20: Intrepid
The Dodge Intrepid had a lot of potential as it was the first “cab forward” sedan. The Intrepid had a new design, which was a departure from the norm. Generally, the automotive industry was still stuck in the “boxy” era. The V6 engine was an excellent power plant and gave the original Intrepid a lot of power to spare (via Motor Biscuit).

Unfortunately, the second-generation Intrepid, which was released in 1999, had the notoriously inadequate 2.7L V6 engine. The 2.7L is one of the worst engines ever to come out of Chrysler. The engine would clog due to an issue with the oil pump design, causing sludge and ultimately catastrophic engine failure.