17. 1999 Chevrolet Silverado
The redesign of the Silverado was big news for GM and big news for the pickup truck community. Here’s what went wrong, first and foremost there were the same electric gremlins with this generation of Chevy truck as previous years. The 5.3L had a lot of improvements over the previous generation, but the first year of the truck had a lot of kinks that needed to be worked out down the road. That’s not to say that this generation of the truck is bad, but like with any new model, avoiding the first year is important to do.
This is relative to a brand new car. The Sierra of this year has the same issues attached to it and you are generally better off just waiting for a newer year. GM had a habit of rushing these pickups into production around this time and this was one of the reasons.