Offensive Security Engineer

About the Team Security is at the foundation of OpenAI’s mission to ensure that artificial general intelligence benefits all of humanity. The Security team protects OpenAI’s technology, people, and products. We are technical in what we build but are operational in how we do our work, and are committed to supporting all products and research at OpenAI. Our Security team tenets include: prioritizing for impact, enabling researchers, preparing for future transformative technologies, and engaging a robust security culture. About the Role We’re seeking an exceptional Principal-level Offensive Security Engineer focused on deep, hands-on penetration testing of OpenAI’s agent-powered products, infrastructure, and model-integrated application surfaces. You’ll assess complex systems end to end, identify realistic vulnerabilities, validate exploitability and impact, and partner closely with engineering teams to drive durable fixes. This role will be primarily focused on continuously testing our agent-powered products like Codex and Operator. These systems are uniquely valuable targets because they’re rapidly evolving, can perform sensitive actions on behalf of users, and have large, diverse attack surfaces. You will play a crucial role in securing our agents by finding vulnerabilities that emerge from the interactions between the applications, infrastructure, tools, and models that power them. You’ll have the chance to not only find vulnerabilities, but actively drive their resolution, build reusable testing approaches, automate offensive security workflows with cutting-edge technologies, and use your attacker perspective to improve the security of OpenAI’s products. In this role you will: Conduct deep penetration tests of OpenAI’s agent-powered products, including web applications, APIs, cloud services, identity and authorization flows, CI/CD systems, and model-integrated product surfaces. Continuously hunt for exploitable vulnerabilities in the interactions between the appli

Every day, tens of millions of people come to Roblox to explore, create, play, learn, and connect with friends in 3D immersive digital experiences– all created by our global community of developers and creators. At Roblox, we’re building the tools and platform that empower our community to bring any experience that they can imagine to life. Our vision is to reimagine the way people come together, from anywhere in the world, and on any device. We’re on a mission to connect a billion people with optimism and civility, and looking for amazing talent to help us get there. A career at Roblox means you’ll be working to shape the future of human interaction, solving unique technical challenges at scale, and helping to create safer, more civil shared experiences for everyone. As an Offensive Security Engineer within the Detection and Response team (DART), you'll engage in the offensive security assessments that strengthen our defense capabilities. Working closely with the larger InfoSec team, detection engineers, and external engineering partners, you'll identify security weaknesses, validate detection mechanisms, and provide actionable recommendations to enhance our security posture. You'll collaborate with various architecture and engineering teams to continuously validate and improve our security controls and detection capabilities, with a strong focus on developing repeatable testing frameworks and metrics-driven security improvements. You Have: 4+ years: of relevant professional experience in offensive security, with demonstrated experience in purple team exercises, breach attack simulation, and detection engineering collaboration. Development experience: proficiency in Python or Go for building security tooling and automation, including experience with SOAR platforms and configuration management. Security assessment expertise: performing full-stack security assessments of web applications, APIs, cloud infrastructure, and backend systems. Platform expertise

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards. The Red Team team’s mission is to proactively identify and simulate real-world threats against Robinhood’s platforms, properties, and people. Through red teaming and adversarial simulations, the team evaluates security controls, uncovers vulnerabilities, and helps continuously strengthen Robinhood’s overall security posture in close partnership with Detection & Response, Physical Security, and Engineering. As a Staff Offensive Security Engineer, you will take a hands-on role in designing and executing stealthy adversarial simulations to validate assumptions and uncover gaps in detection and response. You’ll leverage threat modeling, penetration testing, and research-driven techniques to emulate sophisticated attackers, while collaborating cross-functionally to improve defenses and shape more secure systems. This role is based in our Toronto, Canada office(s), with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll

Who Are We? Postman is the world’s leading API platform, used by more than 45 million+ developers and 500,000 organizations, including 98% of the Fortune 500. Postman is helping developers and professionals across the globe build the API-first world by simplifying each step of the API lifecycle and streamlining collaboration—enabling users to create better APIs, faster. The company is headquartered in San Francisco and has offices in Boston, New York, Austin, Tokyo, London, and Bangalore - where Postman was founded. Postman is privately held, with funding from Battery Ventures, BOND, Coatue, CRV, Insight Partners, and Nexus Venture Partners. Learn more at postman.com or connect with Postman on X via @getpostman. P.S: We highly recommend reading The "API-First World" graphic novel to understand the bigger picture and our vision at Postman. About the Team The Information Security organization at Postman operates across three pillars: Governance Risk & Compliance (GRC), Product Security, and Security Operations. We are a team of builders, not checkbox-checkers. We hold active SOC 2 Type II, ISO 27001, ISO 42001, and HIPAA compliance postures, and we are pursuing FedRAMP High and CMMC Level 2 authorization. Our security stack includes Wiz, SentinelOne, Okta, Jamf, and 1Password, and we operate across a multi-cloud environment. The Offensive Security team is the "red" pulse of this organization. We don't just find bugs — we simulate the adversary to ensure our defenses hold up under real-world pressure. We focus on continuous security validation, AI-augmented adversary emulation, and offensive AI security research at Postman's scale. The Opportunity We are looking for a Principal Offensive Security Engineer who is as much a strategist as they are a hacker. You will own the strategic direction of Postman's offensive security program — including building out a dedicated Offensive AI Security capability from the ground up — and operat

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for thoughtful problem-solvers and builders who want to make a meaningful contribution. Robinhood is a place where people take ownership of their work and help improve financial access for all. We operate with high standards, clear accountability, and a strong focus on security and ethics in everything we build! The Red Team’s mission is to identify and reduce real-world security risks across Robinhood by simulating adversary behavior and testing defenses. As a Staff Offensive Security Engineer, you will plan and execute security assessments across applications, infrastructure, and physical environments, and partner closely with engineering and security teams to strengthen detection and response capabilities. You will help prioritize risk, contribute to remediation efforts, and develop tools and techniques that improve how we test and secure our systems. Your work will directly support the safety and reliability of products used by millions of customers. This role is based in our Bellevue, WA, New York, NY, or Menlo Park, CA office(s), with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll do Evangelize the Offensive Security Team’s Findings and Projects with stakeholders throughout the company and collaborate with other teams to create solutions that

Here at Datadog, we think about offensive security a little bit differently. We embrace automation and AI to run adversary simulations continuously across a massive cloud-native environment, and we expect our offensive engineers to build the tooling that makes that possible. We're looking for a Senior Security Engineer who can execute sophisticated red team operations, write the code that scales them, and take an AI-first approach to offensive security engineering. At Datadog, we place value in our office culture - the relationships and collaboration it builds, and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You'll Do: Plan and execute red team engagements end-to-end, simulating real-world threat actors across cloud infrastructure (AWS, GCP), Kubernetes, CI/CD pipelines, and corporate environments Build and maintain custom offensive tooling, automation frameworks, and engagement infrastructure, treating offensive operations as a software engineering problem Develop custom payloads and evasion capabilities tailored to Datadog's environment and modern defensive controls (EDR, SIEM, network monitoring) Improve the efficiency of offensive operations through thoughtful use of automation and AI, accelerating reconnaissance, vulnerability analysis, and reporting workflows Partner with the Detection & Response team on purple team exercises to validate detection logic, improve alert fidelity, and influence threat models Translate offensive findings into concrete improvements by working directly with defensive security and engineering teams to close gaps Who You Are: You have 5+ years of hands-on experience in offensive security (red teaming, penetration testing, or adversary simulation) with a track record of operating against mature, well-defended environments You write production-quality code (Python, Go, or similar), can build your own tools, and automate your w