AI Security Engineer - Red Team Innovator

Check Point Software; Chicago (IL); On-site; USD 150,000 - 210,000; Full time

Job summary

Check Point Software is seeking an AI Security Engineer to join our Red Team and push the boundaries of AI security. You will run cutting-edge security assessments, develop testing methodologies, and work directly with enterprise clients to secure their AI systems.

This role blends hands-on security testing, development of automation to scale efforts, and collaboration with research and product teams to evolve methodologies in the fast‑changing AI landscape.

Qualifications

• Experience in red teaming, pentesting, or security assessments.
• Ability to find vulnerabilities by hand, not only via tools.
• Strong knowledge of web, API, and network security fundamentals.
• Understanding of LLM vulnerabilities and AI security concepts.
• Experience with threat modeling complex systems.
• Ability to develop automated tooling to enable testing.

Responsibilities

• Deliver AI red teaming security assessments for enterprise customers.
• Collaborate with clients to scope projects, define testing requirements, and establish success criteria.
• Conduct comprehensive security assessments of AI systems, including text-based LLM applications and multimodal agentic systems.
• Extend testing to tools, APIs, and services these AI systems connect to.
• Test manually and creatively beyond automated coverage to find the failures that tooling misses.
• Author detailed security assessment reports with actionable findings and remediation recommendations.
• Present findings and strategic recommendations to technical and executive stakeholders through report readouts and Q&A sessions.

Skills

Red teaming

Vulnerability discovery

Web security

APIs

Threat modeling

Automation tooling

Bug bounty/CTF

Job description

Check Point Software is seeking an AI Security Engineer to join our Red Team and push the boundaries of AI security. You will run cutting-edge security assessments, develop testing methodologies, and work directly with enterprise clients to secure their AI systems.

This role blends hands-on security testing, development of automation to scale efforts, and collaboration with research and product teams to evolve methodologies in the fast‑changing AI landscape.