The Insider Risk Team works cross-functionally to deter, identify, investigate and mitigate risks to Anthropic's most critical assets,our people, our data, and our infrastructure.

Responsibilities:

• Triage custom technical detection alerts
• Independently conduct end-to-end insider risk investigations while working closely with IT, Detection and Response, Legal, HR and other cross-functional teams
• Monitor and triage external threats targeting employees
• Conduct sensitive interviews of employees or other involved parties
• Perform technical analysis of logs from SIEM, DLP, UEBA systems
• Leverage AI tools (Claude, Claude Code) to accelerate investigation workflows and data analysis
• Build and maintain investigation documentation
• Assist in iterating and improving on processes, procedures and systems to detect, mitigate and investigate insider risks
• Work cross-functionally to develop, refine and operationalize insider risk indicators, scenarios and mitigation strategies
• Provide rapid-turnaround security assessments to support business operations
• Support education and awareness programs to promote a robust security culture
• Serve as the subject matter expert for insider risk and provide training to team members as needed

You may be a good fit if you have:

• Bachelor's degree and/or higher education in a related field
• 5-8 years of experience in insider risk, corporate investigations or a related domain
• 3-5 years experience in conducting investigative interviews
• Experience conducting OSINT for threat assessment, or counterintelligence
• Experience leveraging DLP, UEBA, SIEM, SOAR and other insider risk security tooling for detections and investigations
• Broad understanding of internal and external investigations, cybersecurity, interview techniques, risk assessment and managing strong cross-functional relationships
• Ability to communicate complex security findings clearly and concisely to non-technical stakeholders (written and verbal)
• Track record of rapid response to time-sensitive security requests
• Comfort operating across organizational boundaries (Security, People, Legal, IT)
• Exceptional communication, collaboration skills and the ability to lead projects with little guidance
• Demonstrated ability to operate independently with minimal oversight while managing sensitive cases

Strong candidates may also have:

• Experience working in the technology industry or at/with AI/ML companies
• Experience with counterintelligence investigations and nation-state threat actor TTPs
• Background in open-source intelligence collection and analysis
• Track record of AI/LLM adoption for productivity gains in investigative work
• Experience contributing to a high growth startup environment
• Specialized knowledge of risks unique to the AI sector
• Experience with data exfiltration investigations across multiple vectors (email, cloud, removable media)
• Experience working in government, defense, or high-security environments

What makes you successful here:

• Entrepreneurial mindset: You see gaps and fill them without being asked
• Technical + human balance: Equal comfort analyzing log data and conducting sensitive interviews
• AI-native approach: You leverage LLMs to work smarter, not just harder
• Mission alignment: You understand AI safety stakes and insider risk's role in protecting that mission
• Judgment under uncertainty: You make sound decisions with incomplete information
• Clear communicator: You distill complex findings into actionable insights for diverse audiences
• Cross-functional navigator: You build relationships and collaborate effectively across teams

Annual compensation range for this role is $245,000-$305,000 USD.

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You will report to the Senior Manager in the OFCTO organization.

Key responsibilities include:

• Strategic Customer Engagement: Support strategic customer conversations aligning with technical and engineering leaders and stakeholders. Deliver on emerging trends, industry best practices, and identity-driven digital transformation. Assist in preparing executive-level messaging and participate in strategic discussions to align Okta's solutions with customer business outcomes.

• Technical Leadership: Provide strategic and technical guidance to Solutions Engineering teams across both the Okta and Auth0 identity platforms. Collaborate with the Global Office of Field CTO office team to deliver actionable insights from the field, validate customer needs, and identify recurring trends for the Okta Product & Engineering teams.

• Field Enablement and Collaboration: Contribute to frameworks, tools, and content to support Solutions Engineering teams in executing effectively. Partner with sales leadership to identify and address critical business opportunities and challenges. Drive cross-functional collaboration to ensure seamless execution of global initiatives.

• Market Influence: Represent Okta as a thought leader in the identity and security space. Influence industry standards and participate in relevant technical advisory boards.

• Innovation and Strategy: Partner closely with OFCTO teams as an advocate for customer-driven innovation, market trends, and GTM insights to provide input to influence product teams. Support, derive, and champion strategic initiatives that enhance Okta's differentiation and business impact.

Position Requirements:

• Identity & Directory Services Mastery: Deep Infrastructure Knowledge: Expert-level understanding of Active Directory (AD) and Azure AD (Entra ID) or similar, including Group Policy Objects (GPOs), Kerberos, and OIDC/SAML protocols.

• Multi-IdP Ecosystems: Proficiency in managing and securing diverse Identity Providers (IdPs) like Okta, Ping Identity, and Google Workspace.

• Hybrid Identity: Experience managing the complexities of identity synchronization between on-premises environments and the cloud.

• Device Identity & Access Management Mastery: Passwordless Expertise: Deep, hands-on knowledge of FIDO2/WebAuthn, Passkeys, and implementing passwordless authentication strategies using solutions like Okta FastPass.

• Endpoint & Device Context: Strong understanding of Desktop MFA, device registration, and leveraging device posture signals from MDM/UEM (e.g., Jamf, Intune, Workspace ONE) and EDR (e.g., CrowdStrike) platforms to enforce risk-based access policies.

• PKI & Certificate Management: Familiarity with certificate-based authentication and its role in establishing device trust.

• Identity Threat Detection & Response (ITDR): Threat Landscape Knowledge: A thorough understanding of modern identity attack vectors, including phishing, token theft, MFA bypass techniques, and lateral movement.

• Behavioral Analysis: Experience with User and Entity Behavior Analytics (UEBA) and the ability to interpret threat signals to detect and respond to suspicious activity.

• Security Ecosystem Integration: Proficiency in designing solutions that integrate identity platforms with SIEM (e.g., Splunk, Sentinel) and SOAR tools for automated threat response.

• Strong communication and presentation skills, with experience contributing to technical events.

Travel expectation: up to 40% for customer meetings, industry events, and internal off-sites.

This is a remote position.

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At Cloudflare, we're on a mission to help build a better Internet. We protect and accelerate any Internet application online without adding hardware, installing software, or changing a line of code.

As a Senior Security AI Engineer, you will be the technical architect for our Agentic AI roadmap. Your mission is to move beyond simple automation scripts and build a fleet of 'AI Team Members',intelligent helper agents that execute complex security algorithms, process flows, and assessment logic.

Responsibilities

• Agent Architecture: Design and deploy multi-agent systems that follow complex security algorithms and assessment flows to automate manual SOC and Assurance tasks.

• Skill Engineering: Standardize agent capabilities by creating and maintaining skills.md files and specialized Markdown documentation that define agentic personas and execution boundaries.

• Workflow Training: Train and fine-tune LLMs to function as 'helper agents' capable of executing autonomous AI workflows as integral members of the Security Engineering team.

• Infrastructure as Agents: Utilize Cloudflare Workers, Vectorize, and AI Gateway to build serverless, low-latency agentic architectures for real-time traffic analysis and remediation.

• Autonomous Assessment: Build and scale the engine for autonomous vendor security reviews and M&A assessments, transforming qualitative data into quantitative risk insights.

Requirements

• Experience: 4+ years in Information Security or Software Engineering, with at least 1+ years focused on AI Engineering, Agentic AI, or Advanced Automation using Opencode

• AI Expertise: Deep understanding of LLM orchestration, prompt engineering, and building agentic loops (e.g., LangChain, AutoGen, or custom frameworks).

• Agent Development: Proven ability to create agents from structured definitions (skills.md) and automate tasks that follow strict process/algorithmic flows.

• Cloudflare Ecosystem: Expert knowledge of Cloudflare Workers, KV, Durable Objects, and R2. Experience with Cloudflare AI tools is a significant plus.

• Languages: Mastery of Windsurf, Opencode or Rust.

• Security Domain: Strong grasp of Cyber Security fundamentals, including SIEM/SOAR logic, UEBA, and risk assessment frameworks.

Preferred Qualifications

• Experience building custom Agentic AI solutions that have replaced enterprise-grade 3rd party security software.

• Background in M&A Security Due Diligence or Vendor Risk Management automation.

• Prior experience building edge-based security products or AI-driven log-push integrations.

• Certifications: CISSP or specialized AI/Machine Learning certifications.

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The Insider Risk Team works cross-functionally to deter, identify, investigate and mitigate risks to Anthropic's most critical assets,our people, our data, and our infrastructure.

Responsibilities:

• Triage custom technical detection alerts
• Independently conduct end-to-end insider risk investigations while working closely with IT, Detection and Response, Legal, HR and other cross-functional teams
• Monitor and triage external threats targeting employees
• Conduct sensitive interviews of employees or other involved parties
• Perform technical analysis of logs from SIEM, DLP, UEBA systems
• Leverage AI tools (Claude, Claude Code) to accelerate investigation workflows and data analysis
• Build and maintain investigation documentation
• Assist in iterating and improving on processes, procedures and systems to detect, mitigate and investigate insider risks
• Work cross-functionally to develop, refine and operationalize insider risk indicators, scenarios and mitigation strategies
• Provide rapid-turnaround security assessments to support business operations
• Support education and awareness programs to promote a robust security culture
• Serve as the subject matter expert for insider risk and provide training to team members as needed

You may be a good fit if you have:

• Bachelor's degree and/or higher education in a related field
• 5-8 years of experience in insider risk, corporate investigations or a related domain
• 3-5 years experience in conducting investigative interviews
• Experience conducting OSINT for threat assessment, or counterintelligence
• Experience leveraging DLP, UEBA, SIEM, SOAR and other insider risk security tooling for detections and investigations
• Broad understanding of internal and external investigations, cybersecurity, interview techniques, risk assessment and managing strong cross-functional relationships
• Ability to communicate complex security findings clearly and concisely to non-technical stakeholders (written and verbal)
• Track record of rapid response to time-sensitive security requests
• Comfort operating across organizational boundaries (Security, People, Legal, IT)
• Exceptional communication, collaboration skills and the ability to lead projects with little guidance
• Demonstrated ability to operate independently with minimal oversight while managing sensitive cases

Strong candidates may also have:

• Experience working in the technology industry or at/with AI/ML companies
• Experience with counterintelligence investigations and nation-state threat actor TTPs
• Background in open-source intelligence collection and analysis
• Track record of AI/LLM adoption for productivity gains in investigative work
• Experience contributing to a high growth startup environment
• Specialized knowledge of risks unique to the AI sector
• Experience with data exfiltration investigations across multiple vectors (email, cloud, removable media)
• Experience working in government, defense, or high-security environments

What makes you successful here:

• Entrepreneurial mindset: You see gaps and fill them without being asked
• Technical + human balance: Equal comfort analyzing log data and conducting sensitive interviews
• AI-native approach: You leverage LLMs to work smarter, not just harder
• Mission alignment: You understand AI safety stakes and insider risk's role in protecting that mission
• Judgment under uncertainty: You make sound decisions with incomplete information
• Clear communicator: You distill complex findings into actionable insights for diverse audiences
• Cross-functional navigator: You build relationships and collaborate effectively across teams

Annual compensation range for this role is $245,000-$305,000 USD.

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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 are seeking a senior Global Security Investigator with a technical background to lead complex, long-running security investigations involving a full spectrum of threats – whether originating from internal employees, external threat actors, or supply chain partners. This role is about seeing the full chessboard and independently driving complex, multi-month cases across cyber, physical, and human domains.

In this role you will:

• Independently conduct comprehensive security investigations from initial detection to resolution, including cases involving insiders, external actors, and supply chain and third-party risks.

• Lead proactive, data-driven threat-hunting efforts that weave together disparate signals to surface undetected insider or external threats before they escalate into incidents.

• Perform comprehensive technical analysis of complex hardware, software, and supplier supply chains to identify, enumerate, and mitigate risks.

• Partner closely with cross-functional teams, including Human Resources, Legal, Security, and IT, and external stakeholders or law enforcement when necessary.

• Collaborate with technical counterparts to enhance detections, resolve telemetry gaps, and implement new capabilities to identify security issues involving cyber, physical, and human domains.

• Collect, preserve, and analyze evidence from a variety of sources, including log data, digital forensics, subject interviews, access records, threat intelligence, and open-source intelligence (OSINT), to support investigative findings.

• Continuously improve investigative procedures and security controls based on investigations and lessons learned.

You might thrive in this role if you have:

• Bachelor’s degree in Criminal Justice, Cybersecurity, or a related field (or equivalent experience) and 8+ years of investigative experience in counterintelligence, insider risk, forensic investigations, cybersecurity, supply chain security, or related domains.

• Unimpeachable integrity, sound judgment, and the ability to handle confidential matters with discretion.

• An active US security clearance, or willingness and eligibility to obtain one.

• Deep specialization in geopolitical threat domains, with hands-on experience identifying, assessing, and mitigating adversarial risks through tailored countermeasures.

• Expert knowledge of common security tooling, including EDR, DLP, UEBA, SIEM, SOAR and other related platforms.

• Demonstrated ability to independently write complex queries, automate data workflows, and analyze structured datasets.

• Excellent written and verbal communication skills, including the ability to distill complex findings into clear, actionable reports and explain technical issues to non-technical stakeholders.

• Exceptional collaboration skills with the ability to work across diverse teams (HR, Legal, IT, etc.) to lead projects and investigations with minimal guidance.

Compensation

• San Francisco, Seattle or New York: $288K – $500K • Offers Equity

• Zone B: $230.4K – $500K • Offers Equity

The base pay offered may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience. If the role is non-exempt, overtime pay will be provided consistent with applicable laws. In addition to the salary range listed above, total compensation also includes generous equity, performance-related bonus for eligible employees and benefits.

Benefits

• Medical, dental, and vision insurance for you and your family, with employer contributions to Health Savings Accounts

• Pre-tax accounts for Health FSA, Dependent Care FSA, and commuter expenses (parking and transit)

• 401(k) retirement plan with employer match

• Paid parental leave (up to 24 weeks for birth parents and 20 weeks for non-birthing parents), plus paid medical and caregiver leave (up to 8 weeks)

• Paid time off: flexible PTO for exempt employees and up to 15 days annually for non-exempt employees

• 13+ paid company holidays, and multiple paid coordinated company office closures throughout the year for focus and recharge, plus paid sick and safe time (1 hour per 30 hours worked)

• Mental health and wellness support

• Employer-paid basic life and disability coverage

• Annual learning and development stipend to fuel your professional growth

• Daily meals in our offices, and meal delivery credits as eligible

• Relocation support for eligible employees

• Additional taxable fringe benefits, such as charitable donation matching and wellness stipends, may also be provided.

More details about our benefits are available to candidates during the hiring process.

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