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Staff Engineer - Offensive Security

🌐 Remote💼 Full-time💰 $155,520–$155,520🗓 2026-07-08 → 2026-07-31

Core

Design complex attack chains, perform full-stack penetration testing, and lead Red Team operations to identify systemic risks in Twilio's communications infrastructure.

Role type

Staff Offensive Security Engineer (Technical Lead)

Builds

Automated testing frameworks for AI systems, custom exploit payloads, and comprehensive security reports for developers.

Domain

Cybersecurity / Offensive Security / AI Security

Deliverable

production ML models | product features | dashboards & analysis | research | client delivery | infrastructure | physical/clinical work

Required skills

Full-stack penetration testing, network and cloud auditing, vulnerability validation, adversarial ML testing, exploit development, C2 framework usage, Python/Bash scripting, MITRE ATT&CK and OWASP expertise, SIEM tuning, bug bounty program management

Preferred skills

Telecom expertise, advanced industry certifications (OSCP, OSEP, OSWE, GXPN)

Technologies

Burp Suite, Nmap, Metasploit, Wireshark, Cobalt Strike, Sliver, Havoc, LangChain, TensorFlow, PyRIT, Promptfoo, Garak, AWS, Azure, K8s

Responsibilities

Design and lead multi-week Red Team operations mimicking specific threat actors; build automated testing frameworks for AI systems; execute sophisticated attacks against cloud infrastructure; draft high-quality technical reports detailing paths to compromise; manage and update team testing infrastructure; provide direct remediation guidance to engineering teams; oversee the organization's bug bounty program.

Seniority

Senior, hands-on IC with strategic oversight

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