Staff Engineer, Offensive Security

Who we are

At Twilio, we’re shaping the future of communications, all from the comfort of our homes. We deliver innovative solutions to hundreds of thousands of businesses and empower millions of developers worldwide to craft personalized customer experiences.

Our dedication to remote-first work, and strong culture of connection and global inclusion means that no matter your location, you’re part of a vibrant team with diverse experiences making a global impact each day. As we continue to revolutionize how the world interacts, we’re acquiring new skills and experiences that make work feel truly rewarding. Your career at Twilio is in your hands.

We use Artificial Intelligence (AI) to help make our hiring process efficient. That said, every hiring decision is made by real Twilions!

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See yourself at Twilio

Join the team as Staff Engineer, Offensive Security

About the job

The Staff Engineer acts as a Technical Lead. You don't just find bugs; you design complex attack chains that demonstrate systemic risk. You spend as much time writing custom code and researching new bypasses as you do executing tests.

Responsibilities

In this role, you will

Full-Stack Penetration Testing: Perform manual and automated testing of web applications, APIs, and mobile apps (iOS/Android).

Internal/External Network Audits: Conduct network and cloud level assessments with various tooling

Vulnerability Validation: Triage and validate reports from automated scanners or bug bounty hunters to eliminate false positives and escalate true positives

AI/LLM Probing: Perform initial prompt injection and jailbreak tests on AI prototypes, services, and applications using established checklists (OWASP Top 10 for LLMs).

Technical Reporting: Draft high-quality reports that detail the "path to compromise" with clear, reproducible steps for developers.

Tool Maintenance: Manage and update the team's testing infrastructure (e.g., Burp Suite, and basic C2 listeners).

Remediation Support: Provid