Engineer, Offensive Security Organization

About the job This position is needed to The Senior OffSec Engineer will be responsible for the day-to-day execution of penetration tests and contributing to larger Red Team campaigns. You move beyond simple scanning to manual exploitation and are beginning to automate your workflows., * 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 teams testing infrastructure (e.g., Burp Suite, and basic C2 listeners).
• Remediation Support: Provide direct technical guidance to engineering teams on how to patch vulnerabilities like XSS, SQLi, and IDOR.
• Adversary Emulation: Design and lead multi-week Red Team operations that mimic specific threat actors (APTs) to test the SIRT detection capabilities.
• Custom Exploit Development: Build custom payloads, droppers, and obfuscated scripts to bypass EDR/AV and maintain stealth.
• 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.
• Cloud & Infrastructure Attacks: Execute sophisticated attacks against AWS/Azure/K8s, focusing on IAM misconfigurations and container escapes.
• Purple Teaming: Collaborate with SIRT and Detection Engineering to tune SIEM alerts based on the techniques used during an engagement.
• Strategic Bug Bounty Management: Oversee the organizations bug bounty program, identifying trends in submissions to suggest broad architectural security changes.

• Experience: 3-5 years in offensive security, penetration testing, or a high-volume bug bounty background and track record of finding high/critical vulnerabilities in complex environments.
• 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.
• Tooling: Proficient in Burp Suite professional, Nmap, Metasploit, Wireshark etc… and AI security tools such as LangChain, TensorFlow for adversarial testing, as well as use of C2 frameworks (Cobalt Strike, Sliver, Havoc) or similar tools.
• Scripting and Coding: Ability to write functional scripts in Python or Bash to automate repetitive testing tasks and proficiency in Python, C++, and scripting for creating custom offensive tooling that avoids signature-based detection.
• Certifications: Possession of advanced industry certifications such as OSCP, OSEP, OSWE, GXPN or similar.
• Telecom expertise is preferred

Location This role will be remote, and based in India. (Karnataka, Tamil Nadu, Telangana, Maharashtra, Delhi)

Travel We prioritize connection and opportunities to build relationships with our customers and each other. For this role, you may be required to travel occasionally to participate in project or team in-person meetings., (XSS) Cross Site Scripting, Amazon Web Services (AWS), Android, Application Programming Interface (API), Artificial Intelligence (AI), Audiovisual, Auditing, Bash Scripting, Bug Tracking/Defect Management, C++ Programming Language, Campaigns, Cloud Computing, Computer Security, Customer Relations, Establish Priorities, External Audit, Internet Application, Machine Tool, Metasploit, Microsoft Windows Azure, Mobile Applications, NMap, Penetration Testing, Python Programming/Scripting Language, Scripting (Scripting Languages), Security Architecture, Security Information and Event Management (SIEM), Software Patches, Team Player, Technical Drawing, Technical Leadership, Test Automation, Test Harness, Trend Analysis, Wheel/Front-End Loader, Willing to Travel, Wireshark (Ethereal), Writing Skills, iOS

What We Offer 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.