VP of Product, Search, AI and GenAI

We are seeking an experienced and visionary VP of Product – Search, GenAI, & AI to lead the strategic direction, development, and execution of Datasite’s AI and search initiatives. You will build and scale an elite cross-functional product team focused on modernizing our platform, leveraging AI and GenAI to drive automation, efficiency, and customer value. This high-impact role requires a strategic leader who can align business goals with emerging technologies, manage a complex roadmap, and drive innovation while ensuring security and compliance in a highly regulated industry. 

Key Responsibilities 

Strategic Leadership & Vision 

• Define and execute a comprehensive AI and search strategy, aligning with Datasite’s long-term business objectives and competitive differentiation. 

• Identify and drive high-impact AI and search initiatives, ensuring that our platform remains at the forefront of innovation in FinTech SaaS. 

• Build and lead a world-class product team, including Product Managers, Data Scientists, Engineers, and UX Researchers, fostering a culture of innovation, collaboration, and execution. 

• Partner closely with executive leadership to define investment priorities, ensuring strategic allocation of resources. 

AI, GenAI, & Search Product Development 

• Own the product roadmap for AI, GenAI, and search, balancing short-term deliverables with long-term innovation. 

• Drive AI and ML-driven product enhancements that improve search relevance, document understanding, automation, and predictive insights for dealmakers. 

• Lead cross-functional teams to develop and ship scalable AI-powered solutions that address complex customer pain points while ensuring ease of adoption. 

• Develop AI governance frameworks that balance innovation with regulatory compliance, security, and ethical AI practices. 

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Data-Driven Decision-Making & Experimentation 

• Establish data-driven KPIs and OKRs to measure the success of AI and search initiatives. 

• Foster a culture of experimentation and rapid iteration, leveraging A/B testing and continuous learning to refine AI models and user experiences. 

• Partner with Data Science and Engineering to ensure high-quality AI model training, deployment, and monitoring for accuracy, fairness, and bias mitigation. 

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Customer & Market Insights 

• Act as the voice of the customer, deeply understanding user workflows, search behaviors, and pain points to inform AI-driven product innovations. 

• Stay ahead of industry trends, emerging AI technologies, and FinTech developments, ensuring Datasite’s competitive advantage. 

• Conduct customer discovery and market research, translating insights into actionable product strategies. 

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Cross-Functional & Executive Collaboration 

• Partner closely with Engineering, Data Science, UX, and GTM teams to deliver AI-driven solutions that enhance dealmaking productivity. 

• Influence executive stakeholders by effectively communicating the strategic and financial impact of AI investments. 

• Ensure that AI and GenAI solutions comply with data privacy, security, and industry regulations to protect client confidentiality. 

Thought Leadership & AI Evangelism 

• Represent Datasite as a thought leader in AI-driven dealmaking, search, and automation, speaking at industry events and engaging with key customers. 

• Mentor and develop high-performing AI and product talent, building a best-in-class AI and search organization. 

Requirements 

• 10+ years of experience in Product Management, with at least 5 years leading AI, search, or ML-driven products in enterprise SaaS, FinTech, or a similar complex domain. 

• Proven leadership experience at the VP or senior director level, managing and scaling high-performing product teams. 

• Deep expertise in AI, GenAI, and search technologies, including NLP, information retrieval, vector search, embeddings, LLMs, and ranking models. 

• Strong track record of delivering AI-powered products to market, with measurable business and customer impact. 

• Experience balancing AI innovation with compliance, security, and risk management in a regulated industry. 

• Exceptional data-driven decision-making skills, leveraging analytics, A/B testing, and experimentation to drive growth and engagement. 

• Deep understanding of enterprise B2B workflows, particularly in financial services or dealmaking environments. 

• Excellent executive communication and stakeholder management skills, with the ability to align cross-functional teams and influence strategic decisions. 

• Strong technical acumen; ability to partner effectively with engineering and data science teams. 

Nice to Have 

• Experience working with LLMs, Retrieval-Augmented Generation (RAG), knowledge graphs, and AI-powered automation in enterprise SaaS. 

• Familiarity with FinTech, M&A, or financial data products. 

• Programming experience (Python, R, SQL) to engage deeply with AI/ML teams. 

• Thought leadership in AI, including published content or public speaking engagements. 

Why Join Us? 

• Lead and shape the future of AI-powered dealmaking in a market-leading FinTech SaaS company. 

• Build and scale an elite AI and search product team from the ground up. 

• Drive innovation in a high-impact, high-visibility role with executive leadership support. 

• Work with cutting-edge AI and GenAI technologies to solve real-world customer problems. 

If you are a visionary product leader with a passion for AI, search, and GenAI, and want to drive the future of dealmaking technology, we’d love to hear from you!