Penetration Tester / Ethical Hacker

Job Title: Penetration Tester / Ethical Hacker Cybersecurity
Location: Remote (EST & CST)

Job Description:
A large enterprise Information Security Office seeks a Penetration Tester / Ethical Hacker for its Exposure Management Team. The Penetration Tester is responsible for strengthening the organization’s cybersecurity posture through manual and automated penetration testing, red team engagements, and offensive security assessments. Responsibilities include planning and executing tests across applications, networks, and infrastructure to uncover exploitable vulnerabilities and attack paths across multiple environments. This role will help reduce the organization’s attack surface by identifying and prioritizing vulnerabilities and partnering with internal teams to ensure timely remediation.
Team: The Cybersecurity foundation is multi-faceted and focuses on driving value. Our mission is to establish an integrated program that ensures the overall effectiveness of capabilities that impact information security across business units globally.

Key Responsibilities:
Plan and execute penetration tests across web applications, APIs, mobile apps, networks, cloud infrastructure (AWS/Azure/Google Cloud Platform), and internal systems
Perform manual exploitation and validation of vulnerabilities to eliminate false positives and uncover logic flaws automated tools miss
Design, configure, and run automated vulnerability scanning pipelines to accelerate coverage and consistency across engagements
Build and deploy AI-agent-driven testing workflows to accelerate reconnaissance, fuzzing, exploit chaining, and report generation
Ability to analyze the environment from a threat actor's perspective, including the skill to conduct prioritized identification of vulnerable assets, and then devise techniques to exploit potential attack paths
Identifies security risks, threats, misconfigurations and vulnerabilities of existing networks, systems, applications and develops solutions to remediate identified threats
Perform red team engagements simulating advanced persistent threat (APT) tactics, techniques, and procedures (TTPs)
Tracking and documenting testing activities and providing updates to leadership through executive summaries and in-depth technical reports
High performance skillset which not only understands the threat spaces as it relates to risks, but also able to meet the technical challenge of communicating this out to our teams
3+ years of direct experience performing penetration testing / red teaming in an active corporate environment
Experience consuming and analyzing Cyber Threat Intelligence for actionable takeaways
Experience explaining testing objectives and findings in plain English and able to communicate associated risk
Reporting gaps in a meaningful way that addresses a business risk as well as providing technical solutions to the operations teams in remediation is key
Relevant experience required
Other duties as assigned

Skills or experience required:
This is not a beginner level position and requires comfort and experience with manual security work, low level functionality, web application functionality, IT security, and vulnerability and threat management
Minimum 3 years of experience in the practice of penetration testing / ethical hacking

Technical Skills:
Demonstrated experience planning and executing penetration test and red team engagements
Comfort operating in terminal environments
Ability to analyze an architectural document and strategically probe accordingly
Working knowledge of common ( DNS, SMB, etc.) networking protocols
Familiar with operation of both Windows and Linux based systems
Proficient with cross platform scripting languages such as Python or Golang, also PowerShell
Experience working with various technologies and platforms such as AWS, Azure, O365, Google Cloud Platform, containers, etc.
Proficiency with industry-standard testing tools such as Burp Suite, Metasploit, Nmap, Wireshark, Cobalt Strike, BloodHound, and the Kali Linux toolset
Practical experience integrating AI/LLM-based agents or copilots into security testing workflows (e.g., AI-assisted recon, automated exploit suggestion, agentic fuzzing frameworks) to accelerate results
Understanding of current cyber threat landscape, the different tactics commonly used by adversaries and how one would exploit, chain, and report against similar attack paths

Desired Skills:
Strong work ethic with attention to detail
Demonstrated analytical abilities
Attention to detail, verbal and written communication, initiative, and motivation to learn
Strong written/oral communication skills required along with desire and ability to communicate with business leaders through all levels of the organization
Self-motivated with excellent planning and organizational skills; and the ability to prioritize tasks to meet deadlines and effectively manage changing priorities
Refined interpersonal skills with the ability to liaise confidently and professionally with a diverse range of people
Professional customer orientation with a strong commitment to providing a high standard of customer satisfaction
Ability to deliver client-ready documentation and participate in relevant client meetings
Working understanding of project management principles, processes, and documentation
Able to work across teams effectively and efficiently

Preferred Education and Experience:
Relevant industry standard certification(s) preferred: OSCP, other possibilities: OSCE, OSWE, GPEN, GXPN, CEH, CISSP
Bachelor's degree in information technology, Computer Science, Quality Assurance or equivalent