14. Mercury Cougar (Eighth Gen)
Mercury’s marketing for the eighth-generation Cougar tried to reinvent the car as a stylish, youthful coupe, departing sharply from its classic, luxury-oriented roots. This drastic repositioning alienated long-time Cougar fans while failing to clearly communicate its appeal to younger buyers, leaving both groups uncertain. Find more details on the Cougar’s marketing missteps at MotorTrend.