Offensive Security Engineer

Responsibilities

• As an Offensive Security Engineer on the Proactive Threat team, you will simulate the tactics, techniques, and procedures (TTPs) of real-world adversaries to uncover security risks across Stripe's products and infrastructure. You'll conduct hands-on penetration testing, lead red team engagements, and collaborate with…
• Beyond assessments, you'll design and build offensive tooling and automation that amplifies the team's impact. You'll leverage threat intelligence to prioritize testing efforts, contribute to incident investigations when needed, and act as a subject-matter expert for security initiatives across the company.
• Conduct comprehensive penetration tests across web applications, APIs, cloud environments (AWS/GCP/Azure), mobile applications, and internal infrastructure
• Plan and execute red team engagements that emulate the TTPs of cyber and criminal threat actors targeting financial services, including initial access, lateral movement, persistence, and data exfiltration scenarios
• Perform assumed-breach and objective-based assessments to test detection and response capabilities in coordination with defensive teams
• Partner with detection engineering, threat intelligence, and incident response teams to validate security controls, identify coverage gaps, and improve detection fidelity
• Contribute adversary tradecraft insights to inform detection rule development, threat hunting hypotheses, and incident response playbooks
• Support incident investigations by providing offensive expertise, log analysis, and root cause analysis when required
• Design, develop, and maintain custom offensive tools, scripts, and automation frameworks to enhance assessment efficiency and coverage
• Build internal platforms and workflows that enable scalable, repeatable offensive operations

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