1982 Cadillac Cimarron
Ever wonder what a luxury version of the Chevy Cavalier would look like? In the 1980s, GM had the failed idea of dressing one up as a Cadillac. The Cimarron had a simple and practical design, with a boxy body and a spacious interior that could comfortably seat up to five people. A four-cylinder engine produced only 88 horsepower (via Car & Driver).
Some features of the Cimarron made it a good deal, but it wasn’t enough to justify the cheap design. The 1982 Cadillac Cimarron remains a cautionary tale in the automotive industry, often cited as an example of a poorly executed product strategy. Cadillac had a lot of better-looking cars at the time and the Cimarron was a true eye-sore.