Okay, I've searched for Principal Product Manager roles specializing in AI Security in Washington, DC, requiring 10+ years of experience, full-time positions, and offering disability insurance. I have found 24 positions that match your criteria.

Sure. Here's the analysis:

Job Analysis:

The Principal Product Manager, AI Security at HackerOne is fundamentally a strategic leadership role tasked with owning and advancing the AI security product portfolio. This person is expected to bridge deep technical expertise in both AI and cybersecurity with a sophisticated product management skill set, ensuring the company stays ahead in the emerging AI threat landscape. They must handle the full product lifecycle—from setting visionary multi-year roadmaps that anticipate evolving AI risks, through detailed feature definition and execution, to go-to-market launches that capture customer trust and adoption. Given the specialized nature of AI security, the role requires navigating complex technical domains, synthesizing diverse stakeholder inputs (including from a global research community, customers, and internal teams), and translating ambiguous, cutting-edge challenges into clear, actionable product outcomes. Success here looks like delivering innovative, competitive AI security offerings that resonate with customers’ urgent needs, while also reinforcing HackerOne’s leadership reputation in both AI and offensive security. Key capabilities include cross-functional collaboration across R&D, design, marketing, and customer-facing teams, as well as strong communication and evangelism skills to external audiences. The role demands a balance of strategic foresight, hands-on product execution, and empathy for end users’ security concerns, against a backdrop of a fast-shifting AI threat environment. Autonomy and judgment are crucial for prioritizing high-impact product initiatives amidst uncertain technical and market conditions, making this a high-visibility, influential position charged with shaping the future of AI security solutions.

Company Analysis:

HackerOne is a pioneering leader in the offensive security space, uniquely positioned at the intersection of AI innovation and cybersecurity defense. The company operates in a highly dynamic and competitive market that prizes both technical excellence and community-driven insights, leveraging the world’s largest security researcher network to improve software security globally. This positions the company as not only a technology provider but also a trusted partner to marquee clients across diverse industries, including tech giants, finance, and government sectors. The culture reflects values of customer obsession, transparency, and collaborative win-win relationships, underscoring a workplace that champions integrity and empowerment. It embraces flexible work but values in-person collaboration to strengthen team bonds. For a Principal Product Manager in AI Security, this means thriving in a mission-driven, innovative environment that demands adaptability and a high degree of ownership, while also contributing to a culture built on mutual respect and a transparent exchange of ideas. The role is strategically critical as HackerOne pushes to cement its market dominance in AI security solutions, effectively making the hire instrumental in driving growth and innovation. Reporting lines and organizational context likely situate this role as a senior individual contributor or leader interfacing directly with R&D, marketing, external stakeholders, and executive leadership, ensuring the candidate’s work influences the company’s broader vision of empowering a safer internet.

Absolutely. Here are some mock interview questions that could come up:

• Behavioral: Tell me about a time when you had to translate a highly technical concept into a product feature that addressed a customer pain point. How did you approach it?
• Behavioral: Describe an occasion where you led cross-functional teams with differing priorities towards a common product goal. What challenges did you face and how did you overcome them?
• Behavioral: Can you share an example of how you used customer feedback to pivot or significantly change a product roadmap? What was the outcome?
• Behavioral: Talk about a situation where you had to manage ambiguity in product requirements and still deliver a successful outcome. How did you handle it?
• Technical/Role-Specific: How would you identify and prioritize emerging AI security threats to inform a multi-year product roadmap?
• Technical/Role-Specific: Explain your experience with AI red teaming or similar offensive security methodologies and how that informs product strategy.
• Technical/Role-Specific: What metrics and data sources would you use to measure success and adoption of AI security products?
• Technical/Role-Specific: Describe your approach to collaborating with AI researchers, security engineers, and customer teams to define product requirements for AI vulnerabilities.
• Situational: Imagine a major client reports a novel AI vulnerability that threatens their system's trustworthiness. How would you prioritize and coordinate product response?
• Situational: Suppose you face pushback from engineering due to resource constraints on a critical AI security feature. How would you advocate for its business importance?
• Situational: You notice a competitor has launched a similar AI security offering. How do you assess and respond strategically to maintain HackerOne’s lead?
• Company Fit/Motivation: Why does HackerOne’s mission to build a safer internet resonate with you personally and professionally?
• Company Fit/Motivation: How do you see your experience and values aligning with HackerOne’s customer-obsessed and transparency-driven culture?
• Company Fit/Motivation: What excites you most about working at the intersection of AI and cybersecurity at HackerOne?
• Candidate Questions: Can you describe how the AI security product team collaborates with HackerOne’s security researcher community?
• Candidate Questions: What are the biggest opportunities and challenges HackerOne foresees in securing AI systems over the next 3-5 years?
• Candidate Questions: How does HackerOne balance remote work flexibility with team cohesion and innovation in this highly technical role?