This episode explores the evolution of enterprise search and knowledge management with Arvind Jain, CEO and co-founder of Glean, highlighting the transformative impact of Large Language Models (LLMs). Jain discusses how LLMs have shifted search from a static, keyword-based paradigm to one that deeply understands user questions and document content, enabling more conceptual and relevant matching. Against the backdrop of his early work on search at Google and the founding of Rubrik, Jain explains how Glean leverages transformers for semantic matching, addressing the challenges of data accessibility and scalability in the enterprise environment, which was made possible by the rise of SaaS and APIs. More significantly, the conversation pivots to Glean's evolution into an AI-powered platform, featuring Glean Assistant, which functions like a ChatGPT for the workplace, and curated applications tailored for specific business processes, such as HR. Jain emphasizes the importance of security, governance, and access control in AI experiences, as well as the need for user education to maximize the benefits of AI in the workplace, while also candidly discussing the challenges of market creation and the unexpected governance concerns that arose from improved search capabilities. The discussion concludes with Jain's vision for AI-driven personal assistants that empower individuals and transform business processes, reflecting emerging industry patterns focused on AI-first workforces and the integration of AI into every aspect of business operations.