Member of Technical Staff (Offensive Security Engineer)

Perplexity; California (MO); On-site; USD 120,000 - 180,000; Full time

Job summary

Perplexity is seeking a highly skilled Offensive Security Engineer to join our security team and adopt an adversarial mindset to harden infrastructure, apps, and AI systems. You will plan and execute red team operations, penetration tests, and attack simulations across cloud, web, mobile, and AI pipelines.

You will work with engineering teams to drive remediation, develop tooling, and continuously improve detection and response capabilities across CI/CD, supply chain, and secrets management.

Qualifications

• 5+ years of hands-on experience in offensive security, red teaming, or penetration testing.
• Deep technical expertise in at least two: cloud security, web/API security, Kubernetes and container security, macOS/Linux endpoints, network pentesting, or CI/CD security.
• Track record of discovering impactful vulnerabilities or developing novel attack techniques in production environments.
• Strong programming and scripting in Python, Go, or similar; comfortable writing custom tooling and exploits.
• Experience with industry-standard offensive tools (Burp Suite, Cobalt Strike/Sliver/Mythic, Metasploit, BloodHound, nuclei) and beyond.
• Excellent written and verbal communication; able to translate complex findings into clear risk narratives.
• Experience assessing AI/ML systems, LLMs, or agentic workflows for security vulnerabilities.
• Bonus: published research, conference talks (DEF CON/Black Hat/BSides), CVE credits, or notable bug bounties.

Responsibilities

• Plan and execute red team and purple team engagements simulating advanced threat actors across cloud infrastructure (AWS, Kubernetes), endpoints, and applications.
• Conduct continuous penetration testing of web apps, APIs, mobile clients, browser extensions, cloud infra, and internal services.
• Assess AI/ML-specific attack surfaces including prompt injection, model exfiltration, agent abuse, and tool-use exploitation.
• Develop and maintain custom offensive tooling, exploits, and automation to improve testing efficiency and coverage.
• Perform open-scope adversary simulations testing detection and response end-to-end, collaborating with the defensive team.
• Drive threat modeling sessions with engineering to identify and prioritize attack vectors in new features.
• Deliver clear findings to technical and executive audiences and validate remediations with engineering teams.
• Contribute to CI/CD security, supply chain integrity, and secrets management through offensive assessments.
• Stay current on new attack techniques and adversary tradecraft; bring external perspective to Perplexity's security strategy.

Skills

Offensive security

Red teaming

Penetration testing

Python

Go

Tooling development

Security research

AI/ML security

Tools

Burp Suite

Cobalt Strike

Sliver

Mythic

Metasploit

BloodHound

Nuclei

Job description

Perplexity is seeking a highly skilled, experienced and hands‑on Offensive Security Engineer to join our dynamic security team, taking an adversarial approach to hardening Perplexity's infrastructure, applications, and AI systems. You'll plan and execute red team operations, penetration tests, and attack simulations across our cloud infrastructure, web and mobile applications, AI/ML pipeline, and corporate environment‑finding real vulnerabilities before adversaries do and working directly with engineering teams to drive remediation.

Responsibilities

• Plan and execute red team and purple team engagements simulating advanced threat actors across cloud infrastructure (AWS, Kubernetes), endpoints, and application surfaces
• Conduct continuous penetration testing of web applications, APIs, mobile clients, browser extensions, cloud infrastructure, and internal services
• Assess AI/ML‑specific attack surfaces including prompt injection, model exfiltration, agent abuse, tool‑use exploitation, and MCP security boundaries
• Develop and maintain custom offensive tooling, exploits, and automation to improve the efficiency and coverage of security testing
• Perform open‑scope adversary simulations that test detection and response capabilities end to end, collaborating closely with the defensive security team
• Drive threat modeling sessions with engineering teams to identify and prioritize attack vectors in new features and architectures
• Deliver clear, actionable findings to both technical and executive audiences; partner with engineering to validate remediations
• Contribute to the security of CI/CD pipelines, supply chain integrity, and secrets management through offensive assessment
• Stay current on emerging attack techniques, vulnerability research, and adversary tradecraft; bring external perspective into Perplexity's security strategy

Qualifications

• 5+ years of hands‑on experience in offensive security, red teaming, or penetration testing
• Deep technical expertise in at least two of: cloud security (AWS/GCP/Azure), web/API application security, Kubernetes and container security, macOS/Linux endpoint security, network penetration testing, or CI/CD pipeline security
• Track record of discovering impactful vulnerabilities or developing novel attack techniques in production environments
• Strong programming and scripting skills in Python, Go, or similar languages; comfortable writing custom tooling and exploits
• Experience with industry‑standard offensive tools (Burp Suite, Cobalt Strike / Sliver / Mythic, Metasploit, BloodHound, nuclei, etc.) and ability to operate beyond them
• Excellent written and verbal communication; able to translate complex technical findings into clear risk narratives
• Experience assessing AI/ML systems, LLM applications, or agentic workflows for security vulnerabilities
• Bonus: Published security research, conference talks (DEF CON, Black Hat, BSides), CVE credits, or meaningful bug bounty contributions