AI Security Red Team Engineer

Check-Point-Software-Technologies-2; Chicago (IL); On-site; USD 140,000 - 210,000; Full time

Job summary

Check Point Software Technologies Ltd. in Chicago is seeking an AI Security Engineer to join our Red Team and advance AI security testing for enterprise clients.

You’ll combine manual and automated red teaming, develop novel testing methodologies, and deliver actionable findings. You’ll translate cutting-edge research into practical assessment approaches, collaborate with product teams, and help scale services with automation.

Qualifications

• Demonstrated offensive security experience through red teaming, penetration testing, or security assessments.
• Ability to find real vulnerabilities by hand, not only via automated tools.
• Strong knowledge of web, API, and network security fundamentals.
• Deep understanding of AI/LLM vulnerabilities and related attack surfaces.

Responsibilities

• Deliver AI red teaming security assessments for enterprise customers.
• Collaborate with clients to scope projects and define testing requirements.
• Conduct comprehensive security assessments of AI systems including text-based and multimodal applications.
• Develop and improve testing frameworks, methodologies, and playbooks to scale AI red-teaming services.
• Translate academic and industry research into practical testing approaches.
• Present findings and strategic recommendations to technical and executive stakeholders.

Skills

Red team experience

Threat modeling

Security testing

Security reporting

Education

Security certifications (OSCP, OSWE, etc.)

Tools

Automation scripting

Penetration testing tooling

API/web security testing

Job description

Check Point Software Technologies Ltd. in Chicago is seeking an AI Security Engineer to join our Red Team and advance AI security testing for enterprise clients.

You’ll combine manual and automated red teaming, develop novel testing methodologies, and deliver actionable findings. You’ll translate cutting-edge research into practical assessment approaches, collaborate with product teams, and help scale services with automation.