18: Dodge Dakota 5.9 R/T
When Chrysler released the original Dodge Dakota, it changed the game when it came to the compact pickup truck segment. Not only was the Dakota the first “midsize” truck ever built, but it was also the first truck in this segment to have a V8 engine. The Dakota 5.9 R/T was a performance package added to the Dakota lineup. Available in a single cab or extended cab configuration, the truck also had a few appearance upgrades (via Motor Biscuit).
Even to this day, the Dakota 5.9 R/T is an under-the-radar type of truck. You’ll never see this truck coming until it passes you. The sound of the 5.9L V8 engine is unmistakable for a Dodge, and it’s one of Chrysler’s best engines. The resale values for this generation of the Dakota are fairly reasonable. You can find a decent 5.9 R/T that has been well cared for and will provide years of carefree driving.