This crossover episode between watches and cars features Ben Wilson, former head of product at UK-based online car retailer Cazoo. Ben is an expert on the used car market, and was involved in building one of the most sophisticated used car pricing and valuation services in the UK. In this conversation, we discuss the parallels between the car world and the watch world, and the challenges (both technical and practical) of building large-scale automated systems to understand fragmented and unstructured markets.