Tim and Kyle talk about buying cool/collectible cars from the classic (pre-1980), RADwood (1980-1999), and modern eras. Cars built prior to 1980 are a different world, and their unique age, technology, and histories mean even two examples of the same model can be vastly different. Kyle recounts bad experiences from buying a rolling wreck of a 1950s Jaguar, and Tim recalls the pitfalls of letting a 13 year-old trailer an old Volkswagen Beetle back to the house. Corrosion, originality, access to parts and knowledge, and robust pre-purchase inspections are key factors to ensure success. “RADwood” cars of the 80s and 90s offer the conveniences of modern systems and performance, but the huge range of dead-end engine electronics, early two-stage paint treatments, abundance of perishable plastic trim, and aging computers demand a careful inspection and model-specific research to match. We end with modern cars, which are easy to buy! Go factory certified pre-owned, get an AAA extended warranty, or score a late model still under factory warranty.