This episode explores the investment philosophy of Cliff Sosin, founder of CAS Investment Partners, and delves into a detailed case study of his significant investment in Carvana. Against the backdrop of Sosin's long-term investment approach focused on identifying "contained" businesses with durable competitive advantages, the conversation examines Carvana's remarkable journey from rapid growth to a near-total stock price collapse and subsequent recovery. More significantly, Sosin shares his framework for evaluating businesses, incorporating microeconomic models like Cournot oligopolies and psychological concepts such as secondary reinforcers to understand competitive dynamics and brand loyalty. For instance, he illustrates how Carvana's vertically integrated model, encompassing online sales, logistics, and financing, creates a powerful competitive moat. As the discussion pivoted to Carvana's struggles in 2022, Sosin attributes the downturn to operational challenges exacerbated by a confluence of factors including reduced used car market volume, unusually low auto loan spreads, and a unique demand pull-forward effect among early adopters. In contrast to the challenges, Sosin highlights the resilience of Carvana's underlying business model and the eventual recovery, emphasizing the importance of management quality and the inherent difficulty of transitioning from unprofitable to profitable operations. What this means for investors is a nuanced understanding of the interplay between business fundamentals, market dynamics, and the crucial role of management in navigating unforeseen circumstances.