Middle Cyber Field Engineer

Accelerate Your Career in Cybersecurity!

Pentera is the market leader in AI-native Security Validation, equipping enterprises with the platform to proactively test their defenses against the latest cyber attacks. Pentera proves which exposures are truly exploitable across the entire attack surface and drives remediation workflows that reduce real risk. Anchored in real-attack validation, the Pentera platform powers the full Continuous Threat Exposure Management (CTEM) cycle, from exposure discovery through prioritization, validation, and mobilization. Thousands of security teams around the world trust Pentera to close their security gaps before threat actors can exploit them.

With over 350 team members and 1,300 customers in more than 60 countries, Pentera is a growing company supported by top investors such as Insight Partners, K1, and The Blackstone Group.

If you want to grow your skills, make an impact, and be part of an innovative team, Pentera is the place for you.

About The role

As a Cyber Field Engineer (CFE), you'll sit at the intersection of cutting-edge AI-driven security technology and real customer impact. You'll be the trusted expert who helps some of the world's most security-mature organizations understand exactly how an attacker could compromise their environment — and how to close that gap before it's exploited. This is a hands-on, high-visibility role for someone who wants to work at the frontier of offensive security and applied AI.

Roles and Responsibilities

• Develop deep expertise in the Pentera platform and represent it professionally in front of customers
• Lead technical sessions with customers, guiding them through findings and remediation best practices
• Serve as a trusted product expert, supporting customer education and long-term relationship success
• Identify opportunities to expand our engagement with customers, in collaboration with the Sales team
• Bring field insights back to internal teams to help continuously improve our platform and services
• Stay current with the evolving cybersecurity and AI threat landscape
• Travel regularly across the country to meet customers on-site as part of the role
• Embrace a dynamic, evolving scope of work — typical of a fast-growing, category-leading company

• 3+ years of hands-on experience in cybersecurity roles
• Strong knowledge of network security fundamentals
• Customer-facing experience:  comfortable presenting to technical and executive audiences alike
• Strong problem-solving, analytical, and communication skills
• Curiosity and comfort working with AI-driven and automation-based security tools
• Willingness to travel regularly across the country, with occasional international travel as needed

Preferred Skills

• Background in offensive security / penetration testing
• Security certifications (OSCP, CEH, GPEN, or similar)  significant advantage
• Familiarity with AI/ML concepts as applied to cybersecurity - advantage
• Experience with modern exposure-management practices - advantage

We are an equal opportunity employer committed to building a diverse and talented workforce. We do not discriminate on the basis of race, sex, religion, color, national origin, gender, gender identity, sexual orientation, age, marital status, veteran status, medical condition, disability, or any other class or characteristic protected by applicable law. We welcome candidates from all backgrounds to join us!