At least 3 years of direct experience in penetration testing or ethical hacking, preferably in an active corporate environment; this is not an entry-level role.
Demonstrated experience planning and conducting penetration tests and red team engagements.
Hands-on knowledge of manual security testing, low-level and web application functionality, IT security, and vulnerability and threat management.
Ability to work in terminal environments, interpret architectural documents, and assess systems strategically.
Working knowledge of networking protocols such as HTTP, DNS, and SMB, and familiarity with Windows and Linux systems.
Proficiency in cross-platform scripting languages such as Python or Golang, as well as PowerShell.
Experience with cloud and related technologies, including AWS, Azure, O365, GCP, and containers.
Proficiency with security testing tools such as Burp Suite, Metasploit, Nmap, Wireshark, Cobalt Strike, BloodHound, and the Kali Linux toolset.
Practical experience integrating AI- or LLM-based agents or copilots into security testing workflows, such as AI-assisted reconnaissance, exploit suggestions, or agentic fuzzing.
Ability to analyze cyber threat intelligence and apply knowledge of current threats and adversary tactics to identify and assess attack paths.
Strong analytical, planning, organizational, and prioritization skills, with initiative, attention to detail, and the ability to manage changing priorities and deadlines.
Strong written and verbal communication skills, including the ability to explain objectives, findings, and risks clearly to technical teams, business leaders, and clients.
Professional interpersonal and customer-service skills, and the ability to collaborate across teams and work with diverse stakeholders.
Ability to prepare client-ready documentation and participate in client meetings; working knowledge of project management principles, processes, and documentation.
Relevant industry certifications are preferred, such as OSCP, OSCE, OSWE, GPEN, GXPN, CEH, or CISSP.
A bachelors degree in information technology, computer science, quality assurance, or an equivalent qualification is preferred.
Responsibilities:
Plan and conduct penetration tests across web applications, APIs, mobile applications, networks, cloud infrastructure, and internal systems.
Manually exploit and validate vulnerabilities to reduce false positives and identify logic flaws that automated tools may miss.
Design, configure, and operate automated vulnerability-scanning pipelines to improve testing coverage and consistency.
Develop and deploy AI-agent-driven workflows for reconnaissance, fuzzing, exploit chaining, and report generation.
Assess environments from an adversarys perspective, prioritize vulnerable assets, and identify and test potential attack paths.
Identify security risks, threats, misconfigurations, and vulnerabilities in networks, systems, and applications, and develop remediation solutions.
Conduct red team engagements that simulate advanced persistent threat tactics, techniques, and procedures.
Track and document testing activities, communicate updates to leadership, and prepare executive summaries and detailed technical reports.
Explain findings and associated business risks, identify reporting gaps, and provide technical remediation guidance to operations teams.
Technologies:
AI
AWS
Azure
Cloud
GCP
Golang
HTTP
LLM
Linux
Mobile
PowerShell
Python
Security
SMB
Web
Windows
Office 365
More:
We are recruiting a Penetration Tester / Ethical Hacker for a clients Information Security team through RedStream Technology. This is a contract position based onsite in Midtown Manhattan, New York City, with in-person work required. The role focuses on strengthening the clients cybersecurity posture through penetration testing, red team engagements, and offensive security assessments. The pay rate is $67 per hour.
last updated 43 week of 2026
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Cybersecurity Penetration Tester • New York, New York, United States