Vice President, Artificial Intelligence Rapid7 is seeking a VP, AI to define and drive our global artificial intelligence strategy across our entire product portfolio and internal operations. Sitting at the intersection of applied machine learning research, product innovation, and go-to-market strategy, this role serves as the primary owner of AI capabilities within the Rapid7 Command Platform. This is an exceptional opportunity to spearhead high-impact AI initiatives that protect organizations worldwide and shape the future of cybersecurity. About the Team The AI Engineering team at Rapid7 unifies data science, machine learning engineering, and product management to deliver cutting-edge security solutions. Collaborating closely with Rapid7 SOC and managed services teams, this global organization builds the intelligent foundations that keep our customers ahead of the evolving threat landscape. About the Role As the Vice President, Artificial Intelligence, you will report directly to the Chief Product and Technology Officer and own the vision for Rapid7's AI future. You will shape and execute a multi-year strategy that embeds AI across our full product portfolio and optimizes our internal operations. Your core focus will be to: - Define and own the multi-year AI strategy spanning generative AI, agentic workflows, machine learning-based detection, and responsible AI governance. - Build and maintain a compelling AI product roadmap aligned to the Rapid7 Command Platform including Exposure Command, InsightIDR, and managed detection and response services. - Build and lead a high-performing AI organization, defining the team structure, roles, and capabilities needed to execute Rapid7's AI strategy as it evolves. - Drive the development of large language model-powered and agentic capabilities like AI-generated risk summaries and autonomous security operations center workflows. - Partner with Rapid7 SOC teams to integrate threat intelligence data into AI models for adversary-aware vulnerability prioritization and detection. - Establish robust machine learning operations practices, model governance, and responsible artificial intelligence frameworks across all features. - Serve as an external thought leader and executive spokesperson for Rapid7 with analysts, customers, and at major industry conferences. - Collaborate with Sales and Customer Success to translate sophisticated AI capabilities into measurable business outcomes for cybersecurity leaders. The skills and qualities you'll bring include: - Bring 12+ years of progressive experience in artificial intelligence and machine learning, with at least 5 years in a senior executive leadership role within a SaaS or cybersecurity company. - Demonstrate a proven track record of successfully building and shipping AI-powered products at scale, including generative AI, large language model integration, and agentic systems. - Possess a deep understanding of the cybersecurity domain, including threat detection, vulnerability management, exposure management, or managed services markets. - Exhibit expert ability to lead, mentor, and grow cross-functional teams of data scientists, machine learning engineers, and specialized product managers. - Show strategic doing by breaking down complex, multi-year research and product visions into time-bound milestones, executing quickly, and pivoting where necessary to achieve meaningful outcomes. - Drive cross-functional collaboration by building a global network and working seamlessly across organizational boundaries to deliver sustainable improvements that create customer value. - Practice accountability by holding self and teams responsible for driving high-quality product delivery and meeting business commitments within clear timelines. - Demonstrate excellent communication skills, with the ability to clearly convey complex artificial intelligence concepts and roadmap rationale to foster commitment from board members and non-technical stakeholders. - Maintain technical fluency with machine learning frameworks, cloud AI platforms, large language models, prompt engineering, and retrieval-augmented generation architectures. - Apply a strong understanding of model monitoring, machine learning operations, and AI observability in production environments to ensure system reliability and explainability. - Embody our core values to foster a culture of excellence that drives meaningful impact and collective success. We know that the best ideas and solutions come from multi-dimensional teams. That's because these teams reflect a variety of backgrounds and professional experiences. If you are excited about this role and feel your experience can make an impact, please don't be shy - apply today. #LI-CG4 About Rapid7 At Rapid7, our vision is to create a secure digital world for our customers, our industry, and our communities. We do this by harnessing our collective expertise and passion to challenge what's possible and drive extraordinary impact. We're building a dynamic and collaborative workplace where new ideas are welcome. Protecting 11,500+ customers against bad actors and threats means we're continuing to push the envelope just like we' ve been doing for the past 20 years. If you 're ready to solve some of the toughest challenges in cybersecurity, we're ready to help you take command of your career. Join us. Rapid7, Inc. is committed to fair and equitable compensation practices. A candidate's salary is determined by various factors including, but not limited to, relevant work experience, skills, and certifications. We evaluate compensation decisions on a case-by-case basis, and it is not typical for an individual to be hired at the very top of the salary range. The annual salary range for this role, depending on location, is: United States: $322,200.00 - 435,900.00 USD Annual Salary ranges may vary based on geographical location. This range does not include variable/incentive compensation, equity and benefits (where applicable/eligible). All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, protected veteran status or any other status protected by applicable national, federal, state or local law.

Role Description This is a task-based AI Training job that allows workers to choose their schedule and how much they work - there's no fixed schedule and no minimum hours requirement. We are seeking fluent Kannada speakers to act as evaluators. AI models are now learning to communicate with human-like nuance, and we need fluent speakers to ensure these models understand the depth and nuance of the Kannada language. - Completing side-by-side evaluations of both text and voice snippets. - Assessing how naturally and authentically the AI captures Kannada speech. - Listening to audio clips and identifying how natural the voice sounds. This is a fast-paced project where your ear for detail directly influences how AI understands human language. On average, participants earn approximately $3.40 for a 10-minute task. You must be prepared to complete paid tasks that require one hour of uninterrupted work, though many are shorter. Qualifications - Fluent Kannada speaker with a strong command of natural, everyday Kannada. - Ability to distinguish subtle differences in accent, tone, and vocal delivery. - Fluent English skills for instruction following and reporting. - High attention to detail; backgrounds in linguistics or translation are a plus. - Access to a quiet environment and good quality headphones/speakers. - A PayPal account to receive payment from our clients. Requirements - Side-by-side evaluation: comparing text and voice snippets to assess quality and authenticity. - Naturalness assessment: listening to AI-generated audio and rating how natural the voice sounds. - Quality control: identifying where the AI's tone or pronunciation feels unnatural or culturally mismatched. - Contextual review: identifying whether intonation matches the cultural context of the conversation. - Data tagging: providing feedback on the naturalness, tone, and authenticity of the audio. Benefits - Chance to influence the AI models of the future using your professional expertise. - Competitive pay rates. - Flexible hours. - Ability to work from home.

• Own AI strategy and research direction: Set the technical roadmap for our AI capabilities. • Own agent quality and evaluation: Build and run the frameworks that tell us whether our investigation agents are improving. • Build the breakthroughs yourself: Prototype a new technique in days, get it into the product, and measure the impact. • Run fine-tuning and model experiments on real data: Own fine-tuning pipelines, context engineering, model migration, and cost/routing optimisation grounded in production data. • Guide prioritisation across the AI team: You'll be the filter deciding which methods are actually worth a prototype this week. • Lead a small team by doing: Set technical direction for the AI engineers, raise the bar through pairing and review. • Partner with the CTO and engineering leadership: Turn the AI roadmap into shipped capability. • Get in front of customers: Occasional direct customer exposure, translating what security teams need into concrete improvements to the ML pipeline. • Set the pace: Ship prototypes in days, not quarters.

• Design and build deep learning systems for search ranking, personalized recommendations, and session-based recommendation engines. • Integrate geographic context into ranking systems and improve pickup point recommendations. • Translate business objectives into machine learning objectives with appropriate non-functional requirements. • Lead model evaluation using offline metrics and online experiments. • Collaborate with backend engineers to deploy production-ready low-latency ML models. • Work closely with product managers and operations teams to transform behavioral insights into product features. • Own the end-to-end production ML lifecycle, including serving, monitoring, drift detection, and retraining pipelines.