Finding product-market fit is the single most important milestone for any early-stage startup, yet it remains maddeningly hard to define, measure, and systematically pursue. This session from Stanford's CS183F Startup School cuts through the ambiguity with a structured framework taught by practitioners who have lived through the search on both sides of the table. The lecture examines the signals that indicate genuine fit versus false positives like vanity metrics or polite enthusiasm, and it emphasizes the importance of talking to users in ways that surface real demand rather than confirming your own biases. Using case studies from notable startups, the instructors walk through the iterative cycle of hypothesis formation, rapid experimentation, and the hard decisions about when to pivot versus persevere. The session is particularly valuable for technical founders who tend to over-index on building features before validating that anyone actually needs them. With Stanford's characteristic blend of academic rigor and practitioner wisdom, this is essential viewing for anyone building a new product or entering a new market.