This episode explores the evolution and future of Customer Relationship Management (CRM) systems, specifically focusing on the impact of AI. Against the backdrop of Salesforce's dominance, the interview discusses HubSpot's successful CRM, built by the guest, Christopher O'Donnell. More significantly, the conversation pivots to O'Donnell's new AI-native CRM, Day AI, which aims to eliminate manual data entry by automatically capturing conversations from various platforms. For instance, Day AI leverages AI to construct a comprehensive customer database, providing salespeople with "perfect memory and preparation." The discussion highlights the challenges of legacy CRMs, such as data limitations and cumbersome workflows, contrasting them with Day AI's vision of a more human-centric approach. In contrast to a gradual rollout strategy, Day AI directly tackles the core CRM functionalities. Ultimately, the episode underscores the transformative potential of AI in enhancing business relationships and making CRM more intuitive and efficient, impacting how future generations will interact with such tools.