Penetration Tester, Vector Command, Vulnerability Management & External Network

Do you enjoy attacking networks? Do you enjoy sifting through large amounts of attack surface, crafting novel attack chains to breach a client’s perimeter, gaining initial access, laterally moving, and demonstrating impact, all while evading security teams and their controls? As a penetration tester on the Global Services team at Rapid7, you will help our clients improve their security posture through your technical skills and knowledge of both offensive and defence strategies.

About the Team

Vector Command is an always-on Red Team operation supporting multiple customers. As part of a specialized team, you will emulate real adversaries by performing large-scale reconnaissance, identifying exposed or high-value assets, and discovering weaknesses that can be leveraged for compromise. After gaining access, the team continues with post-compromise objectives to demonstrate real impact, evade detection, and assess the effectiveness of security controls. This service evaluates far more than vulnerabilities—it tests the customer’s entire security posture and defence-in-depth strategy. In addition to offensive operations, you will support customers through external attack surface analysis, exposure reconnaissance, integration of accounts and tools, preparation of monthly Red Team reports, and prioritization of customer requests. Daily collaboration with Vector Command operators is essential, as is maintaining awareness of new vulnerabilities, shifts in customer attack surfaces, and changes across customer environments.

About the Role

Your primary responsibility is to deliver Rapid7’s Vector Command Continuous Red Teaming service. In this role, you will conduct external network penetration testing and manage vulnerability scan dashboards, exploiting vulnerabilities, identifying the impact of exposures, and then searching for vulnerabilities that automated tooling may miss. The focus is on continuous perimeter testing to identify attack vectors that could lead to a breach. Specifically, your focus will be to:

• Manage automated vulnerability scan data across numerous customers, identifying and validating vulnerabilities which can be used to gain initial access into an organization.
• Perform external network penetration testing activities across a large attack surface, searching for vulnerabilities and misconfigurations that automation often misses.
• Upon successful exploitation, work with your Vector Command team to evaluate the impact through post-compromise breach simulation.
• Collaborate closely with a team of Red Team operators, participating in daily meetings to establish attack objectives and operational direction.
• Develop and maintain positive relationships with clients and understand their business and needs.
• Create additional value for clients through continual insights and consultative advice based on experience with the client, their industry, established standards and leading practices.

The skills and qualities you’ll bring include:

• 3+ years in an active technical security role.
• Knowledge of Cybersecurity standards and industry best practices.
• Bug Bounty experience, identifying novel vulnerabilities in arbitrary internet-facing attack surfaces.
• The ability to translate technical concepts and convey them to non-security personnel.
• Technical competencies, including previous technical consulting experience.
• High quality report writing and peer reviewing.
• Certifications such as GPEN, CPTS, OSCP, CREST.
• Experience with Red & Purple Teams.
• Excellent communication skills both with internal and external stakeholders.
• Collaborative mindset, contributing to knowledge sharing and cross training.
• Demonstrate a commitment to the 'end-to-end' testing process, from the initial pre-engagement planning to providing accountable support during the final remediation phase.

Core Value Embodiment: embody our core values to foster a culture of excellence that drives meaningful impact and collective success.