Staff Engineer - Offensive Security (AI)

TL;DR

Staff Engineer - Offensive Security (Cybersecurity): Designing complex attack chains and executing full-stack penetration tests to identify systemic risks across web, mobile, and cloud infrastructure with an accent on AI/LLM probing and adversary emulation. Focus on building automated AI testing frameworks and developing custom exploits to bypass EDR/AV protections.

Location: Remote (US), but not eligible to be hired in CA, CT, NJ, NY, PA, WA

Salary: $155,520 - $228,700

Company

Global communications platform empowering developers to create personalized customer experiences.

What you will do

• Perform full-stack penetration testing on web applications, APIs, and mobile apps (iOS/Android).
• Execute AI/LLM probing and jailbreak tests based on the OWASP Top 10 for LLMs.
• Conduct network and cloud assessments (AWS, Azure, K8s) focusing on IAM misconfigurations and container escapes.
• Design and lead Red Team operations mimicking APT threat actors to test SIRT detection capabilities.
• Develop custom payloads and obfuscated scripts to bypass EDR/AV and maintain stealth.
• Oversee the bug bounty program and provide technical remediation guidance to engineering teams.

Requirements

• 7-10 years of experience in offensive security, penetration testing, or vulnerability exploitation.
• Expert knowledge of MITRE ATT&CK, OWASP Top 10 (Web & LLM), and Adversarial ML.
• Proficiency with Burp Suite, Nmap, Metasploit, and C2 frameworks (e.g., Cobalt Strike, Sliver).
• Strong coding skills in Python, C++, and Bash for creating custom offensive exploits.
• Must be based in the US (excluding specific restricted states).
• Advanced certifications such as OSCP, OSEP, OSWE, or GXPN are highly desirable.

Nice to have

• Experience in the Telecom industry.
• Familiarity with AI security tools like PyRIT, Promptfoo, Garak, LangChain, or TensorFlow.

Culture & Benefits

• Remote-first work environment with a strong culture of global inclusion.
• Comprehensive healthcare insurance and a retirement savings program (401k).
• Competitive pay, corporate bonus plan, and equity eligibility.
• Generous time off, including paid parental and wellness leave.