The Penetration Testing Engineer – Network Security is a hands-on client facing offensive security role responsible for executing network, cloud, and adversary-emulation engagements under established methodologies. This role goes beyond point-in-time vulnerability testing and actively contributes to red team and purple team operations, including social engineering, attack-path validation, and defensive collaboration.
Penetration Testing Engineers work closely with senior testers, red team leads, detection engineers, and clients to identify exploitable weaknesses, simulate real-world threat actor behavior, and validate security controls. This role is ideal for practitioners with a strong networking foundation who are ready to operate as adversaries while contributing to high-quality reporting and continuous improvement of testing capabilities.
Requirements
Typical Experience
Core Responsibilities
Network & Infrastructure Penetration Testing
Red Team & Purple Team Operations (Required)
Social Engineering (Required)
Reporting & Communication
Tooling & Continuous Improvement
Technical Skills & Knowledge
Required Technical Skills
Cloud & Hybrid Environments
Red / Purple Team & Social Engineering Requirements
This role requires demonstrated interest or experience in:
Candidates should be motivated to think like attackers while improving organizational resilience.
Soft Skills & Professional Expectations
Certifications (Optional but Beneficial)
While hands-on ability is prioritized, certifications that align with this role include:
Benefits
Who is Evolve Security?
Evolve Security is a cybersecurity services firm headquartered in Chicago, IL. We are dedicated to improving our client’s security posture by providing continuous penetration testing, training services, and talent solutions.
In addition to our professional cybersecurity service offerings, Evolve Security offers a cybersecurity bootcamp, “Evolve Academy”, currently ranked the #1 cybersecurity bootcamp in the world. The Cybersecurity Bootcamp in Chicago provides immersive training, giving students the concrete and practical skills, needed on the job. Students gain real work experience through live security assessment work that they perform on not-for-profit companies.
We are passionate about directly improving our customers’ security posture, and we proudly train others to help meet the need for qualified cybersecurity talent.
Benefits Include
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