6. Series 452, V16

Year: 1930
Complex Says: Despite being a ludicrously expensive Cadillac with a 16-cylinder engine that was unveiled just a few short months after the most infamous of stock market crashes, more than 2,000 copies of this model were sold. This car was a beast that could go head-to-head with the Duesenberg SJ, which is like saying that it could step into an MMA cage with a kodiak bear that's been studying Muay Thai for 15 years.