, and enhancements to defense mechanisms.

• Oversee assigned engagements to meet quality standards, timelines, and client expectations.

• Contribute to testing methodologies, internal tools, technical documentation, and service offerings.

• Engage in technical research, automation projects, internal training, and knowledge-sharing efforts.

• Collaborate with consulting teams to enhance technical quality, consistency, and service delivery.

• Perform additional responsibilities as assigned.

⛳️ Requirements

• Bachelor’s degree in Cybersecurity, Computer Science, Information Technology, or a related field; equivalent practical experience may also be accepted.

• At least 3 years of professional experience in infrastructure penetration testing, red teaming, adversary simulation, or offensive security consulting.

• Proven experience in conducting penetration tests across enterprise infrastructure, including Windows, Linux, Active Directory, Microsoft Entra ID, cloud platforms, and enterprise networking.

• Proficient in performing internal and external network penetration testing, privilege escalation, Active Directory security evaluations, and lateral movement testing.

• Familiarity with assessing cloud environments such as AWS, Microsoft Azure, or Google Cloud Platform.

• Strong knowledge of enterprise networking, authentication technologies, identity management, cloud security, and offensive security methodologies.

• Experience utilizing industry-standard offensive security frameworks, tools, and techniques.

• Exceptional technical writing, presentation, and communication abilities, with the capacity to convey findings to both technical and executive audiences.

• Industry certifications like OSCP, OSEP, CRTO, CRTE, CARTP, CARTA, CREST CRT, CREST CCT, PNPT, GPEN, GXPN, or equivalent are advantageous.

• OSCP or equivalent demonstrated technical proficiency is highly preferred.

• Experience in Red Team, Purple Team, adversary simulation, or threat emulation engagements is a plus.

• A customer-first approach.

• Capability to adjust to rapidly changing circumstances.

• Dedication to ongoing learning and professional advancement.

• Self-driven and reliable.

• Humility and a willingness to improve.

🏝️ Benefits

• Competitive salary and opportunities for growth.

• Reimbursement for education and professional development to foster ongoing learning, certifications, and technical advancement.

• Flexible work environment that empowers employees to perform at their best.

• One paid volunteer day each year to contribute to your community.

• Paid day off for your birthday.

• Paid U.S. public holidays.

• Fully remote work within Texas or Florida.