Staff Engineer, Offensive Security · Twilio

Sat, 18 Apr 2026 15:49:45 GMT
Engineering

Twilio · Remote - Ireland · remote

As a Staff Engineer, Offensive Security at Twilio, you will act as a Technical Lead and design complex attack chains that demonstrate systemic risk. You will spend as much time writing custom code and researching new bypasses as you do executing tests.

In this role, you will:

Perform manual and automated testing of web applications, APIs, and mobile apps (iOS/Android). Conduct network and cloud level assessments with various tooling. Triage and validate reports from automated scanners or bug bounty hunters to eliminate false positives and escalate true positives. Perform initial prompt injection and jailbreak tests on AI prototypes, services, and applications using established checklists (OWASP Top 10 for LLMs). Draft high-quality reports that detail the "path to compromise" with clear, reproducible steps for developers. Manage and update the team's testing infrastructure (e.g., Burp Suite, and basic C2 listeners). Provide direct technical guidance to engineering teams on how to patch vulnerabilities like XSS, SQLi, and IDOR. Design and lead multi-week Red Team operations that mimic specific threat actors (APTs) to test the SIRT detection capabilities. Build custom payloads, droppers, and obfuscated scripts to bypass EDR/AV and maintain stealth. Build automated testing frameworks for AI systems (e.g., using PyRIT, Promptfoo, or Garak) to test for models related to sensitive data leakage. Execute sophisticated attacks against AWS/Azure/K8s, focusing on IAM misconfigurations and container escapes. Collaborate with SIRT and Detection Engineering to tune SIEM alerts based on the techniques used during an engagement. Oversee the organization's bug bounty program, identifying trends in submissions to suggest broad architectural security changes.

Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply.