Christopher O'Donnell, founder of Day.ai, joins the show to break down why building a new system of record for the AI era is both brutally hard and absolutely necessary. He reveals the preprocessing magic that makes their AI-powered CRM actually useful (spoiler: it's not just throwing database tables at an LLM), explains why the economics of AI should focus on customer value rather than minimizing costs, and shares his contrarian take on why transparency trumps features every time. From navigating the technical nightmare of Gmail APIs to philosophical insights about the universe conspiring in our favor, Christopher offers a rare glimpse into what it really takes to compete in the infinite CRM market. Whether you're building AI products, rethinking your data strategy, or just trying to survive the entrepreneurial journey, this conversation delivers actionable insights wrapped in refreshingly honest storytelling about the realities of deep tech entrepreneurship.