Twilio - Staff Engineer, Offensive Security
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Requirements
• Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply. If your career is just starting or hasn't followed a traditional path, don't let that stop you from considering Twilio. We are always looking for people who will bring something new to the table! • Experience: 7-10 years in offensive security, penetration testing, a high-volume bug bounty background, AppSec, or vulnerability exploitation, and track record of finding high/critical vulnerabilities in complex environments using pentesting commercial or custom tools. • Concepts: Expert Knowledge and solid understanding of the MITRE ATT&CK matrix and the OWASP Top 10 for web applications and top 10 for LLMs, post exploitation (lateral movement, persistence, data exfiltration) and Adversarial ML. • Concepts: • Tooling: Proficient in OffSec popular tools like Burp Suite professional, Nmap, Metasploit, Wireshark etc... and AI security tools such as LangChain, TensorFlow for adversarial testing or, as well as use of C2 frameworks (Cobalt Strike, Sliver, Havoc) or similar tools • Tooling: • Scripting and Coding: Ability to write functional scripts in Python or Bash to automate repetitive testing tasks and proficiency in coding and scripting like Python, C++, and scripting for creating custom offensive exploits that avoids signature-based detection. • Scripting and Coding: • Certifications: Possession of advanced industry certifications such as OSCP, OSEP, OSWE, GXPN or similar training in OffSec tracks is highly desirable • Certifications: • Desired: • Telecom expertise is preferred • Telecom • Excellent written and verbal communication skills. • Ability to influence and build effective working relationships with all levels of the organization. • Proficiency in multiple languages applicable to the region. • Location • This role will be Remote, and based in Ireland • Remote, and based in Ireland • Travel • We prioritize connection and opportunities to build relationships with our customers and each other. For this role, approximately 15% travel is anticipated to help you connect in-person in a meaningful way.
Responsibilities
• Full-Stack Penetration Testing: Perform manual and automated testing of web applications, APIs, and mobile apps (iOS/Android). • Full-Stack Penetration Testing: • Internal/External Network Audits: Conduct network and cloud level assessments with various tooling • Internal/External Network Audits: • Vulnerability Validation: Triage and validate reports from automated scanners or bug bounty hunters to eliminate false positives and escalate true positives • Vulnerability Validation: • AI/LLM Probing: Perform initial prompt injection and jailbreak tests on AI prototypes, services, and applications using established checklists (OWASP Top 10 for LLMs). • AI/LLM Probing: • Technical Reporting: Draft high-quality reports that detail the "path to compromise" with clear, reproducible steps for developers. • Technical Reporting: • Tool Maintenance: Manage and update the team's testing infrastructure (e.g., Burp Suite, and basic C2 listeners). • Tool Maintenance: • Remediation Support: Provide direct technical guidance to engineering teams on how to patch vulnerabilities like XSS, SQLi, and IDOR. • Remediation Support: • Adversary Emulation: Design and lead multi-week Red Team operations that mimic specific threat actors (APTs) to test the SIRT detection capabilities. • Adversary Emulation: • Custom Exploit Development: Build custom payloads, droppers, and obfuscated scripts to bypass EDR/AV and maintain stealth. • Custom Exploit Development: • AI Red Teaming Architecture: Build automated testing frameworks for AI systems (e.g., using PyRIT, Promptfoo, or Garak) to test for models related to sensitive data leakage. • AI Red Teaming Architecture: • Cloud & Infrastructure Attacks: Execute sophisticated attacks against AWS/Azure/K8s, focusing on IAM misconfigurations and container escapes. • Cloud & Infrastructure Attacks: • Purple Teaming: Collaborate with SIRT and Detection Engineering to tune SIEM alerts based on the techniques used during an engagement. • Purple Teaming: • Strategic Bug Bounty Management: Oversee the organization's bug bounty program, identifying trends in submissions to suggest broad architectural security changes. • Strategic Bug Bounty Management:
Benefits
• Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more. Offerings vary by location. • Twilio thinks big. Do you? • We like to solve problems, take initiative, pitch in when needed, and are always up for trying new things. That's why we seek out colleagues who embody our values — something we call Twilio Magic. Additionally, we empower employees to build positive change in their communities by supporting their volunteering and donation efforts. • So, if you're ready to unleash your full potential, do your best work, and be the best version of yourself, apply now! If this role isn't what you're looking for, please consider other open positions.
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